Understanding the structure/reactivity of aminium/uronium salts as coupling reagents in peptide synthesis

被引：12

作者：

Bofill, JM ^{[1
]}

Albericio, F ^{[1
]}

机构：

[1] Univ Barcelona, Dept Organ Chem, E-08028 Barcelona, Spain

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 13期

关键词：

AM1; method; amide bond formation; MOPAC; solid-phase peptide synthesis; uronium salts;

D O I：

10.1016/S0040-4039(99)00262-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Coupling reagents based on onium (aminium/uronium) salts based on HOBt and HOAt are more frequently used in solid-phase peptide synthesis than the classical carbodiimide methods. The structure of the carbon skeleton has a determining role in the efficiency of the reagent for the activation step. Simple theoretical calculations using the AMI semiempirical Hamiltonian as implemented in the MOPAC program provide a rational way to correlate the reactivity of different aminium/uronium salts with the structure of the carbon skeleton. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：2641 / 2644

页数：4

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