language:
Find link is a tool written by Edward Betts.Longer titles found: Aluminium(I) nucleophiles (view)
searching for Nucleophile 216 found (621 total)
alternate case: nucleophile
Lectka enantioselective beta-lactam synthesis
(317 words)
[view diff]
exact match in snippet
view article
find links to article
the nucleophile rather than the electrophile. Similarly, the imine in the Lectka synthesis behaves as the electrophile rather than the nucleophile as seenAcyl group (1,913 words) [view diff] exact match in snippet view article find links to article
types of acyl derivatives. Acid halides are the most reactive towards nucleophiles, followed by anhydrides, esters, and amides. Carboxylate ions are essentiallyPotassium hydroxide (2,002 words) [view diff] no match in snippet view article find links to article
Potassium hydroxide is an inorganic compound with the formula KOH, and is commonly called caustic potash. Along with sodium hydroxide (NaOH), KOH is aAmidophosphoribosyltransferase (1,568 words) [view diff] exact match in snippet view article find links to article
complexity. The glutaminase domain is homologous to other N-terminal nucleophile (Ntn) hydrolases such as carbamoyl phosphate synthetase (CPSase). NineAminoacetonitrile (377 words) [view diff] exact match in snippet view article find links to article
unstable at room temperature, owing to the incompatibility of the amine nucleophile and the nitrile electrophile. For this reason it is usually encounteredCalpain-6 (245 words) [view diff] exact match in snippet view article find links to article
lacks a critical catalytic triad residue in its active site (cysteine nucleophile mutated to lysine) and thus is suggested to be proteolytically inactiveWalden inversion (404 words) [view diff] exact match in snippet view article find links to article
inside-out in a gale. In the Walden inversion, the backside attack by the nucleophile in an SN2 reaction gives rise to a product whose configuration is oppositeGlycosyltransferase (1,566 words) [view diff] exact match in snippet view article find links to article
"glycosyl donor") to a nucleophilic glycosyl acceptor molecule, the nucleophile of which can be oxygen- carbon-, nitrogen-, or sulfur-based. The resultGlycosyltransferase (1,566 words) [view diff] exact match in snippet view article find links to article
"glycosyl donor") to a nucleophilic glycosyl acceptor molecule, the nucleophile of which can be oxygen- carbon-, nitrogen-, or sulfur-based. The resultDiazo (1,439 words) [view diff] no match in snippet view article find links to article
In organic chemistry, the diazo group is an organic moiety consisting of two linked nitrogen atoms at the terminal position. Overall charge-neutral organicBaldwin's rules (859 words) [view diff] exact match in snippet view article find links to article
revised version of the rules is available: The rules apply when the nucleophile can attack the bond in question in an ideal angle. These angles are 180°Deprotonation (643 words) [view diff] exact match in snippet view article find links to article
alcohol forms the negatively charged alkoxide, which is a much stronger nucleophile. To determine whether or not a given base will be sufficient to deprotonatePetasis reaction (3,232 words) [view diff] exact match in snippet view article find links to article
Petasis reaction, the vinyl group of the organoboronic acid serves as the nucleophile. In comparison to other methods of generating allyl amines, the PetasisScavenger (chemistry) (254 words) [view diff] exact match in snippet view article
body scavenges oxidizing free radicals and peroxides and as a thiol nucleophile, attacks dangerous alkylating electrophiles, which may be exogenous toxinsElectrophilic substitution (244 words) [view diff] exact match in snippet view article find links to article
similar to nucleophilic aliphatic substitution where the reactant is a nucleophile rather than an electrophile. The four possible electrophilic aliphaticPinner reaction (496 words) [view diff] exact match in snippet view article find links to article
electrophile (readily susceptible to attack from alkoxides etc.) but a poor nucleophile would typically be easier to protonate than to participate in the reactionThiolysis (251 words) [view diff] exact match in snippet view article find links to article
depolymerisation of condensed tannins with the use of benzyl mercaptan as nucleophile is also called thiolysis. Rao, Balaji; Simpson, Carolyne; Lin, Hui; LiangNitrile hydratase (1,429 words) [view diff] exact match in snippet view article find links to article
nucleophilic water molecule) or as a nucleophile. Subsequently, the functional role of the SOH center as nucleophile has obtained experimental support.Sandmeyer reaction (1,738 words) [view diff] exact match in snippet view article find links to article
preparation of its diazonium salt followed by its displacement with a nucleophile in the presence of catalytic copper(I) salts. The most commonly employedNitro-Mannich reaction (2,892 words) [view diff] exact match in snippet view article find links to article
beta-nitroamine. With the reaction involving the addition of an acidic carbon nucleophile to a carbon-heteroatom double bond, the nitro-Mannich reaction is relatedSoai reaction (632 words) [view diff] exact match in snippet view article find links to article
quaternary hydrocarbons, which have no clear Lewis basic site for binding the nucleophile, are nonetheless capable of inducing asymmetric catalysis in the reactionHypervalent molecule (4,486 words) [view diff] exact match in snippet view article find links to article
exhibited a dependence on the magnitude of charge on the oxygen of the nucleophile. Taken together this led the group to propose a reaction mechanism inHypervalent molecule (4,486 words) [view diff] exact match in snippet view article find links to article
exhibited a dependence on the magnitude of charge on the oxygen of the nucleophile. Taken together this led the group to propose a reaction mechanism inMinisci reaction (786 words) [view diff] exact match in snippet view article find links to article
nucleophilic species used will deprotonate the heterocycle over acting as a nucleophile. Again, in contrast to nucleophilic aromatic substitution, the MinisciVon Braun reaction (282 words) [view diff] exact match in snippet view article find links to article
substitutions: the amine is the first nucleophile displacing the bromine atom which then acts as the second nucleophile. In following the mechanism is describedGanem oxidation (227 words) [view diff] exact match in snippet view article find links to article
originally developed using dimethyl sulfoxide or pyridine-N-oxide as the nucleophile. The Ganem oxidation has been used as an intermediate step in the totalΒ-Glucuronidase (2,644 words) [view diff] exact match in snippet view article find links to article
