DK2828300T3 - Fremgangsmåde til produktion af chitosan med lavt indhold af endotoxin - Google Patents

Fremgangsmåde til produktion af chitosan med lavt indhold af endotoxin Download PDF

Info

Publication number
DK2828300T3
DK2828300T3 DK13719131.8T DK13719131T DK2828300T3 DK 2828300 T3 DK2828300 T3 DK 2828300T3 DK 13719131 T DK13719131 T DK 13719131T DK 2828300 T3 DK2828300 T3 DK 2828300T3
Authority
DK
Denmark
Prior art keywords
chitosan
acid
endotoxin
alkali
mixture
Prior art date
Application number
DK13719131.8T
Other languages
English (en)
Inventor
June Gladman
Craig Hardy
Andrew Hoggarth
Original Assignee
Medtrade Products Ltd
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 Medtrade Products Ltd filed Critical Medtrade Products Ltd
Application granted granted Critical
Publication of DK2828300T3 publication Critical patent/DK2828300T3/da

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
    • C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
    • C08B37/0024—Homoglycans, 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
    • C08B37/0027—2-Acetamido-2-deoxy-beta-glucans; Derivatives thereof
    • C08B37/003—Chitin, 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/70—Carbohydrates; Sugars; Derivatives thereof
    • A61K31/715—Polysaccharides, i.e. having more than five saccharide radicals attached to each other by glycosidic linkages; Derivatives thereof, e.g. ethers, esters
    • A61K31/716—Glucans
    • A61K31/722—Chitin, chitosan
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
    • A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
    • A61L15/22—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons containing macromolecular materials
    • A61L15/28—Polysaccharides or their derivatives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L26/00—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
    • A61L26/0009—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form containing macromolecular materials
    • A61L26/0023—Polysaccharides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L26/00—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
    • A61L26/0061—Use of materials characterised by their function or physical properties
    • A61L26/0066—Medicaments; Biocides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L26/00—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
    • A61L26/0061—Use of materials characterised by their function or physical properties
    • A61L26/008—Hydrogels or hydrocolloids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L26/00—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
    • A61L26/0061—Use of materials characterised by their function or physical properties
    • A61L26/009—Materials resorbable by the body
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00—Drugs for disorders of the blood or the extracellular fluid
    • A61P7/04—Antihaemorrhagics; Procoagulants; Haemostatic agents; Antifibrinolytic agents
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
    • C08B37/0003—General processes for their isolation or fractionation, e.g. purification or extraction from biomass
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L5/00—Compositions of polysaccharides or of their derivatives not provided for in groups C08L1/00 or C08L3/00
    • C08L5/08—Chitin; Chondroitin sulfate; Hyaluronic acid; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
    • A61L2300/20—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices containing or releasing organic materials
    • A61L2300/23—Carbohydrates
    • A61L2300/232—Monosaccharides, disaccharides, polysaccharides, lipopolysaccharides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
    • A61L2300/40—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a specific therapeutic activity or mode of action
    • A61L2300/404—Biocides, antimicrobial agents, antiseptic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
    • A61L2300/40—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a specific therapeutic activity or mode of action
    • A61L2300/418—Agents promoting blood coagulation, blood-clotting agents, embolising agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2400/00—Materials characterised by their function or physical properties
    • A61L2400/04—Materials for stopping bleeding

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Medicinal Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Epidemiology (AREA)
  • Polymers & Plastics (AREA)
  • Molecular Biology (AREA)
  • Biochemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Hematology (AREA)
  • Dispersion Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Diabetes (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Sustainable Development (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Materials For Medical Uses (AREA)
  • Medicinal Preparation (AREA)

Claims (13)

