• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

分子筛促进的固相反相 S-烷基化反应。

Solid-Phase S-Alkylation Promoted by Molecular Sieves.

机构信息

Institute of Biostructures and Bioimaging, National Research Council, 80134 Naples, Italy.

Department of Chemistry and Biochemistry, University of Colorado , Boulder, Colorado 80309, United States.

出版信息

Org Lett. 2015 Nov 20;17(22):5646-9. doi: 10.1021/acs.orglett.5b02931. Epub 2015 Nov 2.

DOI:10.1021/acs.orglett.5b02931
PMID:26523342
Abstract

A solid-phase S-alkylation procedure to introduce chemical modification on the cysteine sulfhydryl group of a peptidyl resin is reported. The reaction is promoted by activated molecular sieves and consists of a solid-solid process, since both the catalyst and the substrate are in a solid state. The procedure was revealed to be efficient and versatile, particularly when used in combination with the solution S-alkylation approach, allowing for the introduction of different molecular diversities on the same peptide molecule.

摘要

本文报道了一种在肽树脂的半胱氨酸巯基上进行化学修饰的固相 S-烷基化方法。该反应由活性分子筛促进,是一个固-固过程,因为催化剂和底物都处于固态。该方法被证明是高效和通用的,特别是与溶液 S-烷基化方法结合使用时,可以在同一肽分子上引入不同的分子多样性。

相似文献

1
Solid-Phase S-Alkylation Promoted by Molecular Sieves.分子筛促进的固相反相 S-烷基化反应。
Org Lett. 2015 Nov 20;17(22):5646-9. doi: 10.1021/acs.orglett.5b02931. Epub 2015 Nov 2.
2
Chemical modifications of peptide sequences via S-alkylation reaction.通过 S-烷基化反应对肽序列进行化学修饰。
Org Lett. 2013 Oct 18;15(20):5354-7. doi: 10.1021/ol402637d. Epub 2013 Oct 3.
3
The Cysteine S-Alkylation Reaction as a Synthetic Method to Covalently Modify Peptide Sequences.半胱氨酸S-烷基化反应作为一种共价修饰肽序列的合成方法。
Chemistry. 2017 Jan 5;23(2):224-233. doi: 10.1002/chem.201602694. Epub 2016 Aug 19.
4
Microwave Heating Promotes the S-Alkylation of Aziridine Catalyzed by Molecular Sieves: A Post-Synthetic Approach to Lanthionine-Containing Peptides.微波加热促进分子筛催化的氮丙啶 S-烷基化反应:一种含硫醚键的肽的后合成方法。
Molecules. 2021 Oct 11;26(20):6135. doi: 10.3390/molecules26206135.
5
Chemoselective Glycosylation of Peptides through S-Alkylation Reaction.通过 S-烷基化反应实现肽的化学选择性糖基化。
Chemistry. 2018 Apr 20;24(23):6231-6238. doi: 10.1002/chem.201800265. Epub 2018 Apr 14.
6
Postsynthetic modification of peptides via chemoselective N-alkylation of their side chains.通过侧链的化学选择性 N-烷基化对肽进行后合成修饰。
Org Lett. 2012 Apr 6;14(7):1664-7. doi: 10.1021/ol300437w. Epub 2012 Mar 12.
7
Microwave heating in peptide side chain modification via cysteine alkylation.通过半胱氨酸烷基化进行肽侧链修饰中的微波加热
Amino Acids. 2016 Sep;48(9):2267-71. doi: 10.1007/s00726-016-2284-2. Epub 2016 Jun 28.
8
Trimethoxyphenylthio as a highly labile replacement for tert-butylthio cysteine protection in Fmoc solid phase synthesis.三甲氧基苯硫基作为 Fmoc 固相合成中叔丁基硫代半胱氨酸保护基的高不稳定替代品。
Org Lett. 2012 Nov 2;14(21):5468-71. doi: 10.1021/ol3025499. Epub 2012 Oct 17.
9
A rapid and efficient method for the synthesis of selectively S-Trt or S-Mmt protected Cys-containing peptides.一种快速有效的方法,用于合成选择性 S-Trt 或 S-Mmt 保护的含半胱氨酸肽。
Amino Acids. 2014 May;46(5):1367-76. doi: 10.1007/s00726-014-1696-0. Epub 2014 Mar 8.
10
Automated Fmoc-based solid-phase synthesis of peptide thioesters with self-purification effect and application in the construction of immobilized SH3 domains.基于 Fmoc 的自动化固相合成肽硫酯及其自纯化效应在固定化 SH3 结构域构建中的应用。
J Am Chem Soc. 2010 Aug 18;132(32):11110-8. doi: 10.1021/ja101732a.

引用本文的文献

1
An improved synthesis of Compound 11, a unique bicyclic melanocortin-3 antagonist.化合物11(一种独特的双环促黑素皮质激素-3拮抗剂)的改进合成方法。
Pept Sci (Hoboken). 2025 Jan;117(1). doi: 10.1002/pep2.24385. Epub 2024 Nov 22.
2
3-Chloro-5-Substituted-1,2,4-Thiadiazoles (TDZs) as Selective and Efficient Protein Thiol Modifiers.3-氯-5-取代-1,2,4-噻二唑(TDZs)作为选择性和高效的蛋白质巯基修饰剂。
Chembiochem. 2022 Nov 4;23(21):e202200417. doi: 10.1002/cbic.202200417. Epub 2022 Sep 27.
3
Fluorescence Studies: A9 Peptide, Functionalized with a Fluorogenic Probe, Interacts with Its Receptor Model HER2-DIVMP.
荧光研究:用荧光探针功能化的A9肽与其受体模型HER2-DIVMP相互作用。
ACS Med Chem Lett. 2022 Apr 11;13(5):807-811. doi: 10.1021/acsmedchemlett.2c00026. eCollection 2022 May 12.
4
Microwave Heating Promotes the S-Alkylation of Aziridine Catalyzed by Molecular Sieves: A Post-Synthetic Approach to Lanthionine-Containing Peptides.微波加热促进分子筛催化的氮丙啶 S-烷基化反应:一种含硫醚键的肽的后合成方法。
Molecules. 2021 Oct 11;26(20):6135. doi: 10.3390/molecules26206135.
5
Peptide Conjugates with Small Molecules Designed to Enhance Efficacy and Safety.小分子肽缀合物旨在提高疗效和安全性。
Molecules. 2019 May 14;24(10):1855. doi: 10.3390/molecules24101855.