Title:
METHOD FOR SULFATING GLYCOSAMINOGLYCAN
Document Type and Number:
WIPO Patent Application WO/2016/159296
Kind Code:
A1
Abstract:
The present invention addresses the problem of providing a method for sulfating glycosaminoglycan in a solution of a non-organic solvent. In the present invention, a sulfation reaction is carried out by causing glycosaminoglycan and a sulfation agent to be present together in a solution of a strongly basic non-organic solvent. "Strongly basic" in the present invention preferably indicates a pH of 11.5 or higher. The present invention enables one-pot synthesis of glycosaminoglycan having heparin-type anticoagulant activity from N-acetylheparosan. In addition, the sulfated glycosaminoglycan obtained by the present invention has a novel disaccharide composition ratio in one embodiment, and is useful as a novel material.
Inventors:
MINAMISAWA TOSHIKAZU (JP)
ASAMI NAGAMASA (JP)
FUJITA HIROSHI (JP)
SUZUKI KIYOSHI (JP)
ASAMI NAGAMASA (JP)
FUJITA HIROSHI (JP)
SUZUKI KIYOSHI (JP)
Application Number:
PCT/JP2016/060788
Publication Date:
October 06, 2016
Filing Date:
March 31, 2016
Export Citation:
Assignee:
SEIKAGAKU KOGYO CO LTD (JP)
International Classes:
C08B37/08; C08B37/00; C08B37/10
Domestic Patent References:
| WO2006101000A1 | 2006-09-28 |
Foreign References:
| JPS3825652B1 | ||||
| JPH01318002A | 1989-12-22 | |||
| JPS6227402A | 1987-02-05 | |||
| US6388060B1 | 2002-05-14 | |||
| JPH1112137A | 1999-01-19 | |||
| JPH09168384A | 1997-06-30 | |||
| JP2007016099A | 2007-01-25 | |||
| JP2003268004A | 2003-09-25 | |||
| JP2008174642A | 2008-07-31 | |||
| JPH11147901A | 1999-06-02 | |||
| JP2001097997A | 2001-04-10 |
Other References:
BHATTACHARYYA SUMIT ET AL.: "Cell -Bound IL -8 Increases in Bronchial Epithelial Cells after Arylsulfatase B Silencing due to Sequestration with Chondroitin-4-Sulfate", AMERICAN JOURNAL OF RESPIRATORY CELL AND MOLECULAR BIOLOGY, vol. 42, no. 1, 2010, pages 51 - 61, XP055316499, ISSN: 1535-4989
RIGDEN D. J. ET AL.: "Structures of Streptococcus pneumoniae Hyaluronate Lyase in Complex with Chondroitin and Chondroitin Sulfate Disaccharides", THE JOURNAL OF BIOLOGICAL CHEMISTRY, vol. 278, no. 50, 12 December 2003 (2003-12-12), pages 50596 - 50606, XP055316501, ISSN: 1083-351X
FULLER K. ET AL.: "Heparin Augments Osteoclast Resorption-Stimulating Activity in Serum", JOURNAL OF CELLULAR PHYSIOLOGY, vol. 147, no. 2, May 1991 (1991-05-01), pages 208 - 214, XP055316502, ISSN: 1097-4652
HINTZE VERA ET AL.: "Sulfated Glycosaminoglycans Exploit the Conformational Plasticity of Bone Morphogenetic Protein-2 (BMP-2) and Alter the Interaction Profile with Its Receptor", BIOMACROMOLECULES, vol. 15, no. 8, 11 August 2014 (2014-08-11), pages 3083 - 3092, XP055316503, ISSN: 1526-4602
See also references of EP 3279220A4
RIGDEN D. J. ET AL.: "Structures of Streptococcus pneumoniae Hyaluronate Lyase in Complex with Chondroitin and Chondroitin Sulfate Disaccharides", THE JOURNAL OF BIOLOGICAL CHEMISTRY, vol. 278, no. 50, 12 December 2003 (2003-12-12), pages 50596 - 50606, XP055316501, ISSN: 1083-351X
FULLER K. ET AL.: "Heparin Augments Osteoclast Resorption-Stimulating Activity in Serum", JOURNAL OF CELLULAR PHYSIOLOGY, vol. 147, no. 2, May 1991 (1991-05-01), pages 208 - 214, XP055316502, ISSN: 1097-4652
HINTZE VERA ET AL.: "Sulfated Glycosaminoglycans Exploit the Conformational Plasticity of Bone Morphogenetic Protein-2 (BMP-2) and Alter the Interaction Profile with Its Receptor", BIOMACROMOLECULES, vol. 15, no. 8, 11 August 2014 (2014-08-11), pages 3083 - 3092, XP055316503, ISSN: 1526-4602
See also references of EP 3279220A4
Attorney, Agent or Firm:
KAWAGUCHI, Yoshiyuki et al. (JP)
Yoshiyuki Kawaguchi (JP)
Yoshiyuki Kawaguchi (JP)
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