Versatile Functionalization of Polylysine: Synthesis, Characterization, and Use of Neoglycoconjugates

Autor:	and Reinhold Öhrlein, Beat Ernst, Gebhard Thoma, John T. Patton, Rudolf O. Duthaler, John L. Magnani
Rok vydání:	1999
Předmět:	Hydrobromide Chemistry General Chemistry Biochemistry Catalysis Characterization (materials science) chemistry.chemical_compound Colloid and Surface Chemistry Polylysine Proton NMR Molar mass distribution Surface modification Organic chemistry Chloroacetamide Macromolecule
Zdroj:	Journal of the American Chemical Society. 121:5919-5929
ISSN:	1520-5126 0002-7863
DOI:	10.1021/ja984183p
Popis:	Glycopolymers are useful macromolecules with a non-carbohydrate backbone for presenting saccharides in a multivalent form. Here, a new methodology is described which allows easy access to water-soluble, biodegradable glycopolymers with both predeterminable composition and molecular weight distribution. Thus, chloroacetylation of commercially available polylysine hydrobromide 3 gave the reactive homopolymer 4, whose chloroacetamide functions allowed subsequent coupling with thiol-containing components. Water-soluble homopolymers such as 8 and 13 were available by treatment with an excess of hydrophilic thiols. Heteroglycopolymers were obtained via quantitative incorporation of substoichiometric amounts of carbohydrates with a mercapto functionality linked to the reducing end; the remaining chloroacetamide groups were capped with an excess of thioglycerol. A variety of glycopolymers with up to four different components was prepared. The composition and purity of the products were reliably analyzed by 1H NMR...
Databáze:	OpenAIRE
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