EA201491084A1 - Способ одновременного замещения и сшивки полисахарида по его гидроксильным функциональным группам - Google Patents

Способ одновременного замещения и сшивки полисахарида по его гидроксильным функциональным группам

Info

Publication number
EA201491084A1
EA201491084A1 EA201491084A EA201491084A EA201491084A1 EA 201491084 A1 EA201491084 A1 EA 201491084A1 EA 201491084 A EA201491084 A EA 201491084A EA 201491084 A EA201491084 A EA 201491084A EA 201491084 A1 EA201491084 A1 EA 201491084A1
Authority
EA
Eurasian Patent Office
Prior art keywords
polysaccharide
functional groups
hydroxyl functional
simultaneous replacement
bonding
Prior art date
Application number
EA201491084A
Other languages
English (en)
Other versions
EA026886B1 (ru
Inventor
Жереми Бон Бетамп
Эстелль Пирон
Original Assignee
Лаборатуар Виваси
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Лаборатуар Виваси filed Critical Лаборатуар Виваси
Publication of EA201491084A1 publication Critical patent/EA201491084A1/ru
Publication of EA026886B1 publication Critical patent/EA026886B1/ru

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B37/00Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
    • C08B37/0006Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/70Carbohydrates; Sugars; Derivatives thereof
    • A61K31/715Polysaccharides, i.e. having more than five saccharide radicals attached to each other by glycosidic linkages; Derivatives thereof, e.g. ethers, esters
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/70Carbohydrates; Sugars; Derivatives thereof
    • A61K31/715Polysaccharides, i.e. having more than five saccharide radicals attached to each other by glycosidic linkages; Derivatives thereof, e.g. ethers, esters
    • A61K31/716Glucans
    • A61K31/717Celluloses
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/70Carbohydrates; Sugars; Derivatives thereof
    • A61K31/715Polysaccharides, i.e. having more than five saccharide radicals attached to each other by glycosidic linkages; Derivatives thereof, e.g. ethers, esters
    • A61K31/716Glucans
    • A61K31/722Chitin, chitosan
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/70Carbohydrates; Sugars; Derivatives thereof
    • A61K31/715Polysaccharides, i.e. having more than five saccharide radicals attached to each other by glycosidic linkages; Derivatives thereof, e.g. ethers, esters
    • A61K31/726Glycosaminoglycans, i.e. mucopolysaccharides
    • A61K31/728Hyaluronic acid
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/70Carbohydrates; Sugars; Derivatives thereof
    • A61K31/715Polysaccharides, i.e. having more than five saccharide radicals attached to each other by glycosidic linkages; Derivatives thereof, e.g. ethers, esters
    • A61K31/738Cross-linked polysaccharides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • A61K8/735Mucopolysaccharides, e.g. hyaluronic acid; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/08Anti-ageing preparations
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/02Acyclic radicals, not substituted by cyclic structures
    • C07H15/12Acyclic radicals, not substituted by cyclic structures attached to a nitrogen atom of the saccharide radical
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B15/00Preparation of other cellulose derivatives or modified cellulose, e.g. complexes
    • C08B15/005Crosslinking of cellulose derivatives
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B37/00Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B37/00Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
    • C08B37/0003General processes for their isolation or fractionation, e.g. purification or extraction from biomass
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B37/00Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
    • C08B37/0006Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
    • C08B37/0024Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid beta-D-Glucans; (beta-1,3)-D-Glucans, e.g. paramylon, coriolan, sclerotan, pachyman, callose, scleroglucan, schizophyllan, laminaran, lentinan or curdlan; (beta-1,6)-D-Glucans, e.g. pustulan; (beta-1,4)-D-Glucans; (beta-1,3)(beta-1,4)-D-Glucans, e.g. lichenan; Derivatives thereof
    • C08B37/00272-Acetamido-2-deoxy-beta-glucans; Derivatives thereof
    • C08B37/003Chitin, i.e. 2-acetamido-2-deoxy-(beta-1,4)-D-glucan or N-acetyl-beta-1,4-D-glucosamine; Chitosan, i.e. deacetylated product of chitin or (beta-1,4)-D-glucosamine; Derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B37/00Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
    • C08B37/006Heteroglycans, i.e. polysaccharides having more than one sugar residue in the main chain in either alternating or less regular sequence; Gellans; Succinoglycans; Arabinogalactans; Tragacanth or gum tragacanth or traganth from Astragalus; Gum Karaya from Sterculia urens; Gum Ghatti from Anogeissus latifolia; Derivatives thereof
    • C08B37/0063Glycosaminoglycans or mucopolysaccharides, e.g. keratan sulfate; Derivatives thereof, e.g. fucoidan
    • C08B37/0072Hyaluronic acid, i.e. HA or hyaluronan; Derivatives thereof, e.g. crosslinked hyaluronic acid (hylan) or hyaluronates
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L1/00Compositions of cellulose, modified cellulose or cellulose derivatives
    • C08L1/08Cellulose derivatives
    • C08L1/26Cellulose ethers
    • C08L1/28Alkyl ethers
    • C08L1/286Alkyl ethers substituted with acid radicals, e.g. carboxymethyl cellulose [CMC]
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L5/00Compositions of polysaccharides or of their derivatives not provided for in groups C08L1/00 or C08L3/00
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L5/00Compositions of polysaccharides or of their derivatives not provided for in groups C08L1/00 or C08L3/00
    • C08L5/08Chitin; Chondroitin sulfate; Hyaluronic acid; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/80Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
    • A61K2800/91Injection
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/30Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/36Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/0012Galenical forms characterised by the site of application
    • A61K9/0019Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Polymers & Plastics (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • Epidemiology (AREA)
  • Biochemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Materials Engineering (AREA)
  • Dermatology (AREA)
  • Birds (AREA)
  • Gerontology & Geriatric Medicine (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Biotechnology (AREA)
  • Genetics & Genomics (AREA)
  • Sustainable Development (AREA)
  • Inorganic Chemistry (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)
  • Processes Of Treating Macromolecular Substances (AREA)

