Title:
DEACETYLATION HYDROLASE OF HYALURONIC ACID, HYALURONIC ACID DEACETYLATED BY SAME AND DERIVATIVE THEREOF
Document Type and Number:
WIPO Patent Application WO/2011/155800
Kind Code:
A2
Abstract:
The present invention relates to a deacetylation hydrolase of a hyaluronic acid, a hyaluronic acid deacetylated by same and a derivative thereof. The deacetylated hyaluronic acid and the derivative thereof of the present invention have the following characteristics: a delayed initial decomposition rate on a living body; minimized decrease of molecular weight and viscosity; accelerated gelatinization due to a lower gelatinization temperature than the gelatinization temperature for a non-deacetylated hyaluronic acid; and an hMSC survival rate that is hardly affected by increased concentration of the deacetylated hyaluronic acid and the derivative thereof in a culture medium. As a result, the deacetylated hyaluronic acid and the derivative thereof of the present invention can be useful as a bioingredient such as a delivery system for a cell, gene, drug, and the like, or a support for tissue engineering, etc.
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Inventors:
KIM CHUN-HO (KR)
KIM JONG-IL (KR)
KIM JONG-IL (KR)
Application Number:
PCT/KR2011/004290
Publication Date:
December 15, 2011
Filing Date:
June 10, 2011
Export Citation:
Assignee:
KOREA INST RADIOLOGICAL & MEDICAL SCIENCES (KR)
KIM CHUN-HO (KR)
KIM JONG-IL (KR)
KIM CHUN-HO (KR)
KIM JONG-IL (KR)
International Classes:
C12N9/24; A61K47/36; C08B37/08; C12P19/04
Domestic Patent References:
| WO1994013815A1 | 1994-06-23 |
Other References:
GLENN D. PRESTWICH; JING-WEN KUO: "Chemically-Modified HA for Therapy and Regenerative Medicine", CURRENT PHARMACEUTICAL BIOTECHNOLOGY, vol. 9, no. 4, 2008, pages 242 - 245
E. A. BALAZS; M. I. FREEMAN; R. KLOTI; G. MEYER-SCHWICKERATH; F. REGNAULT; D. B. SWEENEY: "Hyaluronic acid and replacement of vitreous and aqueous humor", MOD. PROBL. OPHTHALMOL., vol. 10, 1972, pages 3 - 21
A. H. ISDALE; L. D. HORDON; H. A. BIRD; V. WRIGHT: "Intra-articular hyaluronate (Healon): A dose-ranging study in rheumatoid arthritis and osteoarthritis", J. DRUG DEV., vol. 4, 1991, pages 93 - 99
M. KAWABATA; M. IGARASHI; R. MIKAMI; S. NINOMIYA; H. ODA: "Clinical evaluations of SLM-10 (sodium hyaluronate injection) in patients with osteoarthritis of the knee", YAKURI TO CHIRYO, vol. 21, 1993, pages 257 - 283
J.R.E. FRASER; T.C. LAURENT; U.B.G. LAURENT: "Hyaluronan: its nature, distribution, functions, and turnover", J. INTERN. MED., vol. 242, no. 1, 1997, pages 27 - 33
T.C. LAURENT; J.R.E. FRASER, HYALURONAN, FASEB J., vol. 6, 1992, pages 2397 - 2404
U.B.G. LAURENT; R.K. REED: "Turnover of hyaluronan in the tissue", ADV. DRUG DELIVERY REV., vol. 7, 1991, pages 237 - 56
Y. S. SOH: "Hyaluronic acid: properties and application", POLYMER (KOREA, vol. 12, 1988
V. CRESCENZI; A. FRANCESCANGELI; D. RENIER; D. BELLINI: "New cross-linked and sulfated derivatives of partially deacetylated hyaluronan: Synthesis and preliminary characterization", BIOPOLYMERS, vol. 64, 2002, pages 86 - 94
S. OERTHER; A-C MAURIN; E. PAYAN; P. HUBERT; F. LAPICQUE; N. PRESLE; J. DEXHEIMER; P. NETTER; F. LAPICQUE: "High Interaction alginate-hyaluronate associations by hyaluronate deacetylation for the preparation of efficient biomaterials", BIOPOLYME, vol. 54, 2000, pages 273 - 281
J BIOMED MATER RES A., vol. 86, no. 3, 2008, pages 685 - 93
HAHN SK; PARK JK; TOMIMATSU T; SHIMOBOJI T.: "Synthesis and degradation test of hyaluronic acid hydrogels", INT J BIOL MACROMOL., vol. 40, no. 4, 2007, pages 374 - 80
V. CRESCENZI; A. FRANCESCANGELI; D. RENIER; D. BELLINI: "New hyaluronan chemical derivatives", REGIOSELECTIVELY C (6) OXIDIZED PRODUCTS, MACROMOLECULES, vol. 34, 2001, pages 6367 - 6372
