Effects of divalent cations on bovine testicular hyaluronidase catalyzed transglycosylation of chondroitin sulfates |
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| Authors: | Ikuko Kakizaki Isoshi Nukatsuka Keiichi Takagaki Mitsuo Majima Mito Iwafune Shinichiro Suto Masahiko Endo |
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| Affiliation: | aDepartment of Biochemistry, Hirosaki University School of Medicine, 5 Zaifu-cho, Hirosaki 036-8562, Japan;bDepartment of Glycotechnology, Center for Advanced Medical Research, Hirosaki University Graduate School of Medicine, 5 Zaifu-cho, Hirosaki 036-8562, Japan;cDepartment of Frontier Materials Chemistry, Graduate School of Science and Technology, Hirosaki University, 3 Bunkyo-cho, Hirosaki 036-8561, Japan;dDepartment of Health and Nutrition, Faculty of Human Science, Hokkaido Bunkyo University, 196 Kogane-cho, Eniwa 061-1408, Japan;eDepartment of Glycomedicine, Hirosaki University Graduate School of Medicine, 5 Zaifu-cho, Hirosaki 036-8562, Japan |
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| Abstract: | Glycosaminoglycans were prepared as salts of different divalent cations and tested as donors in bovine testicular hyaluronidase catalyzed transglycosylation reactions. All of the metal cations examined had similar binding efficiency of divalent cations to hyaluronan. However, cations bound with different efficiencies to chondroitin sulfate species and the differences were marked in the case of chondroitin 6-sulfate; the numbers of cations bound per disaccharide unit were estimated to be 0.075 for Mn, 1.231 for Ba, 0.144 for Zn, and 0.395 for Cu. While barium salt of chondroitin sulfates enhanced transglycosylation, the zinc salt of chondroitin sulfates inhibited transglycosylation. Therefore, by selecting the proper divalent cation salt of chondroitin sulfates as a donor in the transglycosylation reaction it is possible to improve the yields of the products. |
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| Keywords: | Abbreviations: GAG, glycosaminoglycan CS, chondroitin sulfate DS, dermatan sulfate HS, heparin sulfate Hep, heparin Ch, chondroitin C4S, chondroitin 4-sulfate C6S, chondroitin 6-sulfate HA, hyaluronan BTH, bovine testicular hyaluronidase GlcNAc, N-acetylglucosamine GlcUA, glucuronic acid GalNAc, N-acetylgalactosamine Der, desulfated dermatan PA, 2-pyridylamine GalN, galactosamine GlcN, glucosamine HPAEC-PAD, high performance anion exchange chromatography with pulsed amperometric detection |
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