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Carbohydr Polym. 2019 Jul 1;215:358-365. doi: 10.1016/j.carbpol.2019.03.086. Epub 2019 Mar 29.

Dual-functionalized hyaluronic acid as a facile modifier to prepare polyanionic collagen.

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College of Materials Engineering, Fujian Agriculture and Forestry University, Fuzhou 350002, PR China.
College of Materials Engineering, Fujian Agriculture and Forestry University, Fuzhou 350002, PR China. Electronic address:
College of Ecological Environment and Urban Construction, Fujian University of Technology, Fuzhou 350108, PR China. Electronic address:


Hyaluronic acid (HA) is a natural polysaccharide possesses outstanding physiological activities. In this work, HA was activated as a novel collagen modifier via the esterification reaction between N-hydroxysuccinimide (NHS) and the carboxyl groups of HA. Both of Fourier transform infrared spectroscopy (FTIR) and 1H- nuclear magnetic resonance (NMR) spectra indicated the successful synthesis of HA-NHS esters. As reflected by FTIR, circular dichroism (CD) and sodium dodecyl sulphate polyacrylamide gel electrophoresis (SDS-PAGE), collagens modified with HA-NHS ester maintained its intact triplex structure with larger molecular weight. The resultant polyanionic collagen displayed an excellent dissolubility in the neutral water to form a clear solution, due to the significantly lower isoelectric point values (3.8-4.4) compared with that of the native collagen (7.1). In addition, the thermal transition temperature of collagen was significantly increased (16 °C) after modifying with HA-NHS esters. Both of the aggregation morphology and rheological property exhibited high dependence on the NHS/COOH ratio of HA-NHS esters, as reflected by field-emission scanning electron microscopy (FESEM) and rheological test, respectively. The present study offered a novel dual-functional modifier based on the design of HA-NHS ester to obtain water-soluble collagen with desired thermal stability and rheological property, which will significantly widen the application range of collagen, especially in the fields of injectable biodegradable materials and cosmetics.


Hyaluronic acid; Modification; N-hydroxysuccinimide; Polyanionic collagen; Thermal stability; Water-solubility

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