Journal
BIOORGANIC & MEDICINAL CHEMISTRY
Volume 18, Issue 3, Pages 1259-1264Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2009.12.031
Keywords
Endo-M; Transglycosylation; Insulin; Chemo-enzymatic synthesis; Modification of protein
Funding
- Tokai University
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Artificial insulin with an N-linked oligosaccharide was synthesized by a chemo-enzymatic method using endo-beta-N-acetylglucosaminidase from Mucor hiemalis (Endo-M). GlcNAc-modified insulin was prepared by the reaction of the carboxymethyl glycoside of GlcNAc and 3 amino groups of bovine insulin using a dimethylphosphinothioic mixed anhydride (Mpt-MA) method. A transglycosylation reaction of the GlcNAc-modified insulin using Endo-M gave mono-transglycosylated insulin predominantly. We determined the transglycosylation site of the mono-transglycosylated insulin. (C) 2009 Elsevier Ltd. All rights reserved.
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