Anthrol reductases: discovery, role in biosynthesis and applications in natural product syntheses†

IF 10.2 1区化学 Q1 BIOCHEMISTRY & MOLECULAR BIOLOGY

Natural Product Reports Pub Date : 2023-07-21 DOI:10.1039/D3NP00027C

Anshul Rajput, Tanaya Manna and Syed Masood Husain

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引用次数: 0

Abstract

Covering: up to 2023

Short-chain dehydrogenase/reductases (SDR) are known to catalyze the regio- and stereoselective reduction of a variety of substrate types. Investigations of the deoxygenation of emodin to chrysophanol has led to the discovery of the anthrol reductase activity of an SDR, MdpC involved in monodictyphenone biosynthesis of Aspergillus nidulans and provided access to (R)-dihydroanthracenone, a putative biosynthetic intermediate. This facilitated the identification of several MdpC-related enzymes involved in the biosynthesis of aflatoxins B1, cladofulvin, neosartorin, agnestins and bisanthraquinones. Because of their ability to catalyze the reduction of hydroanthraquinone (anthrols) using NADPH, they were named anthrol reductases. This review provides a comprehensive summary of all the anthrol reductases that have been identified and characterized in the last decade along with their role in the biosynthesis of natural products. In addition, the applications of these enzymes towards the chemoenzymatic synthesis of flavoskyrins, modified bisanthraquinones, 3-deoxy anthraquinones, chiral cycloketones and β-halohydrins have been discussed.

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蒽还原酶：发现、在生物合成中的作用和在天然产物合成中的应用。

涵盖：已知多达2023种短链脱氢酶/还原酶（SDR）可催化多种底物类型的区域和立体选择性还原。对大黄素脱氧为大黄酚的研究已经发现了参与巢曲霉单二苯丙酮生物合成的SDR、MdpC的蒽醇还原酶活性，并提供了获得（R）-二氢蒽酮的途径，这是一种假定的生物合成中间体。这有助于鉴定参与黄曲霉毒素B1、cladofulvin、新缝匠素、agnestin和双蒽醌生物合成的几种MdpC相关酶。由于它们能够利用NADPH催化氢蒽醌（蒽）的还原，因此被命名为蒽还原酶。这篇综述全面总结了过去十年中鉴定和表征的所有蒽酮还原酶及其在天然产物生物合成中的作用。此外，还讨论了这些酶在黄曲霉素、改性双蒽醌、3-脱氧蒽醌、手性环酮和β-卤代醇的化学酶合成中的应用。

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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.