SI2367940T1 - Mutirane penicilin G acilaze - Google Patents
Mutirane penicilin G acilaze Download PDFInfo
- Publication number
- SI2367940T1 SI2367940T1 SI200931814T SI200931814T SI2367940T1 SI 2367940 T1 SI2367940 T1 SI 2367940T1 SI 200931814 T SI200931814 T SI 200931814T SI 200931814 T SI200931814 T SI 200931814T SI 2367940 T1 SI2367940 T1 SI 2367940T1
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- Prior art keywords
- acylase
- penicillin
- mutated
- apa
- semi
- Prior art date
Links
- 108010073038 Penicillin Amidase Proteins 0.000 title claims abstract 10
- 101001133633 Escherichia coli Penicillin G acylase Proteins 0.000 claims abstract 2
- 150000001413 amino acids Chemical class 0.000 claims abstract 2
- 238000000034 method Methods 0.000 claims 7
- NGHVIOIJCVXTGV-ALEPSDHESA-N 6-aminopenicillanic acid Chemical compound [O-]C(=O)[C@H]1C(C)(C)S[C@@H]2[C@H]([NH3+])C(=O)N21 NGHVIOIJCVXTGV-ALEPSDHESA-N 0.000 claims 5
- LSQZJLSUYDQPKJ-NJBDSQKTSA-N amoxicillin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=C(O)C=C1 LSQZJLSUYDQPKJ-NJBDSQKTSA-N 0.000 claims 4
- 229960003022 amoxicillin Drugs 0.000 claims 4
- 238000004519 manufacturing process Methods 0.000 claims 4
- LSQZJLSUYDQPKJ-UHFFFAOYSA-N p-Hydroxyampicillin Natural products O=C1N2C(C(O)=O)C(C)(C)SC2C1NC(=O)C(N)C1=CC=C(O)C=C1 LSQZJLSUYDQPKJ-UHFFFAOYSA-N 0.000 claims 4
- NGHVIOIJCVXTGV-UHFFFAOYSA-N 6beta-amino-penicillanic acid Natural products OC(=O)C1C(C)(C)SC2C(N)C(=O)N21 NGHVIOIJCVXTGV-UHFFFAOYSA-N 0.000 claims 3
- ROHFNLRQFUQHCH-UHFFFAOYSA-N Leucine Natural products CC(C)CC(N)C(O)=O ROHFNLRQFUQHCH-UHFFFAOYSA-N 0.000 claims 3
- 125000001909 leucine group Chemical group [H]N(*)C(C(*)=O)C([H])([H])C(C([H])([H])[H])C([H])([H])[H] 0.000 claims 3
- 229930186147 Cephalosporin Natural products 0.000 claims 2
- 229930182555 Penicillin Natural products 0.000 claims 2
- 239000003782 beta lactam antibiotic agent Substances 0.000 claims 2
- 229940124587 cephalosporin Drugs 0.000 claims 2
- 150000001780 cephalosporins Chemical class 0.000 claims 2
- 239000013604 expression vector Substances 0.000 claims 2
- 150000007523 nucleic acids Chemical class 0.000 claims 2
- 102000039446 nucleic acids Human genes 0.000 claims 2
- 108020004707 nucleic acids Proteins 0.000 claims 2
- 239000002132 β-lactam antibiotic Substances 0.000 claims 2
- 229940124586 β-lactam antibiotics Drugs 0.000 claims 2
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 claims 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims 1
- 239000004472 Lysine Substances 0.000 claims 1
- JGSARLDLIJGVTE-MBNYWOFBSA-N Penicillin G Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-MBNYWOFBSA-N 0.000 claims 1
- 235000004279 alanine Nutrition 0.000 claims 1
- 125000003295 alanine group Chemical group N[C@@H](C)C(=O)* 0.000 claims 1
- 235000001014 amino acid Nutrition 0.000 claims 1
- AVKUERGKIZMTKX-NJBDSQKTSA-N ampicillin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=CC=C1 AVKUERGKIZMTKX-NJBDSQKTSA-N 0.000 claims 1
- 229960000723 ampicillin Drugs 0.000 claims 1
- 229960004841 cefadroxil Drugs 0.000 claims 1
- NBFNMSULHIODTC-CYJZLJNKSA-N cefadroxil monohydrate Chemical compound O.C1([C@@H](N)C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)C)C(O)=O)=CC=C(O)C=C1 NBFNMSULHIODTC-CYJZLJNKSA-N 0.000 claims 1
- 229960002588 cefradine Drugs 0.000 claims 1
- 229940106164 cephalexin Drugs 0.000 claims 1
- ZAIPMKNFIOOWCQ-UEKVPHQBSA-N cephalexin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)C)C(O)=O)=CC=CC=C1 ZAIPMKNFIOOWCQ-UEKVPHQBSA-N 0.000 claims 1
- RDLPVSKMFDYCOR-UEKVPHQBSA-N cephradine Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)C)C(O)=O)=CCC=CC1 RDLPVSKMFDYCOR-UEKVPHQBSA-N 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 230000008878 coupling Effects 0.000 claims 1
