Fmoc-D-Asp(OMpe)-OH is a commonly used aspartic acid derivative in peptide synthesis. As an amino-protecting group, Fmoc can effectively protect the D-aspartic acid derivative during the synthesis process. The OMpe side-chain protecting group significantly reduces the formation of aspartimide, which is an undesirable product of a side-chain reaction encountered during the repetitive piperidine treatment for the removal of the Fmoc group. The D stereoisomers (inverso isomers) of amino acids are used to confer proteolytic resistance[1].
References:
[1]. Palombo M S. CXCR4 targeted peptide carriers for the inhibition of HIV and delivery of anti-viral drugs[D]. Rutgers University-Graduate School-New Brunswick, 2013.
Fmoc-D-Asp(OMpe)-OH是肽合成中常用的天冬氨酸衍生物。作为氨基保护基团，芴甲氧羰基（Fmoc）在合成过程中能够有效保护 D-天冬氨酸衍生物。OMpe 侧链保护基团显著减少了天冬氨内酰胺的形成，天冬氨内酰胺是在为去除 Fmoc 基团而进行的反复哌啶处理过程中会遇到的一种不良侧链反应产物。氨基酸的 D 型立体异构体（反向异构体）被用于赋予其抗蛋白水解的能力 [1]。