In Vitro Biosynthesis of Unnatural Enterocin and Wailupemycin Polyketides

被引:38
作者
Kalaitzis, John A. [1 ]
Cheng, Qian [1 ]
Thomas, Paul M. [3 ]
Kelleher, Neil L. [3 ]
Moore, Bradley S. [1 ,2 ]
机构
[1] Univ Calif San Diego, Scripps Inst Oceanog, La Jolla, CA 92093 USA
[2] Univ Calif San Diego, Skaggs Sch Pharm & Pharmaceut Sci, La Jolla, CA 92093 USA
[3] Univ Illinois, Dept Chem, Urbana, IL 61801 USA
来源
JOURNAL OF NATURAL PRODUCTS | 2009年 / 72卷 / 03期
关键词
STREPTOMYCES-MARITIMUS; MASS-SPECTROMETRY; GENE-CLUSTER; REARRANGEMENT; DIVERSITY; SYNTHASE;
D O I
10.1021/np800598t
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Nature has evolved finely tuned strategies to synthesize rare and complex natural products such as the enterocin family of polyketides from the marine bacterium Streptomyces maritimus. Herein we report the directed ex vivo multienzyme syntheses of 24 unnatural 5-deoxyenterocin and wailupemycin F and G analogues, 18 of which are new. We have generated molecular diversity by priming the enterocin biosynthesis enzymes with unnatural substrates and have illustrated further the uniqueness of this type 11 polyketide synthase by way of exploiting its unusual starter unit biosynthesis pathways.
引用
收藏
页码:469 / 472
页数:4
相关论文
共 16 条