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

被引：29
作者：
He, WG
Wu, JQ
Khosla, C
Cane, DE
机构：
[1] Brown Univ, Dept Chem, Providence, RI 02912 USA
[2] Stanford Univ, Dept Chem Engn, Moffett Field, CA 94035 USA
[3] Stanford Univ, Dept Chem & Biochem, Moffett Field, CA 94035 USA
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2006年 / 16卷 / 02期
关键词：
antibiotics; biosynthesis; polyketides; synthase; thioesterase; macrolactonization;
D O I：
10.1016/j.bmcl.2005.09.077
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
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. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码：391 / 394
页数：4
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