Rhodium-Catalyzed Synthesis of Peptide Polysulfides by Insertion of Sulfur into Unprotected Peptide Disulfides

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2022-11-01 DOI:10.1021/acs.orglett.2c03257

Kohei Fukumoto, Masana Yazaki and Mieko Arisawa*,

引用次数: 3

Abstract

A rhodium-catalyzed insertion of sulfur into unprotected peptide disulfides in aqueous solvents has been developed, which yields mixtures of trisulfides and tetrasulfides. This method can be applied to peptides containing amino acids such as Gly, Phe, Tyr, Ser, Met, Asp, Gln, and Lys and provides polysulfides with various amino acid residues without being affected by functional groups. A reaction can be conducted on a gram scale. Vasopressin can also be converted into its corresponding polysulfides.

Abstract Image

查看原文本刊更多论文

无保护肽二硫化物中插入硫的铑催化合成多肽多硫化物

铑催化硫插入到无保护的肽二硫化物在水溶液中已被开发，它产生混合物的三硫化物和四硫化物。该方法可应用于含有Gly、Phe、Tyr、Ser、Met、Asp、Gln和Lys等氨基酸的肽，并提供具有各种氨基酸残基的多硫化物，而不受官能团的影响。反应可以以克为单位进行。抗利尿激素也可以转化为相应的多硫化物。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

求助全文

约1分钟内获得全文求助全文

来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.