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Updated: Jun 28, 2025

Constructing Cyclic Peptides Using an On-Tether Sulfonium Center

Constructing Cyclic Peptides Using an On-Tether Sulfonium Center

Published on: September 28, 2022

来自草生物合成和原生化学结合的循环

Brian Choi¹, Arthur Acuña¹, A James Link^1,2,3

¹Department of Chemical and Biological Engineering, Princeton University, Princeton, New Jersey 08544, United States.

Journal of the American Chemical Society

|April 18, 2024

概括

这项研究表明,草合成酶ThfB可以在中产生交叉链. 这些与结合的可以通过原生化学结合重新排列成头到尾的循环.

科学领域:

生物化学
自然产品化学
分子生物学

背景情况:

核糖体合成和转化后改性 (RiPP) 是一类多样化的天然产品.
草类是一种RiPPs家族,其特点是通过侧链-侧链或胺链接进行宏循环.
此前已确定ATP- 抓取酶ThfB是负责在前胺中形成交联的草合成酶.

研究的目的:

调查草脂合成酶ThfB的基质特异性和催化能力.
探索ThfB在催化异结化学的潜力.
开发一种用于合成头到尾循环的新型重组方法.

主要方法:

使用修饰基质的草合成酶ThfB进行酶分析.
使用质谱和NMR光谱分析交联产品.
结合酸的蛋白解,然后进行原生化学结合和结构性表征.

主要成果:

除了和胺链接外,ThfB还能有效地催化前化的交叉链接的形成.
在暴露于N终端的囊时,与结合的经过快速和定量重新排列成头到尾的循环.
确定了重新排列的循环的溶液结构,证实了头到尾的异键.

结论:

草合成酶ThfB表现出比以前更广泛的基质特异性和催化多功能性.
已经建立了一种新且高效的重组方法来生产头到尾循环.
这种方法为合成具有潜在制药应用的复杂循环提供了强大的工具.

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相关概念视频

Peptide Bonds

Peptide Bonds

A peptide bond covalently attaches amino acids through a dehydration reaction. One amino acid's carboxyl group and another amino acid's amino group combine, releasing a water molecule. The resulting bond is the peptide bond. The products that such linkages form are peptides. As more amino acids join this growing chain, the resulting chain is a polypeptide. Each polypeptide has a free amino group at one end. This end has the N-terminal, or the amino-terminal, and the other end has a free...