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Glycobiology Advance Access published online on September 12, 2006
Glycobiology, 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
Received June 12, 2006
Revised August 25, 2006
Accepted August 30, 2006

Article

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

Ognian Bohorov 1, Hillevi Andersson-Sand 1, Julia Hoffmann 1, and Ola Blixt 1 *

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

* To whom correspondence should be addressed.
Ola Blixt, E-mail: olablixt{at}scripps.edu


  Abstract

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 towards 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 were required. To demonstrate its utility for glycan microarray fabrication, glycans with different amine-spacers were compared for incorporation onto an amine-reactive glass surface. Our results revealed that glycans conjugated with this bi-functional linker was effectively printed and detected with various lectins and antibodies.

Keywords: reducing-end derivatization/microarray/oligosaccharide/polysaccharide.
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