Polymer glycoconjugate

This simple strategy can be used to add amine residues to polysaccharide molecules after formation of aldehydes by periodate or enzymatic oxidation (Section 4.4, this chapter). Thus, glycoconjugates or carbohydrate polymers such as dextran may be derivatized to contain amines for further conjugation reactions. 

Glycoconjugate polymers were prepared by the copolymerization of different monomers, and immobilized on cellulose membrane for affinity separation. The synthesis of the mannose-based monomer involved the photochemical addition of 2-aminoethanethiol hydrochloride onto an alkenyl a-D-mannoside derivative 36. Of note, 37 was formed in a quantitative yield upon irradiation in MeOH at room temperature, with no competitive addition of the amino group onto the alkene (Scheme 3.24) [59]. 

Miyagawa, A., Kasuya, M.C.Z., and Hatanaka, K. (2006) Immobilization of glycoconjugate polymers on cellulose membrane for affinity separation. Bulletin of the Chemical Society ofJapan, 79, 348-356. 

Anti-a-D-mannose antibodies have been isolated from the serum of rabbits immunized with the glycoconjugate of a-D-mannose and bovine serum albumin [85], The antibodies were purified by affinity chromatography with adsorption on a mannosyl-Sepharose column and elution with a-D-mannose or methyl a-D-mannoside. Such antibodies should be especially useful for studying the detection of diseases due to the appearance of abnormal glycoproteins that contain mannose polymers. 

Matsuura K, Tsuchida A, Okahata Y, Akaike T, Kobayashi K (1998) A quartz-crystal microbalance study of adsorption behaviors of artificial glycoconjugate polymers onto chemically modified gold surfaces and their interactions with lectins. Bull Chem Soc Jpn 71 2973-2977... 

---