suggested that Tyr504 of β-glucuronidase might stabilize the leaving nucleophile (Glu540) or modulate its activity. In addition to these residues, a conservedDe Kimpe aziridine synthesis (247 words) [view diff] exact match in snippet view article find links to article
the generation of aziridines by the reaction of α-chloroimines with nucleophiles such as hydride, cyanide, or Grignard reagents. The De Kimpe aziridineAmino sugar (732 words) [view diff] exact match in snippet view article find links to article
activated by thianthrene-5-oxide and Tf2O is treated with an amide nucleophile and a glycosyl acceptor to produce various 1,2-trans C-2-amidoglycosidesIntramolecular reaction (1,212 words) [view diff] exact match in snippet view article find links to article
formation of azetidine due to the proximity of the leaving group and nucleophile in the former, which increases the probability that they would meet inCarbonyl oxidation with hypervalent iodine reagents (1,207 words) [view diff] exact match in snippet view article find links to article
species. This electrophilic intermediate may be attacked by a variety of nucleophiles or undergo rearrangement or elimination. Hypervalent iodine(III) compoundsOrganoindium chemistry (1,138 words) [view diff] exact match in snippet view article find links to article
substituents on both the intermediate and carbonyl. An α-attack from the nucleophile (at the position bearing the halogen) is distinguishable from a γ-attackCuprate (1,490 words) [view diff] exact match in snippet view article find links to article
Electrophilic Benzene Addition reaction, where it serves as a complementary nucleophile to the highly electrophilic benzene ring formed via McLafferty RearranagementGlycosynthase (669 words) [view diff] exact match in snippet view article find links to article
glycosynthase enzymes. The first was that a change of the active site nucleophile of a glycosidase from a carboxylate to another amino acid resulted inPhosphaethynolate (2,577 words) [view diff] exact match in snippet view article find links to article
behaves in a similar way to its lighter analogue, as an ambidentate nucleophile. This ambidentate character of the anion means that it is able to bindAlkene carboamination (883 words) [view diff] exact match in snippet view article find links to article
established in the last decade. Alkene substrates with a tethered nitrogen nucleophile have been used in these transformations to promote intramolecular aminocyclizationEndoglycosidase (747 words) [view diff] exact match in snippet view article find links to article
requires two critical molecules; a proton donor (most likely an acid) and a nucleophile(most likely a base). The Endoglycosidases mechanism has two forms; anTetrahedral carbonyl addition compound (2,329 words) [view diff] exact match in snippet view article find links to article
greater than 90˚ due to a better orbital overlap between the HOMO of the nucleophile and the π* LUMO of the C-O double bond. Although the tetrahedral intermediatesHammond's postulate (2,565 words) [view diff] exact match in snippet view article find links to article
substitution (SN2) reactions are concerted reactions where both the nucleophile and substrate are involved in the rate limiting step. Since this reactionHydration reaction (681 words) [view diff] exact match in snippet view article find links to article
reaction is highly exothermic. In the first step, the alkene acts as a nucleophile and attacks the proton, following Markovnikov's rule. In the second stepHydrogen-bond catalysis (3,990 words) [view diff] exact match in snippet view article find links to article
is the simultaneous activation of both partners in a reaction, e.g. nucleophile and electrophile, termed "bifunctional catalysis". In all cases, theEnediyne (1,736 words) [view diff] exact match in snippet view article find links to article
of the molecule. Triggering can also occur via attack by an external nucleophile.[citation needed] Bergman cyclization restructures the enediyne ringStephen aldehyde synthesis (471 words) [view diff] exact match in snippet view article find links to article
Pinner reaction – a similar reaction using alcohols or amines as the nucleophile and without the reduction; generated esters, carboximidates or orthoestersHydrogen auto-transfer (1,576 words) [view diff] exact match in snippet view article find links to article
case, alcohol dehydrogenation is followed by reductive generation of a nucleophile, which triggers carbonyl addition. As borrowing hydrogen processes avoidAcetylene hydratase (491 words) [view diff] exact match in snippet view article find links to article
active site residue deprotonates the water hydroxide making it a better nucleophile. Schink B (1985). "Fermentation of acetylene by an obligate anaerobeLiebeskind–Srogl coupling (1,399 words) [view diff] exact match in snippet view article find links to article
with sulfide or thioester electrophiles and boronic acid or stannane nucleophiles but many other coupling partners are viable. In addition to alkyl andCyanoethylation (486 words) [view diff] exact match in snippet view article find links to article
compounds. Cyanoethylation entails addition of protic nucleophiles to acrylonitrile. Typical protic nucleophiles are alcohols, thiols, and amines. Two new bondsSpliceosome (2,807 words) [view diff] exact match in snippet view article find links to article
pre-mRNA branch region bulges out the branch adenosine specifying it as the nucleophile for the first transesterification. The presence of a pseudouridine residueImidazolate (286 words) [view diff] exact match in snippet view article find links to article
Imidazolate (C3H3N− 2) is the conjugate base of imidazole. It is a nucleophile and a strong base. The free anion has C2v symmetry. Imidazole has a pKaGeorge S. Hammond (3,788 words) [view diff] exact match in snippet view article find links to article
nucleophilic bimolecular reactions are concerted reactions where both the nucleophile and substrate are involved in the rate limiting step. Since this reactionDavis oxidation (641 words) [view diff] exact match in snippet view article find links to article
or ester into its corresponding enolate. Then, the enolate anion as a nucleophile attacks the oxygen atom of the oxaziridine in a SN2 mechanism, formingCarbonyl group (875 words) [view diff] exact match in snippet view article find links to article
(aldehydes) > R2CO (ketones) > RCO2R' (esters) > RCONH2 (amides). A variety of nucleophiles attack, breaking the carbon-oxygen double bond. Interactions betweenANRORC mechanism (469 words) [view diff] exact match in snippet view article find links to article
special type of substitution reaction. ANRORC stands for Addition of the Nucleophile, Ring Opening, and Ring Closure in nucleophilic attack on ring systemsDiisopropylamine (582 words) [view diff] exact match in snippet view article find links to article
