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.
The modification reaction of dextran with 4-nitrophenyl chloroformate using pyridine as catalyst was studied. The structure of the resulting polymers was determined by means of IR, 'H and l3C NMR spectroscopy as well as by chemical analysis. Under the used experimental conditions only acyclic carbonate groups have been detected. Preliminary experiments have shown that the reaction of 4-nitrophenyl carbonate groups with several model amines is greatly dependent on the basic character of the amine. Model amino-type drugs (phenethylamine and tyramine) were satisfactorily bound to activated dextran with 4-nitrophenyl carbonate groups. The heterogeneous hydrolysis of dextran-phenethylamine or dextran-tyramine adducts showed that no significant hydrolysis takes place under the applied conditions (PH 1 and pH 9,37 "C).
ZUSAMMENFASSUNGDextran wurde mit 4-Nitrophenylchloroformat und Pyridin als Katalysator umgesetzt. Die Struktur der modifizierten Dextrane wurde mittels IR-, 'H-und I3C-NMR-Spektroskopie bestimmt. Unter den gewahlten Reaktionsbedingungen entstehen nur acyclische Carbonate. Vorversuche zeigten, daR die Reaktion der 4-Nitrophenylchloroformat-Gruppen mit verschiedenen Amin-Modellverbindungen stark von der Basizitat des Amins abhangt. Die Anbindung der Modellamine Phenethylamin und Tyramin an das modifizierte Dextran war befriedigend. Die Dextran-Phenethylaminund Dextran-Qramin-Verbindungen sind gegen heterogene Hydrolyse bei 37 "C (pH 9 und pH 1) weitgehend bestandig.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.