Azobenzene-3,3′-dicarboxylic acid exists in photoisomerizable (E) and (Z)-forms. Deprotonation of the carboxylic acid groups from the (E)-form occurs simultaneously, whereas in the (Z)-form it occurs in a stepwise fashion. The mono anionic form of the (Z)-isomer acts as a glycosidase mimic that proceeds through a general acid–general base catalytic mechanism. This is the first example of a photoresponsive glycosidase mimic.
M. Samanta, V. Siva Rama Krishna and S. Bandyopadhyay, Chem. Commun., 2014, 50, 10577 DOI: 10.1039/C4CC03394A
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