Diisopropylamine is a common amine nucleophile in organic synthesis. Because it is bulky, it is a more selective nucleophile than other similar amines, suchAcyl chloride (2,351 words) [view diff] exact match in snippet view article find links to article
react with carbon nucleophiles, such as Grignards and enolates, although mixtures of products can result. While a carbon nucleophile will react with theRafael Radi (808 words) [view diff] exact match in snippet view article find links to article
related to the biochemical actions of peroxynitrite, a potent oxidant and nucleophile formed secondary to the diffusion-controlled reaction of nitric oxideRafael Radi (808 words) [view diff] exact match in snippet view article find links to article
related to the biochemical actions of peroxynitrite, a potent oxidant and nucleophile formed secondary to the diffusion-controlled reaction of nitric oxideAcrosin (2,477 words) [view diff] exact match in snippet view article find links to article
mechanism. First, His-57 deprotonates Ser-195, allowing it to serve as a nucleophile. Deprotonated Ser-195 then reacts with the carbonyl carbon of a peptideManganese-mediated coupling reactions (1,016 words) [view diff] exact match in snippet view article find links to article
oxidation to a carbocation (and subsequent β-elimination or trapping with a nucleophile) and hydrogen abstraction to generate a saturated carbonyl compound containingEnamine (1,800 words) [view diff] exact match in snippet view article find links to article
second carbon atom. Enamines are both good nucleophiles and good bases. Their behavior as carbon-based nucleophiles is explained with reference to the followingAsparagine endopeptidase (1,932 words) [view diff] exact match in snippet view article find links to article
hydrolyses a peptide bond using the thiol group of a cysteine residue as a nucleophile (hence also called cysteine protease). It is also known as asparaginylPeptidyl transferase center (682 words) [view diff] exact match in snippet view article find links to article
hydrolysis, the same mechanism is used, but with a water molecule as the nucleophile. The following protein synthesis inhibitors target the peptidyl transferaseFormylation (2,838 words) [view diff] exact match in snippet view article find links to article
common substrate, as they readily deprotonate to excellent phenoxide nucleophiles. Other electron-rich substrates, such as mesitylene, pyrrole, or fusedN-acylethanolamine acid amide hydrolase (1,466 words) [view diff] exact match in snippet view article find links to article
member of the choloylglycine hydrolase family, a subset of the N-terminal nucleophile hydrolase superfamily. NAAA has a molecular weight of 31 kDa. The activationHalf sandwich compound (1,606 words) [view diff] exact match in snippet view article find links to article
reagent. Subsequent treatment with an acid results in the addition of a nucleophile to the benzene ring at a site ortho ("cine"), meta or para ("tele") toGlycoside hydrolase family 20 (523 words) [view diff] exact match in snippet view article find links to article
oxygen of the C-2 acetamido group of the substrate acts as the catalytic nucleophile/base in this family of enzymes. In the brain and other tissues, beta-hexosaminidaseCarboxypeptidase (816 words) [view diff] exact match in snippet view article find links to article
the Zn2+ coordinated water by Glu 270 provides an activated hydroxide nucleophile which attacks the amide carbonyl group in the peptide bond in a nucleophilicKnoevenagel condensation (729 words) [view diff] exact match in snippet view article find links to article
pyridine as a solvent with at least one of the withdrawing groups on the nucleophile is a carboxylic acid, for example, with malonic acid. Under these conditionsHammett equation (4,056 words) [view diff] exact match in snippet view article find links to article
deviation from the regular Hammett equation is explained by the charge of nucleophile.[non-primary source needed] Despite nonlinearity in benzylic SN2 reactionsAlkyl nitrite (554 words) [view diff] exact match in snippet view article find links to article
generally weak nitrosating agents, but nitrosate amines in the presence of a nucleophile catalyst. tert-Butyl nitrite has been shown to be an effective reagentTransition metal acyl complexes (570 words) [view diff] exact match in snippet view article find links to article
reagents to give acyls. This reaction proceeds by attack of the alkyl nucleophile on the electrophilic CO ligand. In practical sense, the most importantMelengestrol (473 words) [view diff] exact match in snippet view article find links to article
with the α-isomer predominating (3). Solvolysis in the presence of a nucleophile such as acetic acid reverses the cyclopropylcarbinyl transformation toSwain equation (110 words) [view diff] exact match in snippet view article find links to article
Swain equation Use of Hydrogen Isotope Effects to Identify the Attacking Nucleophile in the Enolization of Ketones Catalyzed by Acetic Acid C. Gardner SwainTransition metal formyl complex (374 words) [view diff] exact match in snippet view article find links to article
electrophile and the hydride (provided typically from a borohydride) is the nucleophile. Some metal formyls are produced by reaction of metal carbonyl anionsGlycoside hydrolase family 14 (759 words) [view diff] exact match in snippet view article find links to article
been proposed as a catalytic residue, but it is not known if it is the nucleophile or the proton donor. Beta-amylase is an enzyme that hydrolyzes 1,4-alpha-glucosidicHomo-Favorskii rearrangement (248 words) [view diff] exact match in snippet view article find links to article
of a base, yielding a carboxylic acid derivative corresponding to the nucleophile (most often the base itself). E1cb will occur if α-carbon adjacent toHalohydrin dehalogenase (969 words) [view diff] exact match in snippet view article find links to article
hydroxyl group of the substrate. The deprotonated oxygen then acts as a nucleophile and performs a Sn2 reaction on the vicinal carbon that is bonded to theAsparagine peptide lyase (1,529 words) [view diff] exact match in snippet view article find links to article
the asparagine peptide lyases involves an asparagine residue acting as nucleophile to perform a nucleophilic elimination reaction, rather than hydrolysisRacemic mixture (1,826 words) [view diff] exact match in snippet view article find links to article
carbon atom or a carbocation intermediate) acting as an electrophile. The nucleophile will have a 50% probability of 'hitting' either of the two sides of theMethyl radical (782 words) [view diff] exact match in snippet view article find links to article
molecules by reacting: CH• 3 + R• → RCH 3 Because of the capture of the nucleophile (R•), methyl has oxidising character. Methyl is a strong oxidant withNitrone (493 words) [view diff] exact match in snippet view article find links to article