- 238000010168 coupling process Methods 0.000 claims 1
- 238000005859 coupling reaction Methods 0.000 claims 1
- 238000006911 enzymatic reaction Methods 0.000 claims 1
- 235000013922 glutamic acid Nutrition 0.000 claims 1
- 239000004220 glutamic acid Substances 0.000 claims 1
- 125000000291 glutamic acid group Chemical group N[C@@H](CCC(O)=O)C(=O)* 0.000 claims 1
- 125000003588 lysine group Chemical group [H]N([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(N([H])[H])C(*)=O 0.000 claims 1
- 229940049954 penicillin Drugs 0.000 claims 1
- 150000002960 penicillins Chemical class 0.000 claims 1
- 150000003952 β-lactams Chemical class 0.000 claims 1
- 125000003275 alpha amino acid group Chemical group 0.000 abstract 4
- 238000006467 substitution reaction Methods 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/14—Hydrolases (3)
- C12N9/78—Hydrolases (3) acting on carbon to nitrogen bonds other than peptide bonds (3.5)
- C12N9/80—Hydrolases (3) acting on carbon to nitrogen bonds other than peptide bonds (3.5) acting on amide bonds in linear amides (3.5.1)
- C12N9/84—Penicillin amidase (3.5.1.11)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N15/00—Mutation or genetic engineering; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification; Use of hosts therefor
- C12N15/09—Recombinant DNA-technology
- C12N15/63—Introduction of foreign genetic material using vectors; Vectors; Use of hosts therefor; Regulation of expression
- C12N15/70—Vectors or expression systems specially adapted for E. coli
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P35/00—Preparation of compounds having a 5-thia-1-azabicyclo [4.2.0] octane ring system, e.g. cephalosporin
- C12P35/04—Preparation of compounds having a 5-thia-1-azabicyclo [4.2.0] octane ring system, e.g. cephalosporin by acylation of the substituent in the 7 position
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P37/00—Preparation of compounds having a 4-thia-1-azabicyclo [3.2.0] heptane ring system, e.g. penicillin
- C12P37/04—Preparation of compounds having a 4-thia-1-azabicyclo [3.2.0] heptane ring system, e.g. penicillin by acylation of the substituent in the 6 position
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y305/00—Hydrolases acting on carbon-nitrogen bonds, other than peptide bonds (3.5)
- C12Y305/01—Hydrolases acting on carbon-nitrogen bonds, other than peptide bonds (3.5) in linear amides (3.5.1)
- C12Y305/01011—Penicillin amidase (3.5.1.11), i.e. penicillin-amidohydrolase
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- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biomedical Technology (AREA)
- Mycology (AREA)
- Molecular Biology (AREA)
- Medicinal Chemistry (AREA)
- Physics & Mathematics (AREA)
- Biophysics (AREA)
- Plant Pathology (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Enzymes And Modification Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Claims (12)
- Mutirane penicilin G acilaze Patentni zahtevki1. Mutirana prokariontska penicilin G acilaza,ki ima zaporedje SEQ ID No: 1 ali ima zaporedje, ki ima od 80% do 100% enakost z zaporedjem SEQ ID No: 1, pridobljenim iz divjega tipa penicilin G acilaze, značilna po tem, da ima mutant alanin na položaju B24 in ima levcin na položaju B460, v skladu s številčenjem amino kislin Escherichia coli penicilin G acilaze, ki ima zaporedje prikazano v SEQ ID No: 1.
- 2. Mutirana prokariontska penicilin G acilaza po zahtevku 1, ki ima levcin na položaju A3 ali ima lizin na položaju A90 ali ima glutaminsko kislino na položaju A192 in/ali ima levcin na položaju B148.
- 3. Nukleinska kislina, ki kodira mutirane penicilin G acilazo po kateremkoli predhodnem zahtevku.
