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基于 l-半胱氨酸和半胱胺的二硫键还原试剂。

Dithiol Based on l-Cysteine and Cysteamine as a Disulfide-Reducing Agent.

机构信息

Department of Biomolecular Sciences, University of Urbino Carlo Bo, Piazza Rinascimento 6, 61029 Urbino, PU, Italy.

出版信息

J Org Chem. 2022 Aug 5;87(15):10073-10079. doi: 10.1021/acs.joc.2c01050. Epub 2022 Jul 21.

DOI:10.1021/acs.joc.2c01050
PMID:35862282
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9361291/
Abstract

We report the synthesis, chemical properties, and disulfide bond-reducing performance of a dithiol called NACMEAA, conceived as a hybrid of two biologically relevant thiols: cysteine and cysteamine. NACMEAA is conveniently prepared from inexpensive l-cystine in an efficient manner. As a nonvolatile, highly soluble, and neutral compound at physiological pH with the first thiol p value of 8.0, NACMEAA is reactive and user-friendly. We also demonstrate that NACMEAA reduces disulfide bonds in GSSG and lysozyme.

摘要

我们报告了一种二硫醇 NACMEAA 的合成、化学性质和二硫键还原性能，它被设想为两种生物相关硫醇：半胱氨酸和半胱胺的混合物。NACMEAA 可以方便地从廉价的 l-胱氨酸以高效的方式制备。作为一种在生理 pH 值下具有非挥发性、高溶解性和中性的化合物，其第一个硫醇 p 值为 8.0，NACMEAA 具有反应性和用户友好性。我们还证明了 NACMEAA 可以还原 GSSG 和溶菌酶中的二硫键。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a564/9361291/c293a4f68d60/jo2c01050_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a564/9361291/d9d68c265e0f/jo2c01050_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a564/9361291/fd13ab9998b8/jo2c01050_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a564/9361291/75431b1f7c84/jo2c01050_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a564/9361291/c293a4f68d60/jo2c01050_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a564/9361291/d9d68c265e0f/jo2c01050_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a564/9361291/fd13ab9998b8/jo2c01050_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a564/9361291/75431b1f7c84/jo2c01050_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a564/9361291/c293a4f68d60/jo2c01050_0004.jpg

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