Abstract

Изобретение относится к способу одновременного замещения и сшивания полисахарида по его гидроксильным группам в водной фазе, включающему стадии, на которых полисахарид вносят в водную среду, смешивают полисахарид по меньшей мере с одним предшественником заместителя, смешивают полисахарид со сшивающим агентом, получают и выделяют замещенный и сшитый полисахарид, причем способ осуществляют в присутствии кислотного или основного катализатора, концентрация которого составляет от 3,16×10до 0,32 моль/л, и при температуре менее чем 60°С. В одном из вариантов осуществления полисахарид находится в виде геля или гидрогеля, который применяют, в частности, в качестве биоматериала для заполнения.
EA201491084A 2011-12-02 2012-12-03 Способ одновременного замещения и сшивки полисахарида по его гидроксильным функциональным группам EA026886B1 (ru)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201161566258P 2011-12-02 2011-12-02
FR1161125A FR2983483B1 (fr) 2011-12-02 2011-12-02 Procede de substitution et reticulation simultanees d'un polysaccharide via ses fonctions hydroxyles
PCT/FR2012/052781 WO2013079889A1 (fr) 2011-12-02 2012-12-03 Procédé de substitution et réticulation simultanées d'un polysaccharide via ses fonctions hydroxyles

Publications (2)

Publication Number Publication Date
EA201491084A1 true EA201491084A1 (ru) 2014-11-28
EA026886B1 EA026886B1 (ru) 2017-05-31

Family

ID=45563314

Family Applications (1)

Application Number Title Priority Date Filing Date
EA201491084A EA026886B1 (ru) 2011-12-02 2012-12-03 Способ одновременного замещения и сшивки полисахарида по его гидроксильным функциональным группам

Country Status (9)