1. Fremgangsmåde til produktion af et alkali-chitosan med lavt indhold af endotoxin, hvilken fremgangsmåde omfatter følgende trin: (a) at bringe chitosan i kontakt med en alkalisk opløsning med en koncentration på fra 0,01 M til 0,2 M for dannelse en blanding; og (b) at lade blandingen stå i det mindste 12 timer.
2. Fremgangsmåde ifølge krav 1, hvor fremgangsmåden yderligere omfatter et trin (c) med tørring af blandingen, hvor tørringstrinnet eventuelt udføres i en ovn.
3. Fremgangsmåde ifølge ethvert af de foregående krav, hvor alkaliopløsningen omfatter en alkali- eller alkalisk jordkomponent valgt blandt følgende, enten alene eller i kombination: metalhydroxider, metalcarbonater, metalbisulfiter, metalpersilikater, konjugerede baser og ammoniumhydroxid, hvor metallet eventuelt er valgt blandt natrium, kalium, calcium eller magnesium og hvor den alkaliske komponent eventuelt er valgt blandt natriumhydroxid, kaliumhydroxid eller natriumcarbonat; og/eller hvor den alkaliske opløsning sprøjtes på chitosanet eller chitosanet blandes med den alkaliske opløsning.
4. Fremgangsmåde ifølge ethvert af de foregående krav, hvor blandingen henstår i det mindste 48 timer i trin (b) og eventuelt i omkring to til fire uger; og/eller hvor blandingen henstår i en ren beholder og/eller under en inaktiv atmosfære.
5. Fremgangsmåde ifølge ethvert af de foregående krav, hvor blandingen yderligere omfatter et konserveringsmiddel eventuelt valgt blandt sølvioner, zinkioner, chlor-hexadin eller kombinationer deraf.
6. Alkalisk chitosan med lavt endotoxinindhold opnåeligt ved fremgangsmåden ifølge ethvert af kravene 1 til 5; eller et neutralt chitosan, et chitosansalt eller et chitosanderivat med lavt endotoxinindhold, som kan opnås ved fremgangsmåden ifølge ethvert af kravene 7 til 11.
7. Fremgangsmåde til fremstilling af neutralt chitosan, et chitosansalt eller et chitosanderivat med lavt endotoxinindhold, omfattende trinnene med at bringe et alkalisk chitosan fremstillet ved fremgangsmåden ifølge ethvert af kravene 1 til 5 i kontakt med en syre.
8. Fremgangsmåde ifølge krav 7, hvor trinnet med et bringe det alkaliske chitosan i kontakt med en syre udføres før tørringstrinnet (c) ifølge ethvert af kravene 2 til 5; og hvor syren eventuelt sprøjtes på det alkaliske chitosan eller det alkaliske chitosan blandes med syren.
9. Fremgangsmåde ifølge ethvert af kravene 7 til 8, hvor syren vælges blandt følgende, enten alene eller i kombination: organiske syrer eventuelt valgt blandt følgende, enten alene eller i kombination: eddikesyre, vinsyre, citronsyre, ascorbinsyre, acetylsalicylsyre, gluconsyre og mælkesyre; carboxylsyrer; fedtsyrer eventuelt valgt blandt følgende, enten alene eller i kombination: myristoleinsyre, palmitoleinsyre, sapiensyre, oleinsyre, elaidinsyre, vaccensyre, linoleinsyre, linoelaidinsyre, α-linolensyre, arachidonsyre, eicosapentaensyre, erucasyre, docosahexaensyre, caprylsyre, caprinsyre, laurinsyre, myristinsyre, palmitinsyre, stearinsyre, arachidinsyre, behensyre, lignocerinsyre, cero-tinsyre; aminosyrer eventuelt valgt blandt følgende, enten alene eller i kombination: histidin, lysin, asparaginsyre, glutaminsyre, glutamin, glycin, prolin, taurin; Lewis-syrer; monoprotiske syrer; diprotiske syrer; polyprotiske syrer; nucleinsyrer; og mineralske syrer eventuelt valgt blandt følgende enten alene eller i kombination: saltsyre, svovlsyre og salpetersyre, og/eller hvor syren har en koncentration på 1 M.
10. Fremgangsmåde ifølge ethvert af kravene 7 til 9, hvor syren foreligger som en syrevæske omfattende syren og et ikke-opløsningsmiddel, eventuelt valgt blandt ethyl-lactat, ethylacetat, methylacetat, ethanol, acetone, 80:20 blanding af ethanokvand eller blandinger deraf; og hvor forholdet mellem chitosan og syrevæske eventuelt er fra 5:1 til 1:5; og/eller hvor det alkaliske chitosan blandes med syren i 5 minutter.
11. Fremgangsmåde ifølge ethvert af kravene 7 til 10, som yderligere omfatter trinnet med tørring af reaktionsproduktet, hvor tørringstrinnet eventuelt udføres i en ovn eller ved filtrering af produktet igennem en lufttørrer.
12. Chitosansalt med lavt endotoxinindhold ifølge krav 6, til anvendelse som et hæmo-statikum til standsning af blodstrømning eller til anvendelse i en sårforbinding til overfladisk ikke-livstruende blødning eller livstruende blødning.
13. Hæmostatisk sårforbinding omfattende et chitosansalt med lavt endotoxinindhold ifølge krav 6.
DK13719131.8T 2012-03-23 2013-03-25 Fremgangsmåde til produktion af chitosan med lavt indhold af endotoxin DK2828300T3 (da)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GBGB1205174.4A GB201205174D0 (en) 2012-03-23 2012-03-23 Process for producing low endotoxin chitosan
PCT/GB2013/050775 WO2013140190A1 (en) 2012-03-23 2013-03-25 Process for producing low endotoxin chitosan

