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A Preparative Synthesis of Human Chitinase Fluorogenic Substrate (4′‐Deoxychitobiosyl)‐4‐methylumbelliferone
Author(s) -
Dinkelaar Jasper,
Duivenvoorden Boudewijn A.,
Wennekes Tom,
Overkleeft Herman S.,
Boot Rolf G.,
Aerts Johannes M. F. G.,
Codée Jeroen D. C.,
van der Marel Gijs A.
Publication year - 2010
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201000080
Subject(s) - chemistry , disaccharide , combinatorial chemistry , chitinase , substrate (aquarium) , stereochemistry , biochemistry , enzyme , oceanography , geology
To meet the increasing clinical demand for the diagnostic agent (4′‐deoxychitobiosyl)‐4‐methylumbelliferone, a flexible and scalable route of synthesis is needed. In this paper such a route is presented. The key to the route is the use of a partially protected thiophenyl glucosamine as starting material for the preparation of both the reducing and nonreducing end building blocks of the 4′‐deoxychitobiose disaccharide.