Controlled synthesis and inclusion ability of a hyaluronic acid derivative bearing beta-cyclodextrin molecules.

Abstract:

:A new synthetic route to beta-cyclodextrin-linked hyaluronic acid (HA-CD) was developed. This was based on the preparation of a HA derivative selectively modified with adipic dihydrazide (HA-ADH) and a beta-cyclodextrin derivative possessing an aldehyde function on the primary face, followed by their coupling by a reductive amination-type reaction. The CD-polysaccharide was fully characterized in terms of chemical integrity and purity by high-resolution NMR spectroscopy. The complexation ability of the grafted CD was further demonstrated by isothermal titration calorimetry using sodium adamantane acetate (ADAc) and Ibuprofen as model guest molecules. The thermodynamic parameters for the complexation of these negatively charged guest molecules by the beta-CD grafted on negatively charged HA were shown to be largely influenced by the ionic strength of the aqueous medium.

journal_name

Biomacromolecules

journal_title

Biomacromolecules

authors

Charlot A,Heyraud A,Guenot P,Rinaudo M,Auzély-Velty R

doi

10.1021/bm0507094

keywords:

subject

Has Abstract

pub_date

2006-03-01 00:00:00

pages

907-13

issue

3

eissn

1525-7797

issn

1526-4602

journal_volume

7

pub_type

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