Halogenation of unactivated carbon centers in natural product biosynthesis: Trichlorination of leucine during barbamide biosynthesis

被引:143
作者
Galonic, DP [1 ]
Vaillancourt, FH [1 ]
Walsh, CT [1 ]
机构
[1] Harvard Univ, Sch Med, Dept Biol Chem & Mol Pharmacol, Boston, MA 02115 USA
关键词
D O I
10.1021/ja060151n
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The in vitro reconstitution of leucine halogenation during barbamide biosynthesis has been accomplished. It has been demonstrated that the triple chlorination of the unactivated pro-R methyl group of the peptidyl carrier protein-tethered L-Leu substrate is carried out by the tandem action of two nonheme iron(II)-dependent halogenases, BarB1 and BarB2. Investigation of the substrate specificities of each of the halogenating enzymes revealed their complementary roles in the generation of trichloroleucine. Copyright © 2006 American Chemical Society.
引用
收藏
页码:3900 / 3901
页数:2
相关论文
共 23 条