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Updated: Jul 7, 2026

From a Natural Product to Its Biosynthetic Gene Cluster: A Demonstration Using Polyketomycin from Streptomyces diastatochromogenes Tü6028

From a Natural Product to Its Biosynthetic Gene Cluster: A Demonstration Using Polyketomycin from Streptomyces diastatochromogenes Tü6028

Published on: January 13, 2017

来自Streptomyces platensis的异米格拉斯塔丁同源和生成一个包含多里戈辛,乳胺,米格拉斯塔丁和NK30424支架的谷氨胺多基基类库.

Jianhua Ju¹, Si-Kyu Lim, Hui Jiang

¹Division of Pharmaceutical Sciences, University of Wisconsin-Madison, Madison, Wisconsin 53705, USA.

Journal of the American Chemical Society

|August 25, 2005

概括

此摘要是机器生成的。

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伊索-米格拉斯塔丁是一种Streptomyces platensis的天然产物,在水中重新排列,形成多里戈和米格拉斯塔丁. 合成了新的同源物,为结构-活性关系研究创建了一个库.

科学领域:

自然产品化学自然产品化学
有机合成有机合成
微生物生物化学微生物生物化学

背景情况:

伊索-米格拉斯塔丁 (10) 是Streptomyces platensis的主要天然产物.
它很容易在水中重新排列,产生多里戈辛A (2),13-epi-dorrigocin A (11),多里戈辛B (3) 和密格拉斯塔丁 (1).

研究的目的:

鉴定新型的异构-偏激素同源的特性.
研究它们的重新排列和迈克尔的加法反应.
创建一个用于结构-活性关系 (SAR) 研究的谷氨胺聚基酸库.
确定NK30424 A和B (5, 6) 的绝对立体化学.
在异位-米格拉斯塔丁生物合成中阐明后聚基酸合成酶步骤.

主要方法:

隔离和表征八种新的异构-米格拉斯塔丁类同源 (12-19).
通过H2O介导的重新排列和1,4-迈克尔添加与氨酸的类似物的化学合成.
一个由47个成员组成的谷氨胺聚基酸库的生成.
谱分析以确定绝对立体化学.

主要成果:

发现了8种新型的iso-migrastatin同源 (12-19).

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Last Updated: Jul 7, 2026

From a Natural Product to Its Biosynthetic Gene Cluster: A Demonstration Using Polyketomycin from Streptomyces diastatochromogenes Tü6028

From a Natural Product to Its Biosynthetic Gene Cluster: A Demonstration Using Polyketomycin from Streptomyces diastatochromogenes Tü6028

Published on: January 13, 2017

Using Ustilago maydis as a Trojan Horse for In Situ Delivery of Maize Proteins

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这些同源体经历了容易的H2O介导的重组,形成多里戈辛和密格拉斯塔丁 (20-43) 的类似物.

1,4-迈克尔与氨酸的添加产生了NK30424 A和B (44-51) 的类似物.

成功生成了一个由47个成员组成的谷氨胺聚基酸库.

确定了NK30424 A和B (5,6) 的绝对立体化学.

结论:

这项研究成功地生成了一个多样化的谷氨胺多基化物库.
这个图书馆为未来的SAR调查提供了基础.
获得了对异位偏激素的多基酸合成酶后修饰的新见解.