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γ,δ-不饱和羧酸和醇的酶促卤环化反应

Chemoenzymatic Halocyclization of γ,δ-Unsaturated Carboxylic Acids and Alcohols.

机构信息

Department of Biotechnology, Delft University of Technology, Van der Maasweg 9, 2629, HZ, Delft, The Netherlands.

Department of Chemistry, Faculty of Sciences, Sohag University, Sohag, 82524, Egypt.

出版信息

ChemSusChem. 2020 Jan 9;13(1):97-101. doi: 10.1002/cssc.201902240. Epub 2019 Oct 22.

DOI:10.1002/cssc.201902240
PMID:31588652
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6973245/
Abstract

A chemoenzymatic method for the halocyclization of unsaturated alcohols and acids by using the robust V-dependent chloroperoxidase from Curvularia inaequalis (CiVCPO) as catalyst has been developed for the in situ generation of hypohalites. A broad range of halolactones and cyclic haloethers are formed with excellent performance of the biocatalyst.

摘要

一种通过使用稳健的 V 依赖型氯过氧化物酶(Curvularia inaequalis(CiVCPO))作为催化剂的酶促化学方法,用于不饱和醇和酸的卤环化反应,用于原位生成次卤酸盐。该生物催化剂具有优异的性能,可形成广泛的卤内酯和环状卤代醚。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6bee/6973245/3c7f03ce4d62/CSSC-13-97-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6bee/6973245/0553fef78a5b/CSSC-13-97-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6bee/6973245/83710613373b/CSSC-13-97-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6bee/6973245/6a38674b5b6f/CSSC-13-97-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6bee/6973245/71540642d317/CSSC-13-97-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6bee/6973245/54824f4dca24/CSSC-13-97-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6bee/6973245/3c7f03ce4d62/CSSC-13-97-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6bee/6973245/0553fef78a5b/CSSC-13-97-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6bee/6973245/83710613373b/CSSC-13-97-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6bee/6973245/6a38674b5b6f/CSSC-13-97-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6bee/6973245/71540642d317/CSSC-13-97-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6bee/6973245/54824f4dca24/CSSC-13-97-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6bee/6973245/3c7f03ce4d62/CSSC-13-97-g006.jpg

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2
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FEBS J. 2017 Oct;284(20):3506-3519. doi: 10.1111/febs.14211. Epub 2017 Oct 3.
3
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ACS Catal. 2022 Nov 4;12(21):13501-13505. doi: 10.1021/acscatal.2c03383. Epub 2022 Oct 20.
4
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ACS Catal. 2023 Jun 6;13(12):8247-8261. doi: 10.1021/acscatal.3c00761. eCollection 2023 Jun 16.
5
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6
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8
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