Boric Acid Catalyzed Methyl Esterification of Sugar Acids
Author(s) -
Stephan M. Levonis,
Brighid B. Pappin,
Alissa Sharp,
Milton J. Kiefel,
Todd A. Houston
Publication year - 2013
Publication title -
australian journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.319
H-Index - 77
eISSN - 1445-0038
pISSN - 0004-9425
DOI - 10.1071/ch13459
Subject(s) - chemistry , quinic acid , boric acid , sugar , catalysis , organic chemistry , glucuronic acid , neuraminic acid , sialic acid , biocatalysis , biochemistry , polysaccharide , ionic liquid
Boric acid catalyzes methyl esterification of certain sugar acids (sialic acid, deaminated neuraminic acid) and related natural products (quinic acid) quite cleanly in some cases. However, closely related sugar acids (glucuronic acid, 3-deoxy-d-manno-oct-2-ulosonic acid) failed to esterify under the same conditions. Factors governing this dichotomy are discussed.Office of the Snr Dep Vice Chancellor, Institute for GlycomicsFull Tex
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