towards reaction. The α carbon is an electrophile and the β carbon a nucleophile; that is, nitrones polarize like carbonyls and nitriles but unlike nitroTosyl group (781 words) [view diff] exact match in snippet view article find links to article
tosylates that allows an SN2 reaction to occur in the presence of a good nucleophile. A tosyl group can function as a protecting group in organic synthesisLucas' reagent (497 words) [view diff] exact match in snippet view article find links to article
protonated, the H2O group formed leaves, forming a carbocation, and the nucleophile Cl− (which is present in excess) readily attacks the carbocation, forming(Benzene)chromium tricarbonyl (364 words) [view diff] exact match in snippet view article
n-butyllithium. The resulting organolithium compound can then be used as a nucleophile in various reactions, for example, with trimethylsilyl chloride:Organoiodine chemistry (1,317 words) [view diff] exact match in snippet view article find links to article
unsaturation of fats and related samples. The iodide anion is a good nucleophile and will displace chloride, tosylate, bromide and other leaving groupsBromous acid (1,013 words) [view diff] exact match in snippet view article find links to article
peroxides) and in line with its low basicity, bromite is a rather weak nucleophile. Rate constants of bromite towards carbocations and acceptor-substitutedCoordination sphere (723 words) [view diff] exact match in snippet view article find links to article
substitution reactions. In associative ligand substitution, the entering nucleophile resides in the second coordination sphere. These effects are relevantB type proanthocyanidin (449 words) [view diff] exact match in snippet view article find links to article
condensation is achieved using equimolar amount of dimeric catechin nucleophile and monomeric catechin electrophile catalyzed by AgOTf or AgBF4. TheOrganofluorine chemistry (4,534 words) [view diff] exact match in snippet view article find links to article
+ N 2 + BF 3 Although hydrogen fluoride may appear to be an unlikely nucleophile, it is the most common source of fluoride in the synthesis of organofluorineNitrosonium (615 words) [view diff] exact match in snippet view article find links to article
diazonium group is easily displaced (unlike the amino group) by a variety of nucleophiles. NO+, e.g. as NOBF4, is a strong oxidizing agent: vs. ferrocene/ferroceniumNucleotide pyrophosphatase/phosphodiesterase (1,857 words) [view diff] exact match in snippet view article find links to article
that excludes phospholipid substrates from the active site. A threonine nucleophile has been identified through site-directed mutagenesis, and the reactionNAD+ kinase (1,452 words) [view diff] exact match in snippet view article find links to article
all. A proposed mechanism involves the 2' alcohol oxygen acting as a nucleophile to attack the gamma-phosphoryl of ATP, releasing ADP. NADK is highlyPhenol oxidation with hypervalent iodine reagents (1,091 words) [view diff] exact match in snippet view article find links to article
dimerization. (5) When external nucleophiles are added to phenolic oxidations, further reactions of the nucleophile with the resulting quinone may occurCarboxypeptidase A (1,694 words) [view diff] exact match in snippet view article find links to article
able to deprotonate the coordinated water molecule to make a hydroxyl nucleophile. Glu-270 and Arg-127 play an important role in catalysis shown in FigureCarboxypeptidase A (1,694 words) [view diff] exact match in snippet view article find links to article
able to deprotonate the coordinated water molecule to make a hydroxyl nucleophile. Glu-270 and Arg-127 play an important role in catalysis shown in FigureAryne (3,128 words) [view diff] exact match in snippet view article find links to article
match for the HOMO of nucleophiles. Hence, benzyne possesses electrophilic character and undergoes reactions with nucleophiles. A detailed MO analysisLactase (2,143 words) [view diff] exact match in snippet view article find links to article
lactase have proposed that hydrolysis is initiated when a glutamate nucleophile on the enzyme attacks from the axial side of the galactosyl carbon inBaylis (155 words) [view diff] exact match in snippet view article find links to article
α,β-unsaturated carbonyl compound with an imine in the presence of a nucleophile Bayless, a surname Bayliss, a surname This disambiguation page listsIndole alkaloid (3,388 words) [view diff] exact match in snippet view article find links to article
intramolecular Mannich reaction, where the C(2) carbon atom of indole serves as a nucleophile. Then, the aromaticity is restored via the loss of a proton at the C(2)Dithiothreitol (872 words) [view diff] exact match in snippet view article find links to article
nucleophilic than their conjugate bases, thiolates, DTT becomes a less potent nucleophile as the pH falls. (2S)-2-Amino-1,4-dimercaptobutane (dithiobutylamineMartinet dioxindole synthesis (569 words) [view diff] exact match in snippet view article find links to article
chiral 3,3-disubstituted oxindole derivatives. The dioxindole is a strong nucleophile for the Michael addition of dioxindoles to nitroalkenes in order to obtainMethyl nitrite (659 words) [view diff] exact match in snippet view article find links to article
insoluble in water and thus forms a solid. Note that nitrogen is a better nucleophile than oxygen and most nitrites would react via an SN2-like mechanism andRibozyme (5,174 words) [view diff] exact match in snippet view article find links to article
in-line SN2 reaction is carried out using the 2’ hydroxyl group as a nucleophile attacking the bridging phosphate and causing 5’ oxygen of the N+1 baseCDK13 (1,169 words) [view diff] exact match in snippet view article find links to article
Sullivan PA, Withers SG (1997). "Identification of Glu-330 as the catalytic nucleophile of Candida albicans exo-beta-(1,3)-glucanase". J. Biol. Chem. 272 (6):Diethylaluminium chloride (534 words) [view diff] exact match in snippet view article find links to article
the Diels–Alder and ene reactions. Alternatively, it can react as a nucleophile or a proton scavenger. Diethylaluminium chloride is not only flammableHalogen addition reaction (801 words) [view diff] exact match in snippet view article find links to article
antibonding molecular orbital (the LUMO, shown to the right in red) and the nucleophile (X−) lone pair (the HOMO, shown to the right below in green), X− mustSynthesis of nucleosides (1,781 words) [view diff] exact match in snippet view article find links to article
acid used, coordination of the nucleophile to the Lewis acid may be significant. Reaction of this "blocked" nucleophile with 1 results in undesired constitutional5-Fluorowillardiine (1,202 words) [view diff] exact match in snippet view article find links to article
