Proton Transfer in a Reaction Catalyzed by Onion Lachrymatory Factor Synthase

Noriya MASAMURA; Morihiro AOYAGI; Nobuaki TSUGE; Takahiro KAMOI; Shinsuke IMAI

doi:10.1271/bbb.120338

Biochemistry & Molecular Biology Notes

Proton Transfer in a Reaction Catalyzed by Onion Lachrymatory Factor Synthase

Noriya MASAMURA, Morihiro AOYAGI, Nobuaki TSUGE, Takahiro KAMOI, Shinsuke IMAI

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Keywords: Allium cepa, lachrymatory factor synthase, intra-molecular H⁺ substitution, D₂O, substrate specificity

JOURNAL FREE ACCESS

2012 Volume 76 Issue 9 Pages 1799-1801

DOI https://doi.org/10.1271/bbb.120338

View "Advance Publication" version (September 7, 2012).

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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 D₂O. 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.

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