- 4. Ekspresijski vektor, ki vsebuje nukleinsko kislino po zahtevku 3.
- 5. Gostiteljska celica, ki vsebuje ekspresijski vektor po zahtevku 4.
- 6. Postopek izdelave mutirane penicilin G acilaze, po kateremkoli zahtevku od 1 do 2.
- 7. Postopek izdelave polsintetičnega β-laktam antibiotika, ki obsega encimsko spajanje aktivirane stranske verige z jedrom β-laktama, značilen po uporabi mutirane prokariontske penicilin G acilaze po kateremkoli zahtevku od 1 do 2.
- 8. Postopek po zahtevku 7, kjer je polsintetični β-laktam antibiotik izbran iz skupine, ki vsebuje polsintetične peniciline in polsintetične cefalosporine.
- 9. Postopek po zahtevku 8, kjer je polsintetični penicilin amoksicilin ali ampicilin.
- 10. Postopek po zahtevku 8, kjer je polsintetični cefalosporin cefaleksin, cefadroksil ali cefradin.
- 11. Postopek izdelave amoksicilina v prisotnosti acilaze, kot je opisana v kateremkoli zahtevku od 1 do 2, ki katalizira HPG v aktivirani obliki na 6-APA, kjer je molsko razmerje aktiviranega HPG na 6-APA < 3.0 in je donos amoksicilina na osnovi 6-APA (mol/mol) in merjen po reakciji encimskega spajanja >90%.
- 12. Postopek po zahtevku 11, kjer ima acilaza lastnost proizvodnje amoksicilina od 500 mmol na liter HPMG in 530 mmol na liter 6-APA in na koncu pretvorbe, ki poteka pri pogojih opisanih v testu A, nastane manj kot 5 mmol na liter 6-APA.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP08172831 | 2008-12-23 | ||
| PCT/EP2009/067752 WO2010072765A2 (en) | 2008-12-23 | 2009-12-22 | Mutant penicillin g acylases |
| EP09796734.3A EP2367940B1 (en) | 2008-12-23 | 2009-12-22 | Mutant penicillin G acylases |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SI2367940T1 true SI2367940T1 (sl) | 2018-04-30 |
Family
ID=40585574
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SI200931814T SI2367940T1 (sl) | 2008-12-23 | 2009-12-22 | Mutirane penicilin G acilaze |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US8541199B2 (sl) |
| EP (1) | EP2367940B1 (sl) |
| JP (1) | JP2012513196A (sl) |
| KR (1) | KR101735126B1 (sl) |
| CN (2) | CN103642780B (sl) |
| BR (1) | BRPI0922510B8 (sl) |
| DK (1) | DK2367940T3 (sl) |
| HR (1) | HRP20180318T1 (sl) |
| HU (1) | HUE036302T2 (sl) |
| LT (1) | LT2367940T (sl) |
| MX (1) | MX2011006802A (sl) |
| NO (1) | NO2367940T3 (sl) |
| SG (1) | SG171964A1 (sl) |
| SI (1) | SI2367940T1 (sl) |
| SM (1) | SMT201800100T1 (sl) |
| WO (1) | WO2010072765A2 (sl) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2012032040A1 (en) | 2010-09-07 | 2012-03-15 | Dsm Sinochem Pharmaceuticals Netherlands B.V. | Process for the production of cephalosporins |
| CN103635586A (zh) * | 2011-06-23 | 2014-03-12 | 中化帝斯曼制药有限公司荷兰公司 | 结晶头孢氧哌唑中间体、其制备方法及其制药用途 |
| US20150112057A1 (en) * | 2011-06-23 | 2015-04-23 | Dsm Sinochem Pharmaceuticals Netherlands B.V. | Novel crystalline cefoperazone intermediate |
| US20140200342A1 (en) | 2011-06-23 | 2014-07-17 | Dsm Sinochem Pharmaceuticals Netherlands B.V. | Process for preparing 3'-thiosubstituted cephalosporins employing a pencillin g acylase |