Country Link
US (1) US9175097B2 (ru)
EP (1) EP2785745B1 (ru)
KR (2) KR20190104074A (ru)
CN (1) CN104024277B (ru)
BR (1) BR112014013155B1 (ru)
EA (1) EA026886B1 (ru)
FR (1) FR2983483B1 (ru)
IL (1) IL232790B (ru)
WO (1) WO2013079889A1 (ru)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2699562C1 (ru) * 2019-05-27 2019-09-06 Федеральное государственное бюджетное учреждение науки Институт химии Дальневосточного отделения Российской академии наук (ИХ ДВО РАН) Способ получения пористых материалов на основе хитозана

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2991876B1 (fr) 2012-06-13 2014-11-21 Vivacy Lab Composition, en milieu aqueux, comprenant au moins un acide hyaluronique et au moins un sel hydrosoluble de sucrose octasulfate
FR2994846B1 (fr) 2012-08-29 2014-12-26 Vivacy Lab Composition, sterilisee, comprenant au moins un acide hyaluronique et de l'ascorbyl phosphate de magnesium
CN102863631B (zh) * 2012-09-29 2013-11-13 杭州嘉伟生物制品有限公司 外科整形用组织填充剂交联透明质酸钠凝胶及其制备方法
US9155757B2 (en) 2013-10-07 2015-10-13 Laboratoires Vivacy Methods and kits for treating vaginal and vulvar vestibule mucosa disorders
FR3015290B1 (fr) 2013-12-23 2017-01-13 Lab Vivacy Compositions d'acide hyaluronique compreant de la mepivacaine
FR3036035B1 (fr) 2015-05-11 2018-10-05 Laboratoires Vivacy Compositions comprenant au moins un polyol et au moins un anesthesique
US10004824B2 (en) 2015-05-11 2018-06-26 Laboratoires Vivacy Compositions comprising at least one polyol and at least one anesthetic
EP3328351A1 (en) 2015-07-27 2018-06-06 Galderma S.A. A process for efficient cross-linking of hyaluronic acid
WO2017102001A1 (fr) 2015-12-16 2017-06-22 Vplus International Sa Composition d'acide hyaluronique pour injections peniennes
FR3058064B1 (fr) 2016-10-28 2020-08-07 Lab Vivacy Composition a base d'acide hyaluronique comprenant de la mepivacaine
CN106832056B (zh) * 2017-02-24 2019-08-06 中国药科大学 硫酸化透明质酸2-辛基十二醇酯
BR112019020724A2 (pt) * 2017-04-05 2020-05-12 Gelesis, Llc Materiais superabsorventes melhorados e métodos de produção dos mesmos
FR3095206B1 (fr) * 2019-04-17 2021-11-05 Lab Vivacy Procede de reticulation d’un polymere
EP4038105B1 (en) * 2019-10-01 2024-01-10 Biopolimeri S.r.l. A hyperbranched polyglycerol polyglycidyl ether and its use as crosslinker for polysaccharides
CN111154010B (zh) * 2020-01-03 2021-12-31 壹启科技有限公司 一种医用阳离子聚合物生物高分子材料及制备方法与应用
FR3111903B1 (fr) 2020-06-24 2022-12-02 Lab Vivacy Procede d’incorporation de composes organiques en solution au sein d’un hydrogel
FR3113522A1 (fr) 2020-08-20 2022-02-25 Laboratoires Vivacy procédé d’évaluation des caractéristiques rhéologiques d’un gel
KR102483189B1 (ko) * 2020-11-17 2022-12-30 동국제약 주식회사 가교 폴리감마글루탐산 하이드로겔의 제조방법
EP4177276A1 (fr) 2021-11-06 2023-05-10 Laboratoires Vivacy Composition, sous forme de solution aqueuse comprenant au moins un compose macromoleculaire
CN114702607B (zh) * 2022-02-21 2023-02-10 中国海洋大学 一种水溶性羟甲基丙基壳聚糖及其制备方法
FR3135399A1 (fr) 2022-03-30 2023-11-17 Laboratoires Vivacy émulsion comprenant un hydrogel et de la graisse ou un dérivé de graisse

