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初探“催泪因子合酶”的作用模式——对垂序商陆、洋葱和岷江百合属植物中催泪剂形成机制的启示。

First insights into the mode of action of a "lachrymatory factor synthase"--implications for the mechanism of lachrymator formation in Petiveria alliacea, Allium cepa and Nectaroscordum species.

机构信息

Department of Chemistry, University at Albany, State University of New York, Albany, NY 12222, USA.

出版信息

Phytochemistry. 2011 Nov;72(16):1939-46. doi: 10.1016/j.phytochem.2011.07.013. Epub 2011 Aug 15.

DOI:10.1016/j.phytochem.2011.07.013
PMID:21840558
Abstract

A study of an enzyme that reacts with the sulfenic acid produced by the alliinase in Petiveria alliacea L. (Phytolaccaceae) to yield the P. alliacea lachrymator (phenylmethanethial S-oxide) showed the protein to be a dehydrogenase. It functions by abstracting hydride from sulfenic acids of appropriate structure to form their corresponding sulfines. Successful hydride abstraction is dependent upon the presence of a benzyl group on the sulfur to stabilize the intermediate formed on abstraction of hydride. This dehydrogenase activity contrasts with that of the lachrymatory factor synthase (LFS) found in onion, which catalyzes the rearrangement of 1-propenesulfenic acid to (Z)-propanethial S-oxide, the onion lachrymator. Based on the type of reaction it catalyzes, the onion LFS should be classified as an isomerase and would be called a "sulfenic acid isomerase", whereas the P. alliacea LFS would be termed a "sulfenic acid dehydrogenase".

摘要

研究了一种酶,该酶与鱼腥草(鱼腥草科)中的蒜氨酸酶产生的亚磺酸反应,生成鱼腥草催泪(苯甲硫基亚砜)。研究表明该蛋白是一种脱氢酶。它通过从适当结构的亚磺酸中提取氢化物来起作用,形成它们相应的亚磺酸。成功的氢化物提取依赖于硫上存在苄基以稳定在氢化物提取过程中形成的中间体。这种脱氢酶活性与洋葱中发现的催泪因子合成酶(LFS)相反,LFS 催化 1-丙烯亚磺酸重排为(Z)-丙硫亚砜,即洋葱催泪剂。基于其催化的反应类型,洋葱 LFS 应归类为异构酶,应称为“亚磺酸异构酶”,而鱼腥草 LFS 则称为“亚磺酸脱氢酶”。

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