Publications (1)

Publication Number Publication Date
DK2828300T3 true DK2828300T3 (da) 2018-05-22

Family

ID=46087039

Family Applications (1)

Application Number Title Priority Date Filing Date
DK13719131.8T DK2828300T3 (da) 2012-03-23 2013-03-25 Fremgangsmåde til produktion af chitosan med lavt indhold af endotoxin

Country Status (15)

Country Link
US (2) US11485798B2 (da)
EP (1) EP2828300B1 (da)
JP (1) JP6226950B2 (da)
CN (2) CN113773411A (da)
AU (1) AU2013237185B2 (da)
BR (1) BR112014023585B1 (da)
CA (1) CA2868148C (da)
DK (1) DK2828300T3 (da)
ES (1) ES2667271T3 (da)
GB (2) GB201205174D0 (da)
IN (1) IN2014DN08783A (da)
NO (1) NO2828300T3 (da)
PL (1) PL2828300T3 (da)
PT (1) PT2828300T (da)
WO (1) WO2013140190A1 (da)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB201309607D0 (en) * 2013-05-29 2013-07-10 Medtrade Products Ltd Process for producing low endotoxin chitosan
GB201309606D0 (en) * 2013-05-29 2013-07-10 Medtrade Products Ltd Process for producing low endotoxin chitosan
GB2514597A (en) 2013-05-30 2014-12-03 Medtrade Products Ltd Degradable haemostat composition
GB2514592A (en) * 2013-05-30 2014-12-03 Medtrade Products Ltd Degradable haemostat composition
US9259357B2 (en) 2014-04-16 2016-02-16 Loma Linda University Composition, preparation, and use of chitosan shards for biomedical applications
CN105256650B (zh) * 2015-10-05 2017-03-29 福建农林大学 一种纳米纤维素固载乳酸/壳聚糖载药纳米微球多功能造纸涂料及其制备方法
CN116253809A (zh) * 2023-04-19 2023-06-13 广州润虹医药科技股份有限公司 一种去除壳聚糖中内毒素的方法

