New hyaluronan chemical derivatives. Regioselectively C(6) oxidized products

被引：12

作者：

Crescenzi, V ^{[1
]}

Francescangeli, A

Renier, D

Bellini, D

机构：

[1] Univ Roma La Sapienza, Dept Chem, I-00185 Rome, Italy

[2] Fidia Adv Biopolymers Srl, Abano Terme, PD, Italy

来源：

MACROMOLECULES | 2001年 / 34卷 / 18期

关键词：

D O I：

10.1021/ma0102363

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

Hyaluronan (HA) has been regioselectively oxidized so to transform nearly quantitatively the primary alcoholic functions of D-N-acetylglucosamine residues in carboxylate groups. The resulting product (HAOX) has been characterized by means of H-1 NMR, viscosity, and spectroscopic measurements in aqueous media. A comparative analysis of Zn(II) uptake and of methylene blue binding by HA and HAOX in aqueous solution has been also carried out (FTIR, UV absorption, and CD experiments). HAOX exhibits polyelectrolytic features traceable to a doubling of chains charge density with respect to native HA and to the disruption of the intrachain hydrogen bonds prevailing in the latter.

引用

页码：6367 / 6372

页数：6

共 18 条

[1] Immobilisation of sulphated hyaluronan for improved biocompatibility [J].

Barbucci, R ;

Magnani, A ;

Rappuoli, R ;

Lamponi, S ;

Consumi, M .

JOURNAL OF INORGANIC BIOCHEMISTRY, 2000, 79 (1-4) :119-125

[2]

CaramLelham N, 1997, BIOPOLYMERS, V41, P765, DOI 10.1002/(SICI)1097-0282(199706)41:7<765::AID-BIP5>3.0.CO

[3]

2-N

[4] Synthesis and preliminary characterisation of charged derivatives and hydrogels from scleroglucan [J].

de Nooy, AEJ ;

Rori, V ;

Masci, G ;

Dentini, M ;

Crescenzi, V .

CARBOHYDRATE RESEARCH, 2000, 324 (02) :116-126

[5] Solution behavior of the poly[bis(carboxylatophenoxy)phosphazene] polyelectrolyte [J].

Dentini, M ;

Barbetta, A ;

Masci, G ;

Capitani, D ;

Segre, AL .

MACROMOLECULES, 1997, 30 (24) :7456-7461

[6] POLYELECTROLYTES - A FUZZY SPHERE MODEL [J].

FIXMAN, M .

JOURNAL OF CHEMICAL PHYSICS, 1964, 41 (12) :3772-&

[7] A WATER MOLECULE PARTICIPATES IN THE SECONDARY STRUCTURE OF HYALURONAN [J].

HEATLEY, F ;

SCOTT, JE .

BIOCHEMICAL JOURNAL, 1988, 254 (02) :489-493

[8] Study on TEMPO-mediated selective oxidation of hyaluronan and the effects of salt on the reaction kinetics [J].

Jiang, B ;

Drouet, E ;

Milas, M ;

Rinaudo, M .

CARBOHYDRATE RESEARCH, 2000, 327 (04) :455-461

[9]

Laurent T.C., 1998, CHEM BIOL MED APPL H

[10]

MANNING GS, 1969, J CHEM PHYS, V51, P3

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