Family Cites Families (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3046272A (en) 1958-11-24 1962-07-24 Scholten Chemische Fab Polysaccharide-sultone reaction products
US4175183A (en) * 1977-03-01 1979-11-20 Development Finance Corporation Of New Zealand Hydroxyalkylated cross-linked regenerated cellulose and method of preparation thereof
US4321367A (en) * 1980-09-02 1982-03-23 The Dow Chemical Company Method for the preparation of cross-linked polysaccharide ethers
US4716224A (en) 1984-05-04 1987-12-29 Seikagaku Kogyo Co. Ltd. Crosslinked hyaluronic acid and its use
SE442820B (sv) 1984-06-08 1986-02-03 Pharmacia Ab Gel av tverbunden hyaluronsyra for anvendning som glaskroppssubstitut
US4863907A (en) 1984-06-29 1989-09-05 Seikagaku Kogyo Co., Ltd. Crosslinked glycosaminoglycans and their use
US5128326A (en) 1984-12-06 1992-07-07 Biomatrix, Inc. Drug delivery systems based on hyaluronans derivatives thereof and their salts and methods of producing same
US4582865A (en) 1984-12-06 1986-04-15 Biomatrix, Inc. Cross-linked gels of hyaluronic acid and products containing such gels
US4605691A (en) 1984-12-06 1986-08-12 Biomatrix, Inc. Cross-linked gels of hyaluronic acid and products containing such gels
SE8501022L (sv) 1985-03-01 1986-09-02 Pharmacia Ab Format alster och forfarande for dess framstellning
US4713448A (en) 1985-03-12 1987-12-15 Biomatrix, Inc. Chemically modified hyaluronic acid preparation and method of recovery thereof from animal tissues
US4818302A (en) 1986-02-07 1989-04-04 Aluminum Company Of America Method of heat treatment
IT1198449B (it) 1986-10-13 1988-12-21 F I D I Farmaceutici Italiani Esteri di alcoli polivalenti di acido ialuronico
DE3742104A1 (de) 1987-12-11 1989-06-22 Wolff Walsrode Ag Sulfoethylcellulose mit hervorragender loesungsqualitaet und verfahren zu ihrer herstellung
IT1219587B (it) 1988-05-13 1990-05-18 Fidia Farmaceutici Polisaccaridi carbossiilici autoreticolati
CN1016786B (zh) * 1989-04-26 1992-05-27 中国科学院广州化学研究所 一步法合成交联羧甲基羟丙基纤维素复合醚工艺
GR920100122A (el) 1991-04-05 1993-03-16 Ethicon Inc Πολυσακχαρίτες οι οποίοι περιέχουν καρβοξύλιο με σταυροειδείς δεσμούς δια την πρόληψιν της προσφύσεως.
US5612321A (en) 1995-06-22 1997-03-18 Hercules Incorporated Antioxidant grafted polysaccharides
ITPD980037A1 (it) 1998-02-25 1999-08-25 Fidia Advanced Biopolymers Srl Acido ialuronico solfatato e i suoi derivati legati covalentemente a polimeri sintetici pe la preparazione di biomateriali e per il rivesti
BRPI0413086A (pt) 2003-07-30 2006-10-03 Anteis Sa matriz complexa, utilização da mesma, e processo de preparação de uma matriz biocompatìvel pouco biodegradável
CN1259363C (zh) * 2003-09-05 2006-06-14 上海盟雷医疗器械科技有限公司 一种透明质酸凝胶及其制备方法
EP1942117A1 (en) * 2006-12-29 2008-07-09 Sigea S.R.L. Derivatives of acid polysaccharides
CN102093481A (zh) * 2009-12-10 2011-06-15 上海长光企业发展有限公司 一种速溶羧甲基纤维素的制备方法
WO2011148116A2 (fr) * 2010-05-27 2011-12-01 Laboratoire Idenov Acide hyaluronique modifie, procede de fabrication et utilisations