of 5-Fluorowillardiine may be achieved by using 5-Fluorouracil as a nucleophile to open a specialized lactone in an SN2 reaction. Another straightforwardChymotrypsin (1,059 words) [view diff] exact match in snippet view article find links to article
peptide bonds by attacking the unreactive carbonyl group with a powerful nucleophile, the serine 195 residue located in the active site of the enzyme, whichTrimethylsilyl chloride (921 words) [view diff] exact match in snippet view article find links to article
is reactive toward nucleophiles, resulting in the replacement of the chloride. In a characteristic reaction of TMSCl, the nucleophile is water, resultingBinary ethylenimine (244 words) [view diff] exact match in snippet view article find links to article
above. It can be neutralised by sodium thiosulfate; the thiosulfate is a nucleophile which opens the three-membered ring. The presence of BEI can be testedHydrogen iodide (1,372 words) [view diff] exact match in snippet view article find links to article
over other hydrogen halides because the iodide ion is a much better nucleophile than bromide or chloride, so the reaction can take place at a reasonableAlkenylaluminium compounds (1,660 words) [view diff] exact match in snippet view article find links to article
the aluminium center that can receive electron density from an added nucleophile. The resulting negatively charged aluminate is much more nucleophilicCystathionine gamma-lyase (1,225 words) [view diff] exact match in snippet view article find links to article
the gamma synthase mechanism, the gamma carbon is attacked by a sulfur nucleophile, resulting in the formation of a new sulfur-gamma carbon bond. CystathionineIsoindoline (275 words) [view diff] exact match in snippet view article find links to article
natural products. Isoindolines can be prepared by 1,2-addition of a nucleophile onto a bifunctional ε-benzoiminoenoates followed by intramolecular aza-MichaelDiethylzinc (1,156 words) [view diff] exact match in snippet view article find links to article
alkyllithium and Grignard reagents, so it may be used when a "softer" nucleophile is needed. It is also used extensively in materials science chemistryThymidylate synthase (1,902 words) [view diff] exact match in snippet view article find links to article
bond to the substrate dUMP through a 1,4-addition involving a cysteine nucleophile. The substrate tetrahydrofolate donates a methyl group to the alpha carbonFLP-FRT recombination (2,655 words) [view diff] exact match in snippet view article find links to article
strands. As their family name suggests, a highly conserved tyrosine nucleophile cleaves the DNA strands. The nucleophilic properties of the tyrosineSulfonic acid (1,935 words) [view diff] exact match in snippet view article find links to article
this reaction, sulfur trioxide is an electrophile and the arene is the nucleophile. The reaction is an example of electrophilic aromatic substitution. AlkylsulfonicGlucansucrase (1,501 words) [view diff] exact match in snippet view article find links to article
subsite-1. Glutamate is likely the catalytic acid/base, aspartate the nucleophile, and another aspartate the transition state stabilizer. These three residuesKetimine Mannich reaction (3,407 words) [view diff] exact match in snippet view article find links to article
reactivity as the bonds are strained to equalize charge by seeking a nucleophile to which the building charge will equalize into in the subsequent reactionF-block metallocene (1,640 words) [view diff] exact match in snippet view article find links to article
group, the electron-rich ligand of f-block metallocenes can act as a nucleophile during organometallic reactions. For example, they can polymerize olefinsEnergy profile (chemistry) (3,604 words) [view diff] exact match in snippet view article
ΔG≠non-polar is large. SN2: For an SN2 mechanism a strongly basic nucleophile (i.e. a charged nucleophile) is favorable. In figure 11 below the rate determiningAldol reactions (957 words) [view diff] exact match in snippet view article find links to article
aldolization refers to the addition of an enolate or enolation as a nucleophile to a carbonyl moiety as an electrophile. This produces a β-hydroxyaldehydeCyclohexenone (683 words) [view diff] exact match in snippet view article find links to article
As an enone, cyclohexenone is easily adapted to Michael addition with nucleophiles (such as enolates or silyl enol ethers) or, it could be employed by aBoron monofluoride (1,433 words) [view diff] exact match in snippet view article find links to article
Vidovic and Aldridge reported that two equivalents of the ruthenium-based nucleophile Na[CpRu(CO)2] (Cp, cyclopentadienyl; [C5H5]−) reacts with boron trifluorideInositol-phosphate phosphatase (2,357 words) [view diff] exact match in snippet view article find links to article
positively charged magnesium ions. Finally an activated water molecule acts a nucleophile and hydrolyzes the substrate, giving inositol and inorganic phosphateNylon-eating bacteria (1,466 words) [view diff] exact match in snippet view article find links to article
completely novel enzyme, it appears to be a member of the N-terminal nucleophile (N-tn) hydrolase family. Specifically, computational approaches classifyParaben (3,437 words) [view diff] exact match in snippet view article find links to article
positive charge on the carbonyl carbon. A hydroxide ion, acting as a nucleophile, attacks the now electrophilic carbonyl carbon, yielding sp3 hybridizationMetal sulfur dioxide complex (1,024 words) [view diff] exact match in snippet view article find links to article
insertion of SO2 into metal alkyl bond begins with attack of the alkyl nucleophile on the sulfur centre in SO2. The "insertion" proceed the sulfur dioxideTwister sister ribozyme (874 words) [view diff] exact match in snippet view article find links to article
specific phosphodiester linkage by SN2 mechanism. The O2' acts as a nucleophile to attack the adjacent P, with O5’ as a leaving group. The catalyticRobinson annulation (1,746 words) [view diff] exact match in snippet view article find links to article
Michael reaction, the ketone is deprotonated by a base to form an enolate nucleophile which attacks the electron acceptor (in red). This acceptor is generallyGlucose 6-phosphatase (2,486 words) [view diff] exact match in snippet view article find links to article
2002). "The catalytic center of glucose-6-phosphatase. HIS176 is the nucleophile forming the phosphohistidine-enzyme intermediate during catalysis". TheSulfenic acid (1,217 words) [view diff] exact match in snippet view article find links to article
active site of the nitrile hydratases. The S=O group is proposed as the nucleophile that attacks the nitrile. The prefix sulfenyl in organic nomenclatureOrganic acid anhydride (1,912 words) [view diff] exact match in snippet view article find links to article
