Arraying glycomics: a novel bi-functional spacer for one-step microscale derivatization of free reducing glycans.
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.
Bohorov
Ognian
O
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, USA.
Andersson-Sand
Hillevi
H
Hoffmann
Julia
J
Blixt
Ola
O
D000906:Antibodies / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques; D006001:Glycoconjugates / Q000138:chemical synthesis*; D006898:Hydroxylamines / Q000138:chemical synthesis / Q000737:chemistry*; D037102:Lectins / Q000737:chemistry; D046228:Microarray Analysis; D010084:Oxidation-Reduction; D011134:Polysaccharides / Q000138:chemical synthesis / Q000737:chemistry*
D000906:Antibodies; D006001:Glycoconjugates; D006898:Hydroxylamines; D037102:Lectins; C516784:N-(2-aminoethoxy)methylamine; D011134:Polysaccharides