Alliinase

In garlic, an alliinase enzyme acts on the chemical alliin converting it into allicin.[2] However, the sulfenic acid intermediate is not chiral, and the final product's stereochemistry is not controlled.There are a range of similar enzymes that can react with the cysteine-derived sulfoxides present in different species.A separate enzyme, the lachrymatory factor synthase or LFS, then converts this chemical to syn-propanethial-S-oxide, a potent lachrymator.The analogous butyl compound, syn-butanethial-S-oxide, is found in Allium siculum species.
Reaction scheme for the conversion: cysteine → alliin → allicin
Reaction scheme for the conversion: cysteine → alliin → allicin
EC no.CAS no.IntEnzBRENDAExPASyMetaCycGene OntologyPubMedInterProPDBsumenzymologyenzymecatalyzeschemical reactionsubstratecysteineS-oxideproductssulfenate2-aminoacrylatelyasessystematic namecofactorpyridoxal phosphateEGF-like domainAlliumcatalyzingalliinallicindehydroalaninesulfenic acidchiralsulfoxidesyn-propanethial-S-oxidelachrymatorAllium siculumstructuresX-ray crystallographyBibcodeDoklady Akademii Nauk SSSRCystathionine gamma-lyaseCystathionine beta-lyaseLeukotriene C4 synthaseEnzymesActive siteBinding siteCatalytic triadOxyanion holeEnzyme promiscuityDiffusion-limited enzymeEnzyme catalysisAllosteric regulationCooperativityEnzyme inhibitorEnzyme activatorEC numberEnzyme superfamilyEnzyme familyList of enzymesEnzyme kineticsEadie–Hofstee diagramHanes–Woolf plotLineweaver–Burk plotMichaelis–Menten kineticsOxidoreductasesTransferasesHydrolasesIsomerasesLigasesTranslocases