Edwards Daniel J, Marquez Brian L, Nogle Lisa M, McPhail Kerry, Goeger Douglas E, Roberts Mary Ann, Gerwick William H
College of Pharmacy, Oregon State University, Corvallis, OR 9733, USA.
Chem Biol. 2004 Jun;11(6):817-33. doi: 10.1016/j.chembiol.2004.03.030.
A screening program for bioactive compounds from marine cyanobacteria led to the isolation of jamaicamides A-C. Jamaicamide A is a novel and highly functionalized lipopeptide containing an alkynyl bromide, vinyl chloride, beta-methoxy eneone system, and pyrrolinone ring. The jamaicamides show sodium channelblocking activity and fish toxicity. Precursor feeding to jamaicamide-producing cultures mapped out the series of acetate and amino acid residues and helped develop an effective cloning strategy for the biosynthetic gene cluster. The 58 kbp gene cluster is composed of 17 open reading frames that show an exact colinearity with their expected utilization. A novel cassette of genes appears to form a pendent carbon atom possessing the vinyl chloride functionality; at its core this contains an HMG-CoA synthase-like motif, giving insight into the mechanism by which this functional group is created.
一项针对海洋蓝藻生物活性化合物的筛选计划导致了牙买加酰胺A - C的分离。牙买加酰胺A是一种新型且高度官能化的脂肽，含有炔基溴、氯乙烯、β - 甲氧基烯酮体系和吡咯啉酮环。牙买加酰胺具有钠通道阻断活性和鱼类毒性。向产生牙买加酰胺的培养物中添加前体，确定了一系列乙酸盐和氨基酸残基，并有助于制定生物合成基因簇的有效克隆策略。这个58千碱基对的基因簇由17个开放阅读框组成，这些阅读框与其预期用途呈现出精确的共线性。一个新的基因盒似乎形成了一个具有氯乙烯功能的悬垂碳原子；其核心包含一个类似于HMG - CoA合酶的基序，这为该官能团的形成机制提供了见解。