+ RCO2H As with acid halides, anhydrides can also react with carbon nucleophiles to furnish ketones and/or tertiary alcohols, and can participate in bothCinnamaldehyde (1,852 words) [view diff] exact match in snippet view article find links to article
two steps. 4CL forms a hydroxycinnamate–AMP anhydride, followed by a nucleophile attack on the carbonyl of the acyl adenylate. Finally, Cinnamoyl-CoAPyridoxal phosphate (2,937 words) [view diff] exact match in snippet view article find links to article
sidechain to become a quinonoid intermediate, which in turn can act as a nucleophile in several reaction pathways. In transamination, after deprotonationGlycerol dehydrogenase (1,248 words) [view diff] exact match in snippet view article find links to article
Hydride is subsequently removed from the secondary carbon and acts as a nucleophile in electron transfer to the NAD+ nicotinamide ring. As a result, theDiphenyl diselenide (556 words) [view diff] exact match in snippet view article find links to article
Ph2Se2 is its reduction: Ph2Se2 + 2 Na → 2 PhSeNa PhSeNa is a useful nucleophile used to introduce the phenylselenyl group by nucleophilic substitutionRing expansion and contraction (1,693 words) [view diff] exact match in snippet view article find links to article
so-called "quasi-Favorskii rearrangement" proceeds without an additional nucleophile to form the final contracted product. The cationic rearrangement contractionThiolase (2,117 words) [view diff] exact match in snippet view article find links to article
beta-ketoacyl thiolase from Zoogloea ramigera: identification of the active-site nucleophile as Cys89, its mutation to Ser89, and kinetic and thermodynamic characterizationHexosaminidase (1,464 words) [view diff] exact match in snippet view article find links to article
positions the C2-acetamindo group so that it can be attacked by the nucleophile (N-acetamido oxygen atom on carbon 1 of the substrate). The aspartateFosfomycin (2,294 words) [view diff] exact match in snippet view article find links to article
ineffective.[citation needed] The enzymes differ by the identity of the nucleophile used in the reaction: glutathione for FosA, bacillithiol for FosB, andThiolase (2,117 words) [view diff] exact match in snippet view article find links to article
beta-ketoacyl thiolase from Zoogloea ramigera: identification of the active-site nucleophile as Cys89, its mutation to Ser89, and kinetic and thermodynamic characterizationFosfomycin (2,294 words) [view diff] exact match in snippet view article find links to article
ineffective.[citation needed] The enzymes differ by the identity of the nucleophile used in the reaction: glutathione for FosA, bacillithiol for FosB, andClassical complement pathway (1,877 words) [view diff] exact match in snippet view article find links to article
function also has a thioester bond that forces it to attach to surface nucleophile of the activator(namely the pathogen or IC). Phagocytes have receptorsDiphenyl diselenide (556 words) [view diff] exact match in snippet view article find links to article
Ph2Se2 is its reduction: Ph2Se2 + 2 Na → 2 PhSeNa PhSeNa is a useful nucleophile used to introduce the phenylselenyl group by nucleophilic substitutionLiving polymerization (4,445 words) [view diff] exact match in snippet view article find links to article
permanent quenching or termination by other pathways. In addition, a weak nucleophile (Nu:) can also be added to reduce the concentration of active speciesIndole (3,188 words) [view diff] exact match in snippet view article find links to article
diisopropylamide results in lithiation exclusively at the C2 position. This strong nucleophile can then be used as such with other electrophiles. Bergman and VenemalmBase (chemistry) (3,041 words) [view diff] exact match in snippet view article
original on 9 January 2022. Retrieved 9 January 2022. "Electrophile – Nucleophile – Basicity – Acidity – pH Scale". City Collegiate. Archived from thePolyketide synthase (2,138 words) [view diff] exact match in snippet view article find links to article
their active center, with the cysteine residue acting as the attacking nucleophile, whereas type I and II PKSs are characterized by a Cys-His-His catalyticOrganic peroxides (2,457 words) [view diff] exact match in snippet view article find links to article
hydrolysis of the acylating agent but the hydroperoxide anion is a superior nucleophile relative to hydroxide. Unsymmetrical diacyl peroxides can be producedHepatitis delta virus ribozyme (2,845 words) [view diff] exact match in snippet view article find links to article
which is consistent with the prediction that the 2′-hydroxyl is the nucleophile in the chemical reaction. Hence, unlike many other ribozymes, such asOxidative decarboxylation (1,563 words) [view diff] exact match in snippet view article find links to article
atom of the hydroxyethyl group attached to TPP attacks - as a strong nucleophile - one of the relatively electron-deficient sulfur atoms of the intramolecularHIV-1 protease (2,197 words) [view diff] exact match in snippet view article find links to article
undergoes base catalysis, rendering the incoming water molecule a better nucleophile by deprotonating it. The resulting hydroxyl ion attacks the carbonylChris Abell (1,422 words) [view diff] exact match in snippet view article find links to article
Alessio; Chirgadze, Dimitri Y.; Blundell, Tom L.; Abell, Chris (2007). "Nucleophile Selectivity of Chorismate-Utilizing Enzymes". ChemBioChem. 8 (6): 622–624Trimethylsilylacetylene (351 words) [view diff] exact match in snippet view article find links to article
list (link) H. G. Viehe (1959), "Heterosubstituierte Acetylene, III. Nucleophile Substitutionen und Halogen-Metall-Austauschreaktionen an Dreifachbindungen"Artemis complex (467 words) [view diff] exact match in snippet view article find links to article
the 5' end of the heptamer. This creates a 3' OH group which acts as a nucleophile in a transesterification attack on the antiparallel strand, yieldingAromatic compound (2,098 words) [view diff] exact match in snippet view article find links to article
electrophile, and nucleophilic aromatic substitution, when the reagent is a nucleophile. In radical-nucleophilic aromatic substitution, the active reagent isRibonucleotide (2,607 words) [view diff] exact match in snippet view article find links to article
3'-hydroxyl group of the last ribonucleotide in the chain acts as a nucleophile and launches a hydrophilic attack on the 5'-triphosphate of the incomingCarbonyldiimidazole (1,260 words) [view diff] exact match in snippet view article find links to article
2 [C3H3N2H2]Cl In this conversion, the imidazole serves both as the nucleophile and the base. An alternative precursor 1-(trimethylsilyl)imidazole requiresBromazolam (2,022 words) [view diff] exact match in snippet view article find links to article