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2699562C1 (ru) * 2019-05-27 2019-09-06 Федеральное государственное бюджетное учреждение науки Институт химии Дальневосточного отделения Российской академии наук (ИХ ДВО РАН) Способ получения пористых материалов на основе хитозана

Also Published As

Publication number Publication date
EA026886B1 (ru) 2017-05-31
FR2983483A1 (fr) 2013-06-07
FR2983483B1 (fr) 2014-11-14
BR112014013155A2 (pt) 2017-06-13
CN104024277A (zh) 2014-09-03
EP2785745A1 (fr) 2014-10-08
US20130172288A1 (en) 2013-07-04
WO2013079889A1 (fr) 2013-06-06
EP2785745B1 (fr) 2024-02-21
IL232790B (en) 2018-01-31
KR20140098214A (ko) 2014-08-07
IL232790A0 (en) 2014-07-31
KR20190104074A (ko) 2019-09-05
US9175097B2 (en) 2015-11-03
CN104024277B (zh) 2018-11-06
BR112014013155B1 (pt) 2021-03-09

Similar Documents

Publication Publication Date Title
EA201491084A1 (ru) Способ одновременного замещения и сшивки полисахарида по его гидроксильным функциональным группам
FI12005U1 (fi) Sideainekoostumus
ATE536192T1 (de) Vernetzte hyaluronsäure und kollagen und ihre verwendungen
BR112016014853A8 (pt) cartucho adsorvente, método para regenerar ou purificar fluido de diálise, sistema de diálise para regenerar ou purificar fluido usado de diálise e método para fabricar um cartucho adsorvente
WO2014066744A3 (en) Anti-complement c1s antibodies and uses thereof
WO2013048222A3 (ko) 실리카 합성 펩타이드 및 이의 용도
BRPI1012691A2 (pt) processo para a produção de géis nano-fibrilares de celulose, processo para intensificar a eficiência de produção de géis nano-fibrilares de celulose, gel nano-fibrilar de celulose, e, uso de um gel neno-fibrilar de celulose.
BR112013021134A2 (pt) moduladores e métodos de uso
BR112013005116A2 (pt) moduladores e métodos de uso
EA200970580A1 (ru) Таннат разагилина
EA201891264A3 (ru) Антагонисты st2l и способы их применения
EA201490559A1 (ru) Композиция для лечения свища
WO2015056237A3 (en) Purification of proteins
PH12015501687A1 (en) Novel binding proteins from pcsk9
EA201492184A1 (ru) Способы лечения метаболического синдрома путем модулирования белка теплового шока (hsp) 90-бета
WO2011160641A3 (en) Hydrophilic gels from polyurethane-based photoinitiators
BR112012018153A2 (pt) Gel de óleo
EA201390713A1 (ru) Противовоспалительные белки и способы их получения и применения
FI20115328A (fi) Uusia kutinaaseja, niiden tuottaminen ja käytöt
BR112015029081A2 (pt) Célula hospedeira myceliophthora thermophila expressando uma enzima beta-xilosidase recombinante, enzima beta-xilosidase recombinante expressada por meio da mesma, composição, uso de célula hospedeira, enzima beta-xilosidase ou composição e métodos de produção de açúcares fermentescíveis e de produção de bioproduto a partir de biomassa
WO2011085134A8 (en) Methods and compositions for the diagnosis, prognosis and treatment of cancer
EA201501137A1 (ru) Биомаркеры генной экспрессии и их использование для диагностического и прогностического применения у пациентов, потенциально нуждающихся в лечении ингибитором hdac
BR112015009970A2 (pt) uso de um copolímero solúvel em água para preparar uma suspensão aquosa de cal
WO2013137922A3 (en) Functionalization and purification of molecules by reversible group exchange
WO2013004925A3 (fr) Utilisations de carbenes en solution comme catalyseurs de polycondensation d'organopolysiloxanes

Legal Events

Date Code Title Description
MM4A Lapse of a eurasian patent due to non-payment of renewal fees within the time limit in the following designated state(s)

Designated state(s): AM AZ BY KZ KG TJ TM