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Updated: Jul 2, 2026

Generation of Alginate Microspheres for Biomedical Applications
Published on: August 12, 2012
Stereoselective synthesis of L-guluronic acid alginates
Jasper Dinkelaar1, Leendert J van den Bos, Wouter F J Hogendorf
1Leiden Institute of Chemistry, Leiden University, P.O. Box 9502, 2300 RA Leiden, The Netherlands.
Abstract:
The glycosylation properties of gulopyranosides have been mapped out, and it is shown that gulose has an intrinsic preference for the formation of 1,2-cis-glycosidic bonds. It is postulated that this glycosylation behaviour originates from nucleophilic attack at the oxacarbenium ion, which adopts the most favourable 3H4 conformation. Building on the stereoselectivity of gulose, a guluronic acid alginate trisaccharide was assembled for the first time by using gulopyranosyl building blocks.
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