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A Strategy of “Random Glycosylation” for the Production of Oligosaccharide Libraries
Author(s) -
Kanie Osamu,
Barresi Frank,
Ding Yili,
Labbe Jill,
Otter Albin,
Forsberg L. Scott,
Ernst Beat,
Hindsgaul Ole
Publication year - 1996
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199527201
Subject(s) - glycosylation , oligosaccharide , chemistry , stereochemistry , organic chemistry , biochemistry
Six at one blow! The creation of small oligosaccharide libraries was achieved by a new strategy of random glycosylation of nonprotected sugars. With tri‐ O ‐benzyl‐ L ‐fucopyranosyl trichloroacetimidate as donor and βGal(1 → n )βGlcNAcOR ( n = 3, 4, 6; R = (CH 2 ) 8 OC 6 H 4 ‐ p ‐OMe) as acceptors, all six trisaccharides form in DMF in roughly equal quantities. It is astounding that all free OH groups are fucosylated at a similar rate.