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太阳能和可见光辅助的肽偶联
作者:小柯机器人 发布时间:2021/2/26 18:19:53

以色列阿里尔大学Alex Martin Szpilman小组开发出利用太阳能和可见光辅助肽偶联反应的新方法。相关论文于2021年2月23日发表于国际顶尖学术期刊《德国应用化学》。

该文描述了一种肽偶联反应的设计,该反应机理上依赖于阳光对4-二甲氨基吡啶(DMAP)烷基卤化物电荷转移复合物的激活,从而在原位生成一种新的偶联剂。该偶联方法速度快,不需要干燥溶剂或惰性气体保护,并且与所有最常见的氨基酸和保护基团兼容。

这一肽偶联反应可以放大至克级,且无需特殊设备。与标准的多肽偶联剂相比,这种方法大大减少了环境污染和经济成本。另外,实验和计算研究也都支持研究人员提出的反应机理。

据了解,氨基酸和肽的偶联反应在医药和材料领域有着广泛的应用。尽管如此,目前的多肽合成仍然依赖于昂贵的、对水敏感的、产生废料的偶联试剂,这些试剂通常需要多步反应制备且往往需要过量使用。

附:英文原文

Title: Solar and Visible Light Assisted Peptide Coupling

Author: Abhaya K. Mishra, Galit Parvari, Sourav Kumar Santra, Andrii Bazylevich, Ortal Dorfman, Jonatan Rahamim, Yoav Eichen, Alex Martin Szpilman

Issue&Volume: 2021-02-23

Abstract: Amino acid and peptide couplings are widely used in fields related to pharma and materials. Still, current peptide synthesis continues to rely on the use of expensive, water sensitive, and waste‐generating coupling reagents, which are often prepared in multi‐step sequences and used in excess. Herein is described a peptide coupling reaction design that relies mechanistically on Sun light activation of a 4‐dimethylaminopyridine (DMAP) alkyl halide charge‐transfer complex to generate a novel coupling reagent  in situ  . The resulting coupling method is rapid, does not require dry solvents or inert atmosphere, and is compatible with all the most common amino acids and protecting groups. Peptide couplings can be run on gram‐scale, without the use of special equipment. This method has a significantly reduced environmental and financial footprint compared to standard peptide couplings. Experimental and computational studies support the proposed mechanism.

DOI: 10.1002/anie.202011510

Source: https://onlinelibrary.wiley.com/doi/10.1002/anie.202011510

期刊信息

Angewandte Chemie:《德国应用化学》,创刊于1887年。隶属于德国化学会,最新IF:12.959
官方网址:https://onlinelibrary.wiley.com/journal/15213773
投稿链接:https://www.editorialmanager.com/anie/default.aspx