Koketsu Kento, Oguri Hiroki, Watanabe Kenji, Oikawa Hideaki
Division of Chemistry, Graduate School of Science, Hokkaido University, Sapporo 060-0810, Japan.
Org Lett. 2006 Oct 12;8(21):4719-22. doi: 10.1021/ol061738+.
[reaction: see text] Little is known about how quinoxaline-2-carboxylic acid (QC) is synthesized in nature. On the basis of analysis of echinomycin biosynthetic gene clusters as well as feeding experiments with labeled precursors, we have proposed a biosynthetic pathway to QC and identified the (2S,3S)-beta-hydroxytryptophan as a key intermediate.
[反应:见正文] 关于喹喔啉-2-羧酸(QC)在自然界中是如何合成的,目前所知甚少。基于对棘霉素生物合成基因簇的分析以及用标记前体进行的饲喂实验,我们提出了一条QC的生物合成途径,并确定了(2S,3S)-β-羟基色氨酸为关键中间体。