用于固相肽合成中9-芴甲氧羰基（Fmoc）脱保护且减少天冬酰胺形成的二丙胺

Dipropylamine for 9-Fluorenylmethyloxycarbonyl (Fmoc) Deprotection with Reduced Aspartimide Formation in Solid-Phase Peptide Synthesis.

作者信息

Personne Hippolyte, Siriwardena Thissa N, Javor Sacha, Reymond Jean-Louis

机构信息

Department of Chemistry, Biochemistry and Pharmaceutical Sciences, University of Bern, Freiestrasse 3, CH-3012 Bern, Switzerland.

Shanghai Space Peptides Pharmaceutical Co., Ltd., Shanghai 201210, China.

出版信息

ACS Omega. 2023 Jan 23;8(5):5050-5056. doi: 10.1021/acsomega.2c07861. eCollection 2023 Feb 7.

DOI:10.1021/acsomega.2c07861

PMID:36777595

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9910063/

Abstract

Herein, we report dipropylamine (DPA) as a fluorenylmethyloxycarbonyl (Fmoc) deprotection reagent to strongly reduce aspartimide formation compared to piperidine (PPR) in high-temperature (60 °C) solid-phase peptide synthesis (SPPS). In contrast to PPR, DPA is readily available, inexpensive, low toxicity, and nonstench. DPA also provides good yields in SPPS of non-aspartimide-prone peptides and peptide dendrimers.

摘要

在此，我们报道二丙胺（DPA）作为一种芴甲氧羰基（Fmoc）脱保护试剂，在高温（60°C）固相肽合成（SPPS）中，与哌啶（PPR）相比，能显著减少天冬酰胺的形成。与PPR不同，DPA容易获得、价格低廉、毒性低且无异味。在不易形成天冬酰胺的肽和肽树枝状大分子的SPPS中，DPA也能提供良好的产率。