| WO2013057196A1 (en) | 2011-10-20 | 2013-04-25 | Dsm Sinochem Pharmaceuticals Netherlands B.V. | Process for the preparation of cefamandole nafate |
| WO2013057197A1 (en) | 2011-10-20 | 2013-04-25 | Dsm Sinochem Pharmaceuticals Netherlands B.V. | Process for the formylation of cefamandole |
| RU2564578C2 (ru) * | 2012-04-25 | 2015-10-10 | Федеральное государственное бюджетное образовательное учреждение высшего профессионального образования "Московский государственный университет имени М.В. Ломоносова" (МГУ) | МУТАНТ ПЕНИЦИЛЛИНАЦИЛАЗЫ ИЗ E.coli С УЛУЧШЕННЫМИ СВОЙСТВАМИ |
| CN103074320B (zh) * | 2012-05-25 | 2018-06-08 | 石药集团中奇制药技术（石家庄）有限公司 | 含有一个或几个点突变的青霉素g酰化酶 |
| CN103667418B (zh) * | 2013-12-18 | 2015-03-25 | 华北制药河北华民药业有限责任公司 | 高活性β-内酰胺抗生素合成用酶的高通量筛选方法 |
| JP6755886B2 (ja) * | 2015-05-07 | 2020-09-16 | コデクシス， インコーポレイテッド | ペニシリンｇアシラーゼ |
| CN105087533B (zh) * | 2015-09-30 | 2018-03-27 | 湖南福来格生物技术有限公司 | 一种青霉素g酰化酶的突变体及其制备方法和应用 |
| CN105483105B (zh) * | 2016-02-23 | 2018-08-31 | 上海星维生物技术有限公司 | 一种青霉素g酰化酶突变体 |
| WO2017186864A1 (en) | 2016-04-27 | 2017-11-02 | Sandoz Ag | Enzymatic process for the production of beta-lactam antibiotics in the presence of particulate inoculum |
| KR102696584B1 (ko) * | 2017-01-05 | 2024-08-19 | 코덱시스, 인코포레이티드 | 페니실린 ｇ 아실라아제 |
| CN108660127B (zh) * | 2017-03-27 | 2021-09-21 | 珠海联邦制药股份有限公司 | 一种人工设计的青霉素g酰化酶原及其编码序列与应用 |
| CN107099523B (zh) * | 2017-06-15 | 2019-09-27 | 清华大学 | 头孢拉定合成酶突变体及其编码基因 |
| KR101985911B1 (ko) * | 2017-12-28 | 2019-06-04 | 아미코젠주식회사 | Achromobacter sp. CCM 4824 유래 페니실린 G 아실라제 변이체 및 이의 이용 |
| KR102363768B1 (ko) * | 2019-11-15 | 2022-02-16 | 아미코젠주식회사 | 세파졸린 생산성이 증가된 페니실린 g 아실라제 변이체 및 이의 이용 |
| WO2021140526A1 (en) * | 2020-01-08 | 2021-07-15 | Fermenta Biotech Limited | Mutant penicillin g acylases of achromobacter ccm4824 |
| CN111500564B (zh) * | 2020-06-02 | 2022-01-18 | 南京工业大学 | 青霉素g酰化酶突变体及其在酶法合成头孢孟多中的应用 |
| WO2022195603A1 (en) * | 2021-03-18 | 2022-09-22 | Fermenta Biotech Limited | A ONE STEP PROCESS FOR THE ENZYMATIC SYNTHESIS OF SEMISYNTHETIC β-LACTAM ANTIBIOTICS |
| CN113567607A (zh) * | 2021-07-23 | 2021-10-29 | 河北冀安检测服务有限公司 | 一种头孢克洛中青霉素g酰基转移酶含量的检测方法 |
| CN113584008B (zh) * | 2021-07-30 | 2023-04-11 | 湖南福来格生物技术有限公司 | 一种青霉素g酰化酶突变体及其应用 |
| CN120425012A (zh) * | 2024-10-29 | 2025-08-05 | 浙江师范大学行知学院 | 一种基于嗜柠檬酸克鲁维氏菌β亚基G385突变青霉素酰化酶催化一步法合成阿莫西林产物分离与回收的方法 |
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| PT83746B (pt) | 1985-11-15 | 1988-08-17 | Gist Brocades Nv | Processo para a preparacao de novos biocatalisadores imobilizados e para a producao de etanol por fermentacao |
| ATE189477T1 (de) * | 1994-08-12 | 2000-02-15 | Dsm Nv | Mutierte penicillin-g-acylase gene |
| EP0839192B1 (en) | 1995-07-18 | 2008-12-10 | DSM IP Assets B.V. | An improved immobilized penicillin g acylase |
| AU718648B2 (en) * | 1996-11-05 | 2000-04-20 | Bristol-Myers Squibb Company | Mutant penicillin G acylases |
| US6562958B1 (en) * | 1998-06-09 | 2003-05-13 | Genome Therapeutics Corporation | Nucleic acid and amino acid sequences relating to Acinetobacter baumannii for diagnostics and therapeutics |
