Poly(vinyl alcohol) having amino sugar as the pendant group: Synthesis, characterization and binding of concanavalin A

Abstract

Poly(viny1 alcohol) (PVAL) samples partially functionalized with 4-nitrophenyl carbonate groups were obtained by reaction of PVAL with 4-nitrophenyl chloroformate using pyridine as a catalyst. 2-Amino-2-deoxy-~-glucose (glucosamine) was virtually quantitatively bound to PVAL activated with 4-nitrophenyl carbonate groups. Glucosamine-carrying PVAL (PVAL-G) and Concanavalin A (Con A) in phosphate buffer (pH 7,2) at room temperature were proven to interact with each other.

Poly(Vinyl Alcohol) Physical Hydrogels: New Vista on a Long Serving Biomaterial

“…Other examples of CDI‐mediated coupling with PVA include immobilization of lipase onto a hybrid polysiloxane‐PVA matrix,66 a strategy which delivered a total of 95% recovery of the enzyme hydrolytic activity and an increased thermal stability of the protein, and a multi‐step synthetic pathway yielding a PVA‐paclitaxel bioconjugate with utility in anticancer therapy 67. Activation of PVA hydroxyl groups can also be performed using 4‐nitrophenylchloroformate (NPC), as reported by Arranz and coworkers68 as an approach for conjugation with 2‐amino‐2‐deoxy‐ D ‐glucose (glucosamine). Activation toward efficient bioconjugation can also be performed on a target molecule with subsequent reaction with pristine PVA through hydroxyl groups, a synthetic scheme pioneered in early 1970s by Schott 69.…”

Poly(vinyl alcohol) functionalization with aldehydes in organic solvents: Shining properties of poly(vinyl acetals)

“…[29][30][31][32][33][34][35][36][37][38][39][40][41][42][43][44] We were interested in developing a convenient and efficient method to perform this reaction in more volatile organic solvents, in order to facilitate the isolation of the functionalized polymers. [29][30][31][32][33][34][35][36][37][38][39][40][41][42][43][44] We were interested in developing a convenient and efficient method to perform this reaction in more volatile organic solvents, in order to facilitate the isolation of the functionalized polymers.…”

Synthesis and characterization of poly(vinyl alcohol) carbonate

“…Modi®ed PVA was reacted in the second step with aromatic diglycidyl ethers to form three-dimensional networks. Sanchez-Chaves and coworkers 4,5 synthesized PVA derivatives coupled with bioactive amino compounds such as benzocaine and glucosamine. In this case, they activated PVA by the reaction with succinic anhydride or 4-nitrophenyl chloroformate.…”