The C-terminal conjugate of ubiquitin with 7-amino-4-methylcoumarin （Ub-AMC） is an important probe for fluorescencebased analysis of deubiquitinating enzyme （DUB） activity. It is important to develop more efficien...The C-terminal conjugate of ubiquitin with 7-amino-4-methylcoumarin （Ub-AMC） is an important probe for fluorescencebased analysis of deubiquitinating enzyme （DUB） activity. It is important to develop more efficient methods for the preparation of Ub-AMC because the currently available technology is still expensive for scaled-up production. In the present work we report an efficient strategy for total chemical synthesis of Ub-AMC through ligation of peptide hydrazides. Three peptide segments are assembled via N-to-C sequential ligation and the resulting product is converted to Ub-AMC via TCEP-mediated desulfurization. The synthetic Ub-AMC is shown to have expected biological functions throug展开更多
基金National Basic Research Program of China (973 program, 2013CB932800)the National Natural Science Foundation of China (NSFC, 31100524 to M.Z., 31170817 for C.T., and 20972148 to L.L.)
文摘The C-terminal conjugate of ubiquitin with 7-amino-4-methylcoumarin （Ub-AMC） is an important probe for fluorescencebased analysis of deubiquitinating enzyme （DUB） activity. It is important to develop more efficient methods for the preparation of Ub-AMC because the currently available technology is still expensive for scaled-up production. In the present work we report an efficient strategy for total chemical synthesis of Ub-AMC through ligation of peptide hydrazides. Three peptide segments are assembled via N-to-C sequential ligation and the resulting product is converted to Ub-AMC via TCEP-mediated desulfurization. The synthetic Ub-AMC is shown to have expected biological functions throug
