Development of a new nonpeptidic self-immolative spacer. Application to the design of protease sensing fluorogenic probes

作者：Meyer Yves; Richard Jean Alexandre; Massonneau Marc; Renard Pierre Yves^*; Romieu Anthony

来源：Organic Letters, 2008, 10(8): 1517-1520.

DOI：10.1021/ol800198f

The design and synthesis of novel self-immolative spacer systems aiming at the release of phenol-containing compounds are described. The newly designed traceless linkers proved to be conveniently stable under physiological conditions and operate through spontaneous decomposition of an hemithioaminal intermediate under neutral aqueous conditions. Their utility was then illustrated by the preparation of original fluorogenic substrates of penicillin amidase whose strong fluorescence is unveiled through enzyme-initiated domino reactions.

• 出版日期2008-4-17