Improvement of hyaluronic acid enzymatic stability by the grafting of amino-acids

Carbohydrate Polymers

Volumn 87, Issue 3, 2012, Pages 2211-2216

  Schanté, Carole E ^a,b   Zuber, Guy ^a   Herlin, Corinne ^b   Vandamme, Thierry F ^a  

^a UNIVERSITÉ DE STRASBOURG   (France)

^b Laboratoire IDENOV   (France)

Author keywords

Amidation; Amino acid; Butanediol diglycidyl ether (BDDE); Crosslinking; Hyaluronic acid derivative; Hyaluronidase; Hydrogel

Indexed keywords

ACID PRODUCTS; AMIDATION; ASPARTIC ACIDS; BUTANEDIOL; BUTANEDIOL DIGLYCIDYL ETHER (BDDE); CARBOXYLATE GROUPS; CARBOXYLIC GROUP; DIGLYCIDYL ETHER; ENZYMATIC DIGESTIONS; ENZYMATIC STABILITY; HYALURONIC ACID DERIVATIVE; HYALURONIC ACIDS; HYALURONIDASE; HYDROXYL FUNCTIONS; SWELLING PROPERTIES; THERAPEUTIC BENEFITS; VISCOSUPPLEMENTATION;

CARBOXYLATION; CROSSLINKING; DRUG DELIVERY; ETHERS; GRAFTING (CHEMICAL); HYDROGELS; ORGANIC COMPOUNDS;

AMINO ACIDS;

EID: 83655184736     PISSN: 01448617     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.carbpol.2011.10.050     Document Type: Article

References (17)

1. T.J. Brown, U.B.G. Laurent, and J.R.E. Fraser Turnover of hyaluronan in synovial joints: Elimination of labelled hyaluronan from the knee joint of the rabbit Experimental Physiology 76 1 1991 125 134
2. M.N. Collins, and C. Birkinshaw Comparison of the effectiveness of four different crosslinking agents with hyaluronic acid hydrogel films for tissue-culture applications Journal of Applied Polymer Science 104 5 2007 3183 3191
3. De Belder, A., & Malson, T. (1986). WO86000912.
4. D. Eng, M. Caplan, M. Preul, and A. Panitch Hyaluronan scaffolds: A balance between backbone functionalization and bioactivity Acta Biomaterialia 6 7 2010 2407 2414
5. S. Ibrahim, Q.K. Kang, and A. Ramamurthi The impact of hyaluronic acid oligomer content on physical, mechanical, and biologic properties of divinyl sulfone-crosslinked hyaluronic acid hydrogels Journal of Biomedical Materials Research: Part A 94 2 2010 355 370
6. G. Kogan, L. Soltés, R. Stern, and P. Gemeiner Hyaluronic acid: A natural biopolymer with a broad range of biomedical and industrial applications Biotechnology Letters 29 1 2007 17 25
7. A. Magnani, R. Rappuoli, S. Lamponi, and R. Barbucci Novel polysaccharide hydrogels: Characterization and properties Polymers for Advanced Technologies 11 8-12 2000 488 495
8. Malson, T., & Lindqvist, B. (1986). Gels of crosslinked hyaluronic acid for use as a vitreous humor substitute. WO1986000079.
9. I. Muckenschnabel, G. Bernhardt, T. Spruss, B. Dietl, and A. Buschauer Quantitation of hyaluronidases by the Morgan-Elson reaction: Comparison of the enzyme activities in the plasma of tumor patients and healthy volunteers Cancer Letters 131 1 1998 13 20
10. B. Romberg, J.M. Metselaar, T. DeVringer, K. Motonaga, J.J. Kettenes-Van Den Bosch, and C. Oussoren Enzymatic degradation of liposome-grafted poly(hydroxyethyl l-glutamine) Bioconjugate Chemistry 16 4 2005 767 774
11. I. Sall, and G. Férard Comparison of the sensitivity of 11 crosslinked hyaluronic acid gels to bovine testis hyaluronidase Polymer Degradation and Stability 92 5 2007 915 919
12. C. Schanté, G. Zuber, C. Herlin, and T.F. Vandamme Chemical modifications of hyaluronic acid for the synthesis of derivatives for a broad range of biomedical applications Carbohydrate Polymers 85 3 2011 469 489
13. C. Schanté, G. Zuber, C. Herlin, and T.F. Vandamme Synthesis of N-alanyl-hyaluronamide with high degree of substitution for enhanced resistance to hyaluronidase-mediated digestion Carbohydrate Polymers 86 2 2011 747 752
14. Y. Tokita, and A. Okamoto Hydrolytic degradation of hyaluronic acid Polymer Degradation and Stability 48 2 1995 269 273
15. K. Tomihata, and Y. Ikada Crosslinking of hyaluronic acid with water-soluble carbodiimide Journal of Biomedical Materials Research 37 2 1997 243 251
16. K. Tomihata, and Y. Ikada Preparation of cross-linked hyaluronic acid films of low water content Biomaterials 18 3 1997 189 195
17. K. Tomihata, and Y. Ikada Crosslinking of hyaluronic acid with glutaraldehyde Journal of Polymer Science Part A: Polymer Chemistry 35 16 1997 3553 3559