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氟代底物会导致脱水喹啉酸合酶催化过程中反应中间体的可变泄漏。

Fluorinated substrates result in variable leakage of a reaction intermediate during catalysis by dehydroquinate synthase.

机构信息

Institute of Fundamental Sciences, Massey University, Private Bag, 11222, Palmerston North, New Zealand.

出版信息

Org Biomol Chem. 2011 Apr 21;9(8):2861-7. doi: 10.1039/c0ob01141j. Epub 2011 Mar 8.

DOI:10.1039/c0ob01141j
PMID:21387027
Abstract

Incubation of (3S)-3-fluoro-3-deoxy-D-arabino-heptulosonate 7-phosphate with dehydroquinate (DHQ) synthase from three phylogenetically distinct sources resulted in the production of (6S)-6-fluoroDHQ and its epimer 1-epi-(6S)-6-fluoroDHQ. The differences in the product ratios of the reactions catalysed by each enzyme imply that 1-epi-(6S)-6-fluoroDHQ formation occurs by an unusual partial leakage of a reaction intermediate from the enzyme.

摘要

(3S)-3-氟-3-脱氧-D-阿拉伯庚酮糖 7-磷酸与来自三个不同进化来源的脱氢奎宁酸(DHQ)合酶孵育,导致(6S)-6-氟-DHQ 和其差向异构体 1-表-(6S)-6-氟-DHQ 的产生。每个酶催化的反应产物比例的差异表明,1-表-(6S)-6-氟-DHQ 的形成是通过反应中间体从酶中异常部分泄漏而发生的。

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