Chromogenic carbamate and acetal substrates for glycosaminidases

A Chibba, S Dasgupta, N Yakandawala…

Index: Chibba, Anthony; Dasgupta, Somnath; Yakandawala, Nandadeva; Madhyastha, Srinivasa; Nitz, Mark Journal of Carbohydrate Chemistry, 2011 , vol. 30, # 7-9 p. 549 - 558

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Citation Number: 5

Abstract

The enzyme Dispersin B is a medicinally relevant β-hexosaminidase with potential for use in the treatment of biofilm-related infections. Here we describe the synthesis and evaluation of ap-nitrophenyl glycosyl carbamate and ap-nitrophenyl glycosyl acetal as improved substrates of Dispersin B. The p-nitrophenyl glycosyl carbamate shows substantially improved analytical signal in continuous assays and superior kinetics (kcat/Km 6.1 mM− 1 ...