Bacterial cyclophane-containing RiPPs from radical SAM enzymes

IF 10.2 1区化学 Q1 BIOCHEMISTRY & MOLECULAR BIOLOGY Natural Product Reports Pub Date : 2024-05-22 DOI:10.1039/d3np00030c

Chin-Soon Phan , Brandon I. Morinaka

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Abstract

Covering: 2016 to 2023

Ribosomally synthesized and posttranslationally modified peptides (RiPPs) continue to be a rich source of chemically diverse and bioactive peptide natural products. In recent years, cyclophane-containing RiPP natural products and their biosynthetic pathways have been more frequently encountered. This highlight will focus on bacterial monoaryl cyclophane-containing RiPPs. This class of RiPPs is produced by radical SAM/SPASM enzymes that form a crosslink between the aromatic ring and sidechain of two amino acid residues of the precursor peptide. Selected natural products from these pathways exhibit specific antibacterial activity against gram-negative pathogens. The approaches used to discover these pathways and products will be described and categorized as natural product-first or enzyme-first. The breadth of ring systems formed by the enzymes, enzyme mechanism, and recent reports of synthetic methods for constructing these ring systems will also be presented. Bacterial cyclophane-containing RiPPs and their biosynthetic enzymes represent an untapped source of scaffolds for drug discovery and tools for synthetic biology.

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细菌含环烷的RiPPs来自自由基SAM酶。

核糖体合成和翻译后修饰肽(RiPPs)仍然是化学多样性和生物活性肽天然产物的丰富来源。近年来，含环烷的RiPP天然产物及其生物合成途径的研究越来越频繁。这个重点将集中在细菌含单芳基环番烯ripp。这类RiPPs是由自由基SAM/SPASM酶产生的，这些酶在前体肽的两个氨基酸残基的芳香环和侧链之间形成交联。从这些途径中选择的天然产物对革兰氏阴性病原体表现出特定的抗菌活性。用于发现这些途径和产物的方法将被描述和分类为天然产物优先或酶优先。本文还将介绍由酶形成的环体系的宽度、酶的机制以及构建这些环体系的合成方法的最新报道。细菌含环烷的RiPPs及其生物合成酶为药物发现和合成生物学工具提供了一个尚未开发的支架来源。

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来源期刊

Natural Product Reports 化学-生化与分子生物学

CiteScore

21.20

自引率

3.40%

发文量

127

审稿时长

1.7 months

期刊介绍： Natural Product Reports (NPR) serves as a pivotal critical review journal propelling advancements in all facets of natural products research, encompassing isolation, structural and stereochemical determination, biosynthesis, biological activity, and synthesis. With a broad scope, NPR extends its influence into the wider bioinorganic, bioorganic, and chemical biology communities. Covering areas such as enzymology, nucleic acids, genetics, chemical ecology, carbohydrates, primary and secondary metabolism, and analytical techniques, the journal provides insightful articles focusing on key developments shaping the field, rather than offering exhaustive overviews of all results. NPR encourages authors to infuse their perspectives on developments, trends, and future directions, fostering a dynamic exchange of ideas within the natural products research community.