in a nucleophilic substitution reaction with ammonium hydroxide as a nucleophile, replacing the second chloride ion with ammonia. This reaction yieldsPhenol (4,781 words) [view diff] exact match in snippet view article find links to article
reactive at the oxygen position, but the oxygen position is a "hard" nucleophile whereas the alpha-carbon positions tend to be "soft". Phenol is highlyRongalite (696 words) [view diff] exact match in snippet view article find links to article
the corresponding Na2Sex and Na2Tex, where x is approximately 2. As a nucleophile, NaHOCH2SO2 reacts with alkylating agents to give sulfones. HO-CH2-SO2NaDimethyl sulfoxide (3,969 words) [view diff] exact match in snippet view article find links to article
and formamidinium salts to form diaminocarbenes. It is also a potent nucleophile. In organic synthesis, DMSO is used as a mild oxidant. It forms the basisTiffeneau–Demjanov rearrangement (2,704 words) [view diff] exact match in snippet view article find links to article
damnification, the resulting carbonium ion is more likely to react with a nucleophile present (water in this case) and not undergo rearrangement. Five memberAlkaloid (5,412 words) [view diff] exact match in snippet view article find links to article
and a carbonyl compound, is a carbanion, which plays the role of the nucleophile in the nucleophilic addition to the ion formed by the reaction of theASRGL1 (698 words) [view diff] exact match in snippet view article find links to article
Intramolecular Processing and Substrate Hydrolysis in the N-Terminal Nucleophile Hydrolase hASRGL1 by Circular Permutation". ACS Chemical Biology. 7 (11):Rhenium (5,044 words) [view diff] exact match in snippet view article find links to article
Josef; Steimann, Manfred; Wagner, Barbara; Beck, Wolfgang (1990). "Nucleophile Addition von Carbonylmetallaten an kationische Alkin-Komplexe [CpL2M(η2-RC≡CR)]+Dihydroxylation (1,996 words) [view diff] exact match in snippet view article find links to article
nucleophilic attack by benzoate anion. The benzoate anion acts as a nucleophile again to displace iodide through a neighboring-group participation mechanismDonna Nelson (4,514 words) [view diff] exact match in snippet view article find links to article
Jones and Bartlett Publishers, Inc. Sudbury, MA, 1997. Nelson, Donna J.; Nucleophile / Electrophile Reaction Guide for Organic Chemistry Archived 2008-10-12Hydrazine (5,273 words) [view diff] exact match in snippet view article find links to article
reaction hydrazines react with imides to give triazoles. Being a good nucleophile, N2H4 can attack sulfonyl halides and acyl halides. The tosylhydrazinePentacene (2,602 words) [view diff] exact match in snippet view article find links to article
accessible through pentacenequinone by reaction with an aryl or alkynyl nucleophile (for example Grignard or organolithium reagents) followed by reductiveSulfinyl halide (787 words) [view diff] exact match in snippet view article find links to article
compounds react readily with nucleophiles like water, alcohols, amines, thiols, and Grignard reagents. If the nucleophile is water the product is a sulfinicErgocryptine (987 words) [view diff] exact match in snippet view article find links to article
propose a three step mechanism: (1) formation of allylic carbocation; (2) nucleophile attack of tryptophan on the carbocation; (3) deprotonation to restoreSulfonyl halide (1,352 words) [view diff] exact match in snippet view article find links to article
react readily with many other nucleophiles as well, most notably alcohols and amines (see Hinsberg reaction). If the nucleophile is an alcohol, the productGlutamic protease (857 words) [view diff] exact match in snippet view article find links to article
involved in substrate binding and catalysis. These residues act as a nucleophile, with the glutamic acid serving as a general acid in the first phaseKoch reaction (1,125 words) [view diff] exact match in snippet view article find links to article
pressure. Usage of a Nickel tetracarbonyl catalyst with CO and water as a nucleophile is known as the Reppe carbonylation, and there are many variations onRibose (3,186 words) [view diff] exact match in snippet view article find links to article
463N. doi:10.1002/sce.3730420523. Dewick, Paul M. (2013). "Oxygen as a Nucleophile: Hemicetals, Hemiketals, Acetals and Ketals". Essentials of Organic Chemistry:METAP2 (3,034 words) [view diff] exact match in snippet view article find links to article
(see PDB database). The bridging water or hydroxide ligand acts as a nucleophile during the hydrolysis reaction, but the exact mechanism of catalysisDNA glycosylase (4,052 words) [view diff] exact match in snippet view article find links to article
substrate. Bifunctional glycosylases, instead, use an amine residue as a nucleophile to attack the same carbon, going through a Schiff base intermediate.Pistol ribozyme (562 words) [view diff] exact match in snippet view article find links to article
phosphorus center. N1 on G40 acts a general base in which it activates the nucleophile 2'-OH on G53. G32 acts as a general acid in which it neutralizes theProcyanidin C2 (1,170 words) [view diff] exact match in snippet view article find links to article
condensation is achieved using equimolar amount of dimeric catechin nucleophile and monomeric catechin electrophile catalyzed by AgOTf or AgBF4. TheNitroxide-mediated radical polymerization (1,636 words) [view diff] exact match in snippet view article find links to article
in metallic sodium to yield a nucleophilic nitroxide. The nitroxide nucleophile is then added to an appropriate alkyl bromide, yielding the alkoxyamineEthyl cyanoacetate (990 words) [view diff] exact match in snippet view article find links to article
PCl5 or POCl3 to malononitrile. Via the acidic methylene group as a nucleophile Ethyl cyanoacetate is a building block for the synthesis of heterocyclesFlexplay (1,764 words) [view diff] exact match in snippet view article find links to article
(TIPSOCLMB), which is stable in presence of air oxygen. In presence of nucleophile reagents, e.g. water, the blocked leuco dye compound undergoes hydrolysisFerroplasma acidiphilum (430 words) [view diff] exact match in snippet view article find links to article
strain Y with high transglycosylation activity and an unusual catalytic nucleophile". Biochemical Journal. 391 (2): 269. doi:10.1042/BJ20050346. ISSN 0264-60214-Amino-2,2,6,6-tetramethylpiperidine (354 words) [view diff] exact match in snippet view article find links to article
PMID 6745687. M. Gergely; A. Takacs; L.Kollar (2016). "4-Amino-TEMPO as N-Nucleophile in Palladium-Catalyzed Aminocarbonylation". Heterocyclic Chemistry. 54Mycophenolic acid acyl-glucuronide esterase (740 words) [view diff] exact match in snippet view article find links to article