| KR20040075042A (ko) | 2001-12-27 | 2004-08-26 | 디에스엠 아이피 어셋츠 비.브이. | β-락탐 항생제의 제조 방법 |
| DE10251747A1 (de) | 2002-11-05 | 2004-05-19 | Tuhh-Technologie-Gmbh | Gentechnisch veränderte Penicillinamidase und Verfahren zu ihrer Herstellung |
| CN100507000C (zh) * | 2003-07-03 | 2009-07-01 | 帝斯曼知识产权资产管理有限公司 | 制备头孢拉定的方法 |
| SI1641933T1 (sl) * | 2003-07-03 | 2018-04-30 | Dsm Sinochem Pharmaceuticals Netherlands B.V. | Postopek priprave cefradina |
| MX2007007937A (es) * | 2004-12-27 | 2007-08-21 | Dsm Ip Assets Bv | Procedimiento para la sintesis de cefaclor. |
| CN101177688B (zh) | 2006-11-08 | 2010-12-01 | 中国科学院上海生命科学研究院 | 突变青霉素g酰化酶、其重组表达质粒及转化的工程菌株 |
| KR101444492B1 (ko) | 2007-03-09 | 2014-09-24 | 디에스엠 시노켐 파마슈티칼스 네덜란드 비.브이. | 베타-락탐 화합물의 제조 방법 |
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2009
- 2009-12-22 CN CN201310325865.0A patent/CN103642780B/zh active Active
- 2009-12-22 CN CN2009801524656A patent/CN102264904B/zh active Active
- 2009-12-22 KR KR1020117017104A patent/KR101735126B1/ko not_active Expired - Fee Related
- 2009-12-22 SM SM20180100T patent/SMT201800100T1/it unknown
- 2009-12-22 LT LTEP09796734.3T patent/LT2367940T/lt unknown
- 2009-12-22 NO NO09796734A patent/NO2367940T3/no unknown
- 2009-12-22 US US13/141,877 patent/US8541199B2/en active Active
- 2009-12-22 EP EP09796734.3A patent/EP2367940B1/en active Active
- 2009-12-22 WO PCT/EP2009/067752 patent/WO2010072765A2/en not_active Ceased
- 2009-12-22 DK DK09796734.3T patent/DK2367940T3/en active
- 2009-12-22 SG SG2011040888A patent/SG171964A1/en unknown
- 2009-12-22 BR BRPI0922510A patent/BRPI0922510B8/pt not_active IP Right Cessation
- 2009-12-22 HR HRP20180318TT patent/HRP20180318T1/hr unknown
- 2009-12-22 MX MX2011006802A patent/MX2011006802A/es active IP Right Grant
- 2009-12-22 HU HUE09796734A patent/HUE036302T2/hu unknown
- 2009-12-22 SI SI200931814T patent/SI2367940T1/sl unknown
- 2009-12-22 JP JP2011541511A patent/JP2012513196A/ja active Pending
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| Publication number | Publication date |
|---|---|
| WO2010072765A3 (en) | 2010-08-26 |
| EP2367940B1 (en) | 2017-11-22 |
| JP2012513196A (ja) | 2012-06-14 |
| KR101735126B1 (ko) | 2017-05-12 |
| CN103642780A (zh) | 2014-03-19 |
| SMT201800100T1 (it) | 2018-03-08 |
| US8541199B2 (en) | 2013-09-24 |
| NO2367940T3 (sl) | 2018-04-21 |
| CN102264904B (zh) | 2013-10-23 |
| CN102264904A (zh) | 2011-11-30 |
| DK2367940T3 (en) | 2018-03-05 |
| BRPI0922510A2 (pt) | 2015-08-04 |
| SG171964A1 (en) | 2011-07-28 |
| BRPI0922510B1 (pt) | 2021-01-19 |
| LT2367940T (lt) | 2018-03-26 |
| KR20110099137A (ko) | 2011-09-06 |
| US20110256585A1 (en) | 2011-10-20 |
| EP2367940A2 (en) | 2011-09-28 |
| WO2010072765A2 (en) | 2010-07-01 |
| MX2011006802A (es) | 2011-07-20 |
| HRP20180318T1 (hr) | 2018-03-23 |
| CN103642780B (zh) | 2017-06-20 |
| HUE036302T2 (hu) | 2018-07-30 |
| BRPI0922510B8 (pt) | 2021-05-25 |
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