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Glycobiology Advance Access originally published online on September 12, 2006
Glycobiology 2006 16(12):21C-27C; doi:10.1093/glycob/cwl044
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© The Author 2006. Published by Oxford University Press. All rights reserved. For permissions, please e-mail: journals.permissions@oxfordjournals.org

COMMUNICATION

Arraying glycomics: a novel bi-functional spacer for one-step microscale derivatization of free reducing glycans

Ognian Bohorov, Hillevi Andersson-Sand, Julia Hoffmann and Ola Blixt1

Glycan Array Synthesis Core D, Consortium for Functional Glycomics, Department of Molecular Biology, The Scripps Research Institute, CB 248A 10550 N, Torrey Pines Road, La Jolla, CA 92037

1 To whom correspondence should be addressed; e-mail: olablixt{at}scripps.edu

Received on June 12, 2006; revised on August 25, 2006; accepted on August 30, 2006

Glycan array development is limited by the complexity of efficiently generating derivatives of free reducing glycans with primary amines or other functional groups. A novel bi-functional spacer with selective reactivity toward the free glycan and a second functionality, a primary amine, was synthesized. We demonstrated an efficient one-step derivatization of various glycans including naturally isolated N-glycans, O-glycans, milk oligosaccharides, and bacterial polysaccharides in microgram scale. No protecting group manipulations or activation of the anomeric center was required. To demonstrate its utility for glycan microarray fabrication, we compared glycans with different amine-spacers for incorporation onto an amine-reactive glass surface. Our study results revealed that glycans conjugated with this bi-functional linker were effectively printed and detected with various lectins and antibodies.

Key words: microarray / oligosaccharide / polysaccharide / reducing-end derivatization


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