of 33 kDa, the mature form of which is a 28-kDa protein and has the nucleophile-His-acid catalytic triad. ABHD10 is a mitochondrial protein with a predictedDaptomycin (3,770 words) [view diff] exact match in snippet view article find links to article
release in which an α-amino group, namely threonine, acts as an internal nucleophile during cyclization to yield the 10-amino-acid ring (Figure 6). The terminationAllenes (4,305 words) [view diff] exact match in snippet view article find links to article
Allenes can also be prepared by nucleophilic substitution in 9 and 10 (nucleophile Nu− can be a hydride anion), 1,2-elimination from 8, proton transferFischer carbene (1,438 words) [view diff] exact match in snippet view article find links to article
temperature with much higher para-meta selectivity. Urotropin, a weak nucleophile, could participate in a Michael addition to an alkynyl Fischer carbeneSENP1 (1,300 words) [view diff] exact match in snippet view article find links to article
histidine at position 533 and aspartic acid at position 550. The important nucleophile is cysteine located at the N-terminal alpha helix of the protein coreAging of wine (3,645 words) [view diff] exact match in snippet view article find links to article
acids (including acetic acid itself), encouraging ethanol to react as a nucleophile. As a result, ethyl acetate – the ester of ethanol and acetic acid –Germanium(II) hydrides (2,198 words) [view diff] exact match in snippet view article
This germylene ester is reported to further react at -78 °C with the nucleophile lithium amidoborane (LiH2NBH3), which can be formed by treatment of theCarbonic anhydrase (4,350 words) [view diff] exact match in snippet view article find links to article
determine the following mechanism for the enzyme: In Step 1 & 2, the nucleophile O− on the hydroxide ion coordinated to Zn2+ performs a nucleophilic attackBoronic acid (2,662 words) [view diff] exact match in snippet view article find links to article
boronic acid to produce a ketone. The boronic acid organic residue is a nucleophile in conjugate addition also in conjunction with a metal. In one studyTEV protease (1,866 words) [view diff] exact match in snippet view article find links to article
elastase, thrombin etc.), TEV protease uses a cysteine as its catalytic nucleophile (as do many other viral proteases). Covalent catalysis is performed withCatalyst transfer polymerization (1,017 words) [view diff] exact match in snippet view article find links to article
must be added, such as a strong acid to protonate the polymer, or a nucleophile to add an end cap the polymer. If the π-complex is too weakly bound,Kinetic resolution (6,914 words) [view diff] exact match in snippet view article find links to article
improved upon their earlier work, allowing for the use of water as the nucleophile in the epoxide opening. Utilizing a nearly identical catalyst, ee's inChymopapain (2,412 words) [view diff] exact match in snippet view article find links to article
the peptide bond by using the thiol group of a cysteine residue as the nucleophile. In order to hydrolyse, the whole catalytic triad of the enzyme mustThermodynamic versus kinetic reaction control (2,751 words) [view diff] exact match in snippet view article find links to article
alkene moiety, while the 1,2 adduct is the result of the attack by the nucleophile (Br−) at the carbon of the allylic cation bearing the greatest positiveVinyl cation (4,374 words) [view diff] exact match in snippet view article find links to article
isomer. The process is highly dependent on the solvent, nature of the nucleophile, and moieties in the compound. In primary vinyl cations, a 1,2-hydrideAsymmetric ester hydrolysis with pig-liver esterase (1,394 words) [view diff] exact match in snippet view article find links to article
acid groups of a meso diacid leads to selective attack by an achiral nucleophile at one of the (now) diastereotopic carbonyl groups. (13) Enzymatic reactionsVS ribozyme (1,637 words) [view diff] exact match in snippet view article find links to article
facilitated is by general acid-base catalysis which strengthen the oxygen nucleophile by removing bonded proteins and stabilizing the oxyanion leaving groupsPayne rearrangement (1,773 words) [view diff] exact match in snippet view article find links to article
nucleophilic oxygen under aprotic conditions. In addition, when an external nucleophile is added to equilibrating epoxide isomers, the ratio of opened productsDispersin B (1,639 words) [view diff] exact match in snippet view article find links to article
from the majority of β-glycosidases, which use a carboxyl group as a nucleophile in their mechanisms. Although E332 is located farther away from the anomericW. Clark Still (2,031 words) [view diff] exact match in snippet view article find links to article
due to initial peripheral attack of the dimethylsulfonium methylide nucleophile on the ketone. Subsequent removal of the TBS protecting group and SarettPhysical organic chemistry (5,561 words) [view diff] exact match in snippet view article find links to article
elimination reaction (E2). This reaction proceeds most readily when the nucleophile attacks the species that is antiperiplanar to the leaving group. A molecularGroup 7 element (8,982 words) [view diff] exact match in snippet view article find links to article
Josef; Steimann, Manfred; Wagner, Barbara; Beck, Wolfgang (1990). "Nucleophile Addition von Carbonylmetallaten an kationische Alkin-Komplexe [CpL2M(η2-RC≡CR)]+Phosphirenium ion (1,076 words) [view diff] exact match in snippet view article find links to article
phosphirenium ion may be broken. Successive reactions with suitable nucleophile are able to proceed on the electrophilic phosphorus atom. With the presenceHofmann–Löffler reaction (5,291 words) [view diff] exact match in snippet view article find links to article
to an oxycarbenium ion, which is subsequently trapped by an internal nucleophile. The utility of the Suárez modification of the Hofmann–Löffler–FreytagSite-specific recombination (1,982 words) [view diff] exact match in snippet view article find links to article
linking the 3' end of the strand to the hydroxyl group of the tyrosine nucleophile (Fig. 1). Strand exchange then proceeds via a crossed strand intermediateKenneth G. Caulton (744 words) [view diff] exact match in snippet view article find links to article
one-electron reducing power of Ni, the Nickel reacts more as an amide nucleophile than as a reducing agent. Furthermore, he investigated the reaction ofHYAL1 (2,109 words) [view diff] exact match in snippet view article find links to article
transition state with a positive charge on the nitrogen and an oxyanion nucleophile, which is stabilized by hydrogen bond interactions with Tyr247, thatDMTMM (609 words) [view diff] exact match in snippet view article find links to article
can undergo a nucleophilic attack by an amine, an alcohol, or another nucleophile. A molecule of 4,6,-dimethoxy-1,3,5-triazin-2-ol is released and the