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Glycan‐Specific Metabolic Oligosaccharide Engineering of C7‐Substituted Sialic Acids
Author(s) -
Möller Heinz,
Böhrsch Verena,
Bentrop Joachim,
Bender Judith,
Hinderlich Stephan,
Hackenberger Christian P. R.
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201108809
Subject(s) - bioorthogonal chemistry , glycan , sialic acid , biochemistry , oligosaccharide , chemistry , zebrafish , combinatorial chemistry , glycoprotein , gene , click chemistry
A new sialic acid in the house! A biosynthetic approach gives access to previously inaccessible C7 modifications of sialic acids in living cells. Metabolic incorporation of synthetically derived N ‐acetyl‐4‐azido‐4‐deoxymannosamine (see scheme) into glycans of mammalian cells and zebrafish larvae preserves the bioorthogonal functionality of its azido group for subsequent labeling with biophysical probes.