半胱氨酸
化学
劈理(地质)
肽
试剂
组合化学
水溶液
硫醇
硫化物
肽合成
产量(工程)
水介质
有机化学
生物化学
酶
材料科学
断裂(地质)
复合材料
冶金
作者
Hoi‐Yan Shiu,Tak Hang Chan,Chi‐Ming Ho,Yungen Liu,Man‐Kin Wong,Chi‐Ming Che
标识
DOI:10.1002/chem.200800669
摘要
An efficient method has been developed for the chemoselective cysteine modification of unprotected peptides and proteins in aqueous media through the formation of a vinyl sulfide linkage by using electron-deficient alkynes, including alkynoic amides, esters and alkynones. The terminal alkynone-modified peptides could be converted back into the unmodified peptides (81% isolated yield) by adding thiols under mild conditions. The usefulness of this thiol-assisted cleavage of the vinyl sulfide linkage in peptides has been exemplified by the enrichment of a cysteine-containing peptide (71% recovery) from a mixture of cysteine-containing and non-cysteine-containing peptides.
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