S. OERTHER; A-C MAURIN; E. PAYAN; P. HUBERT; F. LAPICQUE; N. PRESLE; J. DEXHEIMER; P. NETTER; F. LAPICQUE: "High Interaction alginate-hyaluronate associations by hyaluronate deacetylation for the preparation of efficient biomaterials", BIOPOLYMER, vol. 54, 2000, pages 273 - 281
MUCOR ROUXII, EUR. J. BIOCHEM., vol. 55, 1975, pages 71 - 78
MARTINOU A; KAFETZOPOULOS D; BOURIOTIS V.: "Chitin deacetylation by enzymatic means: monitoring of deacetylation process", CARBOHYD. RES., vol. 273, 1995, pages 235 - 242
ITO T; FRASER IP; YEO Y; HIGHLEY CB; BELLAS E; KOHANE DS.: "Anti-inflammatory function of an in situ cross-linkable conjugate hydrogel of hyaluronic acid and dexamethasone", BIOMATERIALS, vol. 28, no. 10, April 2007 (2007-04-01), pages 1778 - 86
See also references of EP 2581444A4
E. A. BALAZS; M. I. FREEMAN; R. KLOTI; G. MEYER-SCHWICKERATH; F. REGNAULT; D. B. SWEENEY: "Hyaluronic acid and replacement of vitreous and aqueous humor", MOD. PROBL. OPHTHALMOL., vol. 10, 1972, pages 3 - 21
A. H. ISDALE; L. D. HORDON; H. A. BIRD; V. WRIGHT: "Intra-articular hyaluronate (Healon): A dose-ranging study in rheumatoid arthritis and osteoarthritis", J. DRUG DEV., vol. 4, 1991, pages 93 - 99
M. KAWABATA; M. IGARASHI; R. MIKAMI; S. NINOMIYA; H. ODA: "Clinical evaluations of SLM-10 (sodium hyaluronate injection) in patients with osteoarthritis of the knee", YAKURI TO CHIRYO, vol. 21, 1993, pages 257 - 283
J.R.E. FRASER; T.C. LAURENT; U.B.G. LAURENT: "Hyaluronan: its nature, distribution, functions, and turnover", J. INTERN. MED., vol. 242, no. 1, 1997, pages 27 - 33
T.C. LAURENT; J.R.E. FRASER, HYALURONAN, FASEB J., vol. 6, 1992, pages 2397 - 2404
U.B.G. LAURENT; R.K. REED: "Turnover of hyaluronan in the tissue", ADV. DRUG DELIVERY REV., vol. 7, 1991, pages 237 - 56
Y. S. SOH: "Hyaluronic acid: properties and application", POLYMER (KOREA, vol. 12, 1988
V. CRESCENZI; A. FRANCESCANGELI; D. RENIER; D. BELLINI: "New cross-linked and sulfated derivatives of partially deacetylated hyaluronan: Synthesis and preliminary characterization", BIOPOLYMERS, vol. 64, 2002, pages 86 - 94
S. OERTHER; A-C MAURIN; E. PAYAN; P. HUBERT; F. LAPICQUE; N. PRESLE; J. DEXHEIMER; P. NETTER; F. LAPICQUE: "High Interaction alginate-hyaluronate associations by hyaluronate deacetylation for the preparation of efficient biomaterials", BIOPOLYME, vol. 54, 2000, pages 273 - 281
J BIOMED MATER RES A., vol. 86, no. 3, 2008, pages 685 - 93
HAHN SK; PARK JK; TOMIMATSU T; SHIMOBOJI T.: "Synthesis and degradation test of hyaluronic acid hydrogels", INT J BIOL MACROMOL., vol. 40, no. 4, 2007, pages 374 - 80
V. CRESCENZI; A. FRANCESCANGELI; D. RENIER; D. BELLINI: "New hyaluronan chemical derivatives", REGIOSELECTIVELY C (6) OXIDIZED PRODUCTS, MACROMOLECULES, vol. 34, 2001, pages 6367 - 6372
S. OERTHER; A-C MAURIN; E. PAYAN; P. HUBERT; F. LAPICQUE; N. PRESLE; J. DEXHEIMER; P. NETTER; F. LAPICQUE: "High Interaction alginate-hyaluronate associations by hyaluronate deacetylation for the preparation of efficient biomaterials", BIOPOLYMER, vol. 54, 2000, pages 273 - 281
MUCOR ROUXII, EUR. J. BIOCHEM., vol. 55, 1975, pages 71 - 78
MARTINOU A; KAFETZOPOULOS D; BOURIOTIS V.: "Chitin deacetylation by enzymatic means: monitoring of deacetylation process", CARBOHYD. RES., vol. 273, 1995, pages 235 - 242
ITO T; FRASER IP; YEO Y; HIGHLEY CB; BELLAS E; KOHANE DS.: "Anti-inflammatory function of an in situ cross-linkable conjugate hydrogel of hyaluronic acid and dexamethasone", BIOMATERIALS, vol. 28, no. 10, April 2007 (2007-04-01), pages 1778 - 86
See also references of EP 2581444A4
Attorney, Agent or Firm:
ERUUM PATENT & LAW FRIM (KR)
특허법인 이룸 (KR)
특허법인 이룸 (KR)
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