Enhanced multiparametric hyaluronan degradation for production of molar-mass-defined fragments

Carbohydrate Polymers

Volumn 112, Issue , 2014, Pages 271-276

  Holubova, Lucie ^a   Korecka, Lucie ^a   Podzimek, Stepan ^a   Moravcova, Veronika ^b   Rotkova, Jana ^a   Ehlova, Tereza ^b   Velebny, Vladimir ^b   Bilkova, Zuzana ^a  

^a UNIVERSITY OF PARDUBICE   (Czech Republic)

^b RandD Department   (Czech Republic)

Author keywords

Hyaluronan fragmentation; Magnetic particles; Papain; Pharmaceutics; SEC MALS

Indexed keywords

BIOCOMPATIBILITY; ELECTROPHORESIS; LIGHT SCATTERING; PAPAIN; POROUS MATERIALS; SIZE EXCLUSION CHROMATOGRAPHY;

HYALURONAN; HYALURONAN-DEGRADATION; MAGNETIC PARTICLE; NARROW SIZE DISTRIBUTIONS; PHARMACEUTICS; PHYSIOLOGICAL FUNCTIONS; POLYACRYLAMIDE GEL ELECTROPHORESIS; SEC-MALS;

HYALURONIC ACID;

CELLULOSE; HYALURONIC ACID; HYALURONOGLUCOSAMINIDASE; IMMOBILIZED ENZYME; IRON; PAPAIN;

CHEMISTRY; MAGNETISM; MOLECULAR WEIGHT; NATIVE POLYACRYLAMIDE GEL ELECTROPHORESIS; RADIATION SCATTERING; SIZE EXCLUSION CHROMATOGRAPHY; VISCOSITY;

CELLULOSE; CHROMATOGRAPHY, GEL; ENZYMES, IMMOBILIZED; HYALURONIC ACID; HYALURONOGLUCOSAMINIDASE; IRON; MAGNETIC PHENOMENA; MOLECULAR WEIGHT; NATIVE POLYACRYLAMIDE GEL ELECTROPHORESIS; PAPAIN; SCATTERING, RADIATION; VISCOSITY;

EID: 84903582727     PISSN: 01448617     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.carbpol.2014.05.096     Document Type: Article

References (50)

