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New cross‐linked and sulfated derivatives of partially deacetylated hyaluronan: Synthesis and preliminary characterization ;
Author(s) -
Crescenzi Vittorio,
Francescangeli Andrea,
Renier Davide,
Bellini Davide
Publication year - 2002
Publication title -
biopolymers
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.556
H-Index - 125
eISSN - 1097-0282
pISSN - 0006-3525
DOI - 10.1002/bip.10131
Subject(s) - chemistry , sulfation , aqueous solution , acetylation , degradation (telecommunications) , formaldehyde , condensation , polymer , condensation reaction , chemical structure , depolymerization , organic chemistry , polymer chemistry , chemical engineering , biochemistry , catalysis , telecommunications , physics , computer science , engineering , gene , thermodynamics
Partial chemical deacetylation of hyaluronan (HA) has been carried out using known procedures and carefully controlled experimental conditions in order to minimize chain degradation. The sample described herein (deHA) has a degree of deacetylation of about 17%, which corresponds to what required for its further use, but a molecular weight of about 1/25 with respect to the native, starting material. Chemical gels have been prepared with different degrees of cross‐linking by means of a Ugi multicomponent condensation reaction involving aqueous deHA, formaldehyde, and cyclohexylisocyanide: the gels are mechanically stable and exhibit good water uptake strongly dependent on the extent of cross‐linking, as expected. deHA samples have also been selectively N‐sulfated or O‐sulfated: the former exhibit anticoagulant properties well exceeding those of the latter and not too inferior to heparin. © 2002 Wiley Periodicals, Inc. Biopolymers 64: 86–94, 2002