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4195175A (en) * 1978-01-03 1980-03-25 Johnson Edwin L Process for the manufacture of chitosan
US4946870A (en) * 1986-06-06 1990-08-07 Union Carbide Chemicals And Plastics Company Inc. Delivery systems for pharmaceutical or therapeutic actives
US5169535A (en) 1989-09-22 1992-12-08 Kurita Water Industries Ltd. Method of removing endotoxin
JP2000256403A (ja) * 1999-03-05 2000-09-19 Ymc Co Ltd 部分アシル化キトサン粒子およびその製造法
US7080688B2 (en) * 2003-08-14 2006-07-25 Halliburton Energy Services, Inc. Compositions and methods for degrading filter cake
US7125967B2 (en) * 2003-10-08 2006-10-24 Adjuvant Pharmaceuticals, Llc Water-soluble chitosan having low endotoxin concentration and methods for making and using the same
CN1833732A (zh) * 2005-03-17 2006-09-20 李毅彬 一种抗菌医用敷料的制造方法及其用途
SI1917218T1 (sl) * 2005-06-14 2017-12-29 Genis Hf. Sestavki delno deacetiliranih hitinskih derivatov
CA2848648C (en) * 2006-06-02 2017-10-10 Synedgen, Inc. Chitosan-derivative compounds and methods of controlling microbial populations
US20080248508A1 (en) * 2006-08-17 2008-10-09 Shenda Baker Methods of making a chitosan product having an ultra-low endotoxin concentration and the ultra-low endotoxin chitosan product derived therefrom and method of accurately determining inflammatory and anti-inflammatory cellular response to such materials
WO2008063503A2 (en) * 2006-11-13 2008-05-29 Hawaii Chitopure, Inc. Methods of making a chitosan product having an ultra-low endotoxin concentration and the ultra-low endotoxin chitosan product derived therefrom and method of accurately determining inflammatory and anti-inflammatory cellular response to such materials.
GB2461019B (en) * 2008-04-25 2013-06-05 Medtrade Products Ltd Haemostatic material
GB2463523B (en) * 2008-09-17 2013-05-01 Medtrade Products Ltd Wound care device
CN101579353A (zh) * 2009-06-09 2009-11-18 中国人民解放军第二军医大学 温敏性几丁糖制剂及其制备与应用
JP5653068B2 (ja) * 2010-05-06 2015-01-14 焼津水産化学工業株式会社 低分子量キトサンの製造方法
CN102086239A (zh) * 2011-01-17 2011-06-08 西南大学 抗凝血蚕蛹壳聚糖衍生物的制备方法

Also Published As

Publication number Publication date
ES2667271T3 (es) 2018-05-10
AU2013237185B2 (en) 2017-10-05
US11485798B2 (en) 2022-11-01
JP6226950B2 (ja) 2017-11-08
US20150080335A1 (en) 2015-03-19
CN113773411A (zh) 2021-12-10
IN2014DN08783A (da) 2015-05-22
GB201305417D0 (en) 2013-05-08
CN104603155B (zh) 2021-08-17
PT2828300T (pt) 2018-04-09
AU2013237185A1 (en) 2014-11-13
CA2868148C (en) 2019-05-28
EP2828300B1 (en) 2018-01-31
CA2868148A1 (en) 2013-09-26
NO2828300T3 (da) 2018-06-30
GB2500817A (en) 2013-10-02
BR112014023585A2 (da) 2017-06-20
CN104603155A (zh) 2015-05-06
PL2828300T3 (pl) 2018-09-28
JP2015511663A (ja) 2015-04-20
BR112014023585B1 (pt) 2022-01-04
US11498981B2 (en) 2022-11-15
GB201205174D0 (en) 2012-05-09
WO2013140190A1 (en) 2013-09-26
EP2828300A1 (en) 2015-01-28
US20160168277A1 (en) 2016-06-16

Similar Documents

Publication Publication Date Title
DK2828300T3 (da) Fremgangsmåde til produktion af chitosan med lavt indhold af endotoxin
CA2913678C (en) Process for producing low endotoxin chitosan
JP7339378B2 (ja) 低エンドトキシンのキトサンの製造方法