1. A. Akeel, S. Sibanda, S.W. Martin, A.W.J. Paterson, and B.J. Parsons Chlorination and oxidation of heparin and hyaluronan by hypochlorous acid and hypochloride anions: Effect of sulfate groups on reaction pathways Free Radical Biology and Medicine 56 2013 72 88
2. A. Bhardwaj, J. Lee, K. Glauner, S. Ganapathi, D. Bhattacharyya, and D.A. Butterfield Biofunctional membranes: An EPR study of active site structure and stability of papain non-covalently immobilized on the surface of modified poly(ether) sulfone membranes through the avidin-biotin linkage Journal of Membrane Science 119 1996 241 252
3. J.O. Cantor, and P.P. Nadkarni Hyaluronan: The Jekyll and Hyde molecule Inflammation & Allergy: Drug Targets 5 4 2006 257 260 (Pubitemid 44941937)
4. M.K. Cowman, M.F. Slahetka, D.M. Hittner, J. Kim, M. Forino, and G. Gadelrab Polyacrylamide-gel electrophoresis and Alcian Blue staining of sulphated glycosaminoglycan oligosaccharides Biochemical Journal 221 1984 707 716 (Pubitemid 14061652)
5. P.L. DeAngelis, L.C. Oatman, and D.F. Gay Rapid chemoenzymatic synthesis of monodisperse oligosaccharides with immobilized enzyme reactors Journal of Biological Chemistry 278 2003 35199 35203 (Pubitemid 37102285)
6. E. Frati, A.-M. Khatib, P. Front, A. Panasyuk, F. Aprile, and D.R. Mitrovic Degradation of hyaluronic acid by photosensitized riboflavin in vitro. Modulation of the effect by transition metals, radical quenchers, and metal chelators Free Radical Biology and Medicine 22 7 1997 1139 1144 (Pubitemid 27171954)
7. G.I. Frost, T. Csoka, and R. Stern The hyaluronidases: A chemical, biological and clinical overview Trends in Glycoscience and Glycotechnology 8 1996 419 434
8. T. Furukawa, M. Arai, F. Garcia-Martin, M. Amano, H. Hinou, and S.-I. Nishimura Glycoblotting-based high throughput protocol for the structural characterization of hyaluronan degradation products during enzymatic fragmentation Glycoconjugate Journal 30 2 2013 171 182
9. H.F. Gaertner, and A.J. Puigserver Increased activity and stability of poly(ethylene glycol)-modified trypsin Enzyme and Microbial Technology 14 1992 150 155
10. M.J. Harris, A. Herp, and W. Pigman Metal catalysis in the depolymerization of hyaluronic acid by autoxidants Journal of the American Chemical Society 94 21 1972 7570 7572
11. C.L. Hawkins, and M.J. Davies Degradation of hyaluronic acid, poly- and monosaccharides, and model compounds by hypochlorite: Evidence for radical intermediates and fragmentation Free Radical Biology and Medicine 24 9 1998 1396 1410 (Pubitemid 28270341)
12. G.T. Hermanson Bioconjugate technique 1996 Academic Press San Diego (Part II - Bioconjugate reagents)
13. S. Highsmith, J.H. Garvin Jr., and D.M. Chipman Mechanism of action of bovine testicular hyaluronidase Journal of Biological Chemistry 250 18 1975 7473 7480
14. M. Ikegami-Kawai, and T. Takahashi Microanalysis of hyaluronan oligosaccharides by polyacrylamide gel electrophoresis and its application to assay of hyaluronidase activity Analytical Biochemistry 311 2002 157 165 (Pubitemid 35463474)
15. G. Kogan, L. Soltes, R. Stern, and P. Gemeiner Hyaluronic acid: A natural biopolymer with a broad range of biomedical and industrial applications Biotechnology Letters 29 2007 17 25 (Pubitemid 44950153)
16. G. Kogan, L. Soltes, R. Stern, J. Schiller, and R. Mendichi Hyaluronic acid: Its function and degradation in in vivo systems Atta-ur-Rahman Studies in natural products chemistry: Bioactive natural products. Part D vol. 34 2008 Elsevier Amsterdam 789 882
17. G. Kreil Hyaluronidases: A group of neglected enzymes Protein Science 4 9 1995 1666 1669
18. K. Kubo, T. Nakamura, K. Takagaki, Y. Yoshida, and M. Endo Depolymerization of hyaluronan by sonication Glycoconjugate Journal 10 6 1993 435 439 (Pubitemid 24025137)
19. A.V. Kühn, K. Raith, V. Sauerland, and R.H.H. Neubert Quantification of hyaluronic acid fragments in pharmaceutical formulations using LC-ESI-MS Journal of Pharmaceutical and Biomedical Analysis 30 2003 1531 1537 (Pubitemid 35435346)
20. B. Kumar, M. Varadaraj, and R. Tharanathan Low molecular weight chitosan - Preparation with the aid of pepsin, characterization and its bacterial activity Biomacromolecules 8 2 2007 566 572 (Pubitemid 46323274)
21. J.W. Kuo, D.A. Swann, and G.D. Prestwich Chemical modification of hyaluronic acid by carbodiimides Bioconjugate Chemistry 2 4 1991 232 241
22. Y.-H. Liao, S.A. Jones, B. Forbes, G.P. Martin, and M.B. Brown Hyaluronan: Pharmaceutical characterization and drug delivery Drug Delivery 12 6 2005 327 342 (Pubitemid 41572107)
23. H. Lin, H. Wang, and M. Xue Ch Ye Preparation of chitosan oligomers by immobilized papain Enzyme and Microbial Technology 31 2002 588 592 (Pubitemid 35239844)
24. H. Liu, J. Mao, K. Yao, G. Yang, L. Cui, and Y. Cao A study on a chitosan-gelatin-hyaluronic acid scaffold as artificial skin in vitro and its tissue engineering applications Journal of Biomaterials Science, Polymer Edition 15 2004 25 40 (Pubitemid 38239669)
