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由苦霉素/甲基霉素聚酮合酶的重组硫酯酶催化生成10-脱氧美登木素的大环内酯化反应。

Macrolactonization to 10-deoxymethynolide catalyzed by the recombinant thioesterase of the picromycin/methymycin polyketide synthase.

作者信息

He Weiguo, Wu Jiaquan, Khosla Chaitan, Cane David E

机构信息

Department of Chemistry, Box H, Brown University, Providence, RI 02912-9108, USA.

出版信息

Bioorg Med Chem Lett. 2006 Jan 15;16(2):391-4. doi: 10.1016/j.bmcl.2005.09.077. Epub 2005 Oct 24.

DOI:10.1016/j.bmcl.2005.09.077
PMID:16249083
Abstract

The recombinant thioesterase (TE) domain of the picromycin/methymycin synthase (PICS) catalyzes the macrolactonization of 3, the N-acetylcysteamine thioester of seco-10-deoxymethynolide to generate 10-deoxymethynolide (1) with high efficiency. By contrast, 4, the 7-dihydro derivative of seco-thioester 3, undergoes exclusive hydrolysis by PICS TE to seco-acid 5. The recombinant TE domain of 6-deoxyerythronolide B synthase (DEBS TE) shows the same reaction specificity as PICS TE, but with significantly lower activity.

摘要

苦霉素/甲基霉素合酶（PICS）的重组硫酯酶（TE）结构域高效催化3（即10-脱氧甲基内酯的N-乙酰半胱胺硫酯）的大环内酯化反应，生成10-脱氧甲基内酯（1）。相比之下，3的7-二氢衍生物4（即裂环硫酯3）则被PICS TE专一性水解为裂环酸5。6-脱氧红霉内酯B合酶（DEBS TE）的重组TE结构域表现出与PICS TE相同的反应特异性，但活性显著较低。

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