A method for esterification of one or more carboxylic acid groups in a compound containing one or more carboxylic acid groups wherein the esterification reagent is a diazo-compound of formula:
wherein the R1 and R2 groups of the diazo compound are selected such that the corresponding organic compound of formula:
exhibits a —C—H pKa value between 18 and 29 as measured in DMSO. Specific reagents and methods for esterification are provided. The esterification reagents provided exhibit high selectivity for esterification of carboxylic acid groups over reaction with amine, alcohol or thiol groups in the compound containing one or more carboxylic acid groups. The method can be used to selectively esterify carboxylic acid groups in peptides or proteins.
一种酯化方法,用于含有一个或多个
羧酸基团的化合物中一个或多个
羧酸基团的酯化,其中酯化试剂是具有以下结构的重氮化合物:
其中重氮化合物的R1和R2基团被选择为使相应的有机化合物具有在
DMSO中测得的—C—H pKa值在18和29之间。提供了用于酯化的特定试剂和方法。所提供的酯化试剂对含有一个或多个
羧酸基团的化合物中的
羧酸基团的酯化表现出高选择性,而不与胺基、醇基或
硫醇基反应。该方法可用于选择性地酯化肽或蛋白质中的
羧酸基团。