25. A.S. Maharjan, D. Pilling, and R.H. Gomer High and low molecular weight hyaluronic acid differentially regulate human fibrocyte differentiation PLOS ONE 6 10 2011 e26078
26. A.V. Maksimenko, Y.V. Schechilina, and E.G. Tischenko Role of the glycosaminoglycan microenvironment of hyaluronidase in regulation of its endoglycosidase activity Biochemistry (Moscow) 68 8 2003 862 868
27. G. Matsumura, A. Herp, and W. Pigman Depolymerization of hyaluronic acid by autoxidants and radiations Radiation Research 28 4 1966 735 752
28. J.D. McNeil, O.W. Wiebkin, W.H. Betts, and L.G. Cleland Depolymerisation products of hyaluronic acid after exposure to oxygen-derived free radicals Annals of the Rheumatic Diseases 44 1985 780 789 (Pubitemid 16236044)
29. H. Min, and M.K. Cowman Combined Alcian blue and silver staining of glycosaminoglycans in polyacrylamide gels: Application to electrophoretic analysis of molecular weight distribution Analytical Biochemistry 155 1989 275 285 (Pubitemid 16060158)
30. T. Miyazaki, C. Yomota, and S. Okada Ultrasonic depolymerization of hyaluronic acid Polymer Degradation and Stability 74 2001 77 85 (Pubitemid 32867076)
31. R.A.A. Muzzarelli, M. Terbojevich, C. Muzzarelli, and O. Francescangeli Chitosans depolymerized with the aid of papain and stabilized as glycosylamines Carbohydrate Polymers 20 2002 69 78 (Pubitemid 34614119)
32. D. Pantaleone, M. Yalpani, and M. Scollar Unusual susceptibility of chitosan to enzymic hydrolysis Carbohydrate Research 237 1992 325 332 (Pubitemid 23021118)
33. W. Pigman, S. Rizvi, and H.L. Holley Depolymerization of hyaluronic acid by the ORD reaction Arthritis Rheumatology 4 1961 240 252
34. S. Podzimek, M. Hermannova, H. Bilerova, Z. Bezakova, and V. Velebny Solution properties of hyaluronic acid and comparison of SEC-MALS-VIS data with off-line capillary viscometry Journal of Applied Polymer Science 116 2010 3013 3020
35. C.R. Roberts, P.J. Roughley, and J.S. Mort Degradation of human proteoglycan aggregate induced by hydrogen peroxide Biochemical Journal 259 1989 805 811
36. T. Segura, B.C. Anderson, P.H. Chung, R.E. Webber, K.R. Shull, and L.D. Shea Crosslinked hyaluronic acid hydrogels: A strategy to functionalize and pattern Biomaterials 26 2005 359 371 (Pubitemid 38951103)
37. L. Soltes, V. Brezova, M. Stankovska, G. Kogan, and P. Gemeiner Degradation of high-molecular-weight hyaluronan by hydrogen peroxide in the presence of cupric ions Carbohydrate Research 341 2006 639 644
38. L. Soltes, G. Kogan, M. Stankovska, R. Mendichi, J. Rychly, and J. Schiller et al. Degradation of high-molar-mass hyaluronan and characterization of fragments Biomacromolecules 8 9 2007 2697 2705 (Pubitemid 47516918)
39. R. Stern, G. Kogan, M.J. Jedrzejas, and L. Soltes The many ways to cleave hyaluronan Biotechnology Advances 25 2007 537 557 (Pubitemid 47464847)
40. H. Tao, W. Wei, Y. Mao, S. Zhang, and J. Xia Study on degradation characteristics of chitosan by pepsin with piezoelectric quartz crystal impedance analysis technique Analytical Sciences 21 2005 1057 1061 (Pubitemid 41554039)
41. M. Terbojevich, A. Cosani, and R.A.A. Muzzarelli Molecular parameters of chitosans depolymerized with the aid of papain Carbohydrate Polymers 29 1996 63 68 (Pubitemid 126347510)
42. Y. Tokita, and A. Okamoto Hydrolytic degradation of hyaluronic acid Polymer Degradation and Stability 42 2 1995 269 273
43. J. Turková Bioaffinity chromatography 1993 Elsevier Amsterdam (Chapter 6)
44. H. Uchiyama, Y. Dobashi, K. Ohkouchi, and K. Nagasawa Chemical change involved in the oxidative reductive depolymerization of hyaluronic acid Journal of Biological Chemistry 265 15 1990 7753 7759
45. K.P. Vercruysse, M.R. Ziebell, and G.D. Prestwich Control of enzymatic degradation of hyaluronan by divalent cations Carbohydrate Research 318 1999 26 37 (Pubitemid 29421781)
46. A.B. Vishu Kumar, and R.N. Tharanathan A comparative study on depolymerization of chitosan by proteolytic enzymes Carbohydrate Polymers 58 2004 275 283
47. A.B. Vishu Kumar, M.C. Varadaraj, R.G. Lalitha, and R.N. Tharanathan Low molecular weight chitosans: Preparation with the aid of papain and characterization Biochimica et Biophysica Acta 1670 2004 137 146 (Pubitemid 38115858)
48. G. Weindl, M. Schaller, M. Schäfer-Korting, and H.C. Korting Hyaluronic acid in the treatment and prevention of skin diseases: Molecular biological, pharmaceutical and clinical aspects Skin Pharmacology and Physiology 17 2004 207 213 (Pubitemid 39370251)
49. S.F. Wong, B. Halliwell, R. Richmond, and W.R. Skowroneck The role of superoxide and hydroxyl radicals in the degradation of hyaluronic acid induced by metal ions and by ascorbic acid Journal of Inorganic Biochemistry 14 2 1981 127 134 (Pubitemid 11120303)
50. M. Yalpani, and D. Pantaleone An examination of the unusual susceptibilities of aminoglycans to enzymatic hydrolysis Carbohydrate Research 256 1994 159 175 (Pubitemid 24103145)