Synthesis of Ribosomally Synthesized and Post-Translationally Modified Peptides Containing C-C Cross-Links.

Synthesis of Ribosomally Synthesized and Post-Translationally Modified Peptides Containing C-C Cross-Links.
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DOI:
10.1021/acs.jnatprod.2c00508
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发表时间:
2022-10-28
影响因子:
5.1
通讯作者:
Blakey, Simon B.
Blakey, Simon B.
中科院分区:
生物学2区
文献类型:
--
作者:
Laws III, David;Plouch, Eleda V.;Blakey, Simon B.

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核糖体合成和后修饰肽(RiPPs)以其大环结构而闻名,其赋予独特的生物活性。RiPP天然产物的一个迅速出现的亚类含有两个氨基酸侧链之间的大环C-C交联。这些连接通常由单个rSAM或P450酶生物合成形成,为分子引入显著的结构和合成复杂性。虽然自然界利用优雅的机制来生产C-C交联的RIPP,但合成工具只能获得这些生物相关的天然产物的一部分。本文综述了该类化合物的结构,并对其化学合成进行了讨论。
Ribosomally synthesized and post-translationally modified peptides (RiPPs) are known for their macrocyclic structures, which impart unique biological activity. One rapidly emerging subclass of RiPP natural products contains macrocyclic C–C cross-links between two amino acid side chains. These linkages, often biosynthetically formed by a single rSAM or P450 enzyme, introduce significant structural and synthetic complexity to the molecules. While nature utilizes elegant mechanisms to produce C–C cross-linked RiPPs, synthetic tools are only able to access a portion of these biologically relevant natural products. This review provides an overview of the structures in this subclass as well as a discussion on their chemical syntheses.
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