title: Proton transfer in a reaction catalyzed by onion lachrymatory factor synthase.
abstract: We produced a single deuterated lachrymatory factor (propanthial S-oxide, m/z = 91) in a model reaction system comprising purified alliinase, lachrymatory factor synthase (LFS), and (E)-(+)-S-(1-propenyl)-L-cysteine sulfoxide ((E)-PRENCSO) in D(2)O. Onion LFS reacted with the degraded products of (E)-PRENCSO by alliinase, but not with those of (Z)-PRENCSO. These findings indicate that onion LFS is an (E)-1-propenylsulfenic acid isomerase.
authors.affiliation: Somatech Center, House Foods Corporation, Takanodai, Yotsukaido, Chiba 284-0033, Japan. n-masamura@housefoods.co.jp
authors.forename: Noriya
authors.initials: N
authors.lastname: Masamura
authors.forename: Morihiro
authors.initials: M
authors.lastname: Aoyagi
authors.forename: Nobuaki
authors.initials: N
authors.lastname: Tsuge
authors.forename: Takahiro
authors.initials: T
authors.lastname: Kamoi
authors.forename: Shinsuke
authors.initials: S
authors.lastname: Imai
mesh_terms: D013437:Carbon-Sulfur Lyases / Q000737:chemistry*; D002384:Catalysis; D003545:Cysteine / Q000031:analogs & derivatives / Q000737:chemistry; D017666:Deuterium Oxide / Q000737:chemistry; D005737:Garlic / Q000737:chemistry; D008401:Gas Chromatography-Mass Spectrometry; D019746:Intramolecular Oxidoreductases / Q000737:chemistry*; D019697:Onions / Q000737:chemistry*; D010940:Plant Proteins / Q000737:chemistry*; D011522:Protons; D012996:Solutions; D013237:Stereoisomerism; D013454:Sulfoxides / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: C467561:1-propenylcysteine sulfoxide; D010940:Plant Proteins; D011522:Protons; D012996:Solutions; D013454:Sulfoxides; C012059:thiopropanal S-oxide; D013437:Carbon-Sulfur Lyases; C019243:alliin lyase; D019746:Intramolecular Oxidoreductases; C570346:lachrymatory factor synthase, Allium cepa; D017666:Deuterium Oxide; D003545:Cysteine