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过氧化物介导的含硼膦酸三酯中有机磷的释放:一类新型的有机磷前药。

Peroxide-Mediated Release of Organophosphates from Boron-Containing Phosphotriesters: A New Class of Organophosphate Prodrugs.

机构信息

Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, United States.

出版信息

Org Lett. 2023 Jul 28;25(29):5530-5535. doi: 10.1021/acs.orglett.3c02036. Epub 2023 Jul 18.

DOI:10.1021/acs.orglett.3c02036
PMID:37463277
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10391626/
Abstract

Phosphate mono- and diesters can be liberated efficiently from boryl allyloxy (BAO) and related phosphotriesters by HO. This protocol was applied to the release of a phosphorylated serine derivative and the nucleotide analogue AZT monophosphate. Nucleotide release in the presence of ATP and a kinase provides a diphosphate, demonstrating that this method can be applied to biological processes.

摘要

硼酸烯丙氧基(BAO)和相关膦酸三酯中的单酯和二酯可以通过 HO 有效地释放。该方案应用于释放磷酸丝氨酸衍生物和核苷酸类似物 AZT 单磷酸。在 ATP 和激酶存在下的核苷酸释放提供了二磷酸,证明该方法可应用于生物过程。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2a92/10391626/c8321ed1ab0e/ol3c02036_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2a92/10391626/d868d957c83b/ol3c02036_0001.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2a92/10391626/b14709de33de/ol3c02036_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2a92/10391626/4d9c2b6d21ee/ol3c02036_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2a92/10391626/27887631194b/ol3c02036_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2a92/10391626/6eb9814eb5c5/ol3c02036_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2a92/10391626/9c18a7f036da/ol3c02036_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2a92/10391626/c8321ed1ab0e/ol3c02036_0005.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2a92/10391626/27887631194b/ol3c02036_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2a92/10391626/6eb9814eb5c5/ol3c02036_0008.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2a92/10391626/c8321ed1ab0e/ol3c02036_0005.jpg

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