Carbohydrate research

Towards the synthesis of aryl glucuronides as potential heparanase probes. An interesting outcome in the glycosidation of glucuronic acid with 4-hydroxycinnamic …

AG Pearson, MJ Kiefel, V Ferro, M von Itzstein

Index: Pearson, Andrew G.; Kiefel, Milton J.; Ferro, Vito; Von Itzstein, Mark Carbohydrate Research, 2005 , vol. 340, # 13 p. 2077 - 2085

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Citation Number: 24

Abstract

This work describes our preliminary efforts towards the development of aryl glucuronides as potential probes for heparanase. During the course of these initial investigations, attempted glycosidation of methyl 2, 3, 4-tri-O-acetyl-α-d-glucopyranosyluronate trichloroacetimidate with 4-hydroxycinnamic acid gave a complex mixture of four different components. These were identified as the 1-cinnamyl glucuronate ester 13, the cinnamyl linked disaccharide ...