RU2018131246A - Стабилизированные жидкие ферментные композиции - Google Patents
Стабилизированные жидкие ферментные композиции Download PDFInfo
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- RU2018131246A RU2018131246A RU2018131246A RU2018131246A RU2018131246A RU 2018131246 A RU2018131246 A RU 2018131246A RU 2018131246 A RU2018131246 A RU 2018131246A RU 2018131246 A RU2018131246 A RU 2018131246A RU 2018131246 A RU2018131246 A RU 2018131246A
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- amino acid
- peptide compound
- liquid composition
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- 239000007788 liquid Substances 0.000 title claims 10
- 239000000203 mixture Substances 0.000 title claims 10
- 229910052739 hydrogen Inorganic materials 0.000 claims 17
- 108090000765 processed proteins & peptides Proteins 0.000 claims 12
- 125000000539 amino acid group Chemical group 0.000 claims 10
- 150000001875 compounds Chemical class 0.000 claims 10
- 125000006239 protecting group Chemical group 0.000 claims 9
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 claims 7
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims 6
- RUVINXPYWBROJD-UHFFFAOYSA-N para-methoxyphenyl Natural products COC1=CC=C(C=CC)C=C1 RUVINXPYWBROJD-UHFFFAOYSA-N 0.000 claims 6
- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 claims 6
- 125000005843 halogen group Chemical group 0.000 claims 5
- 239000001257 hydrogen Substances 0.000 claims 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 5
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 4
- 125000003118 aryl group Chemical group 0.000 claims 4
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 3
- COLNVLDHVKWLRT-QMMMGPOBSA-N phenylalanine group Chemical group N[C@@H](CC1=CC=CC=C1)C(=O)O COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 claims 3
- 125000001424 substituent group Chemical group 0.000 claims 3
- 108090000787 Subtilisin Proteins 0.000 claims 2
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 2
- -1 methoxy succinyl Chemical group 0.000 claims 2
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 2
- 125000004044 trifluoroacetyl group Chemical group FC(C(=O)*)(F)F 0.000 claims 2
- 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 claims 1
- 125000005076 adamantyloxycarbonyl group Chemical group C12(CC3CC(CC(C1)C3)C2)OC(=O)* 0.000 claims 1
- 239000003599 detergent Substances 0.000 claims 1
- 239000004094 surface-active agent Substances 0.000 claims 1
- 125000001493 tyrosinyl group Chemical group [H]OC1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])(N([H])[H])C(*)=O 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/10—Tetrapeptides
- C07K5/1002—Tetrapeptides with the first amino acid being neutral
- C07K5/1016—Tetrapeptides with the first amino acid being neutral and aromatic or cycloaliphatic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/08—Tripeptides
- C07K5/0802—Tripeptides with the first amino acid being neutral
- C07K5/0804—Tripeptides with the first amino acid being neutral and aliphatic
- C07K5/0808—Tripeptides with the first amino acid being neutral and aliphatic the side chain containing 2 to 4 carbon atoms, e.g. Val, Ile, Leu
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K2/00—Peptides of undefined number of amino acids; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/08—Tripeptides
- C07K5/0802—Tripeptides with the first amino acid being neutral
- C07K5/0804—Tripeptides with the first amino acid being neutral and aliphatic
- C07K5/0806—Tripeptides with the first amino acid being neutral and aliphatic the side chain containing 0 or 1 carbon atoms, i.e. Gly, Ala
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/08—Tripeptides
- C07K5/0815—Tripeptides with the first amino acid being basic
- C07K5/0817—Tripeptides with the first amino acid being basic the first amino acid being Arg
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/10—Tetrapeptides
- C07K5/1002—Tetrapeptides with the first amino acid being neutral
- C07K5/1005—Tetrapeptides with the first amino acid being neutral and aliphatic
- C07K5/101—Tetrapeptides with the first amino acid being neutral and aliphatic the side chain containing 2 to 4 carbon atoms, e.g. Val, Ile, Leu
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/10—Tetrapeptides
- C07K5/1024—Tetrapeptides with the first amino acid being heterocyclic
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/38—Products with no well-defined composition, e.g. natural products
- C11D3/386—Preparations containing enzymes, e.g. protease or amylase
- C11D3/38663—Stabilised liquid enzyme compositions
-
- 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)
- C12N9/48—Hydrolases (3) acting on peptide bonds (3.4)
- C12N9/50—Proteinases, e.g. Endopeptidases (3.4.21-3.4.25)
- C12N9/52—Proteinases, e.g. Endopeptidases (3.4.21-3.4.25) derived from bacteria or Archaea
- C12N9/54—Proteinases, e.g. Endopeptidases (3.4.21-3.4.25) derived from bacteria or Archaea bacteria being Bacillus
-
- 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
- C12N9/96—Stabilising an enzyme by forming an adduct or a composition; Forming enzyme conjugates
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y304/00—Hydrolases acting on peptide bonds, i.e. peptidases (3.4)
- C12Y304/21—Serine endopeptidases (3.4.21)
- C12Y304/21062—Subtilisin (3.4.21.62)
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Biophysics (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- Microbiology (AREA)
- Biotechnology (AREA)
- Biomedical Technology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Detergent Compositions (AREA)
- Peptides Or Proteins (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Enzymes And Modification Thereof (AREA)
Claims (34)
1. Жидкая композиция, включающая субтилизин и пептидное соединение формулы B2-B1-B0-R, где
R представляет собой водород, CH3, CX3, CHX2 или CH2X, где X представляет собой атом галогена;
B0 представляет собой остаток фенилаланина с OH-заместителем в пара-положении и/или мета-положении;
B1 представляет собой один аминокислотный остаток; и
B2 состоит из одного или более аминокислотных остатков, необязательно включающих N-концевую защитную группу.
2. Жидкая композиция по п.1, где B2 состоит из одного или двух аминокислотных остатков, включающих N-концевую защитную группу.
3. Жидкая композиция, включающая субтилизин и пептидное соединение формулы B2-B1-B0-R, где
R представляет собой водород, CH3, CX3, CHX2 или CH2X, где X представляет собой атом галогена;
B0 представляет собой один аминокислотный остаток;
B1 представляет собой один аминокислотный остаток; и
B2 представляет собой остаток Gly, Arg или Leu с присоединенной N-концевой защитной группой.
4. Жидкая композиция по любому из пп.1-3, где B0 представляет собой остаток тирозина.
5. Жидкая композиция по любому из пп.1-4, где B1 представляет собой остаток Ala, Cys, Gly, Pro, Ser, Thr, Val, Nva или Nle.
6. Жидкая композиция по любому из пп.1-5, где B2 содержит N-концевую защитную группу, выбранную из формильной, ацетильной, бензоильной, трифторацетильной, фторметоксикарбонильной, метоксисукцинильной, ароматической и алифатической уретановой защитных групп, бензилоксикарбонильной, трет-бутилоксикарбонильной, адамантилоксикарбонильной, пара-метоксибензилкарбонильной (MOZ), бензильной (Bn), пара-метоксибензильной (PMB) или пара-метоксифенильной (PMP) группы.
7. Жидкая композиция по любому из пп.1-6, где пептидное соединение представляет собой пептидный альдегид Z-RAY-H, Ac-GAY-H, Z-GAY-H, Z-GAL-H, Z-GAF-H, Z-GAV-H, Z-RVY-H, Z-LVY-H, Ac-LGAY-H, Ac-FGAY-H, Ac-YGAY-H, Ac-FGVY-H или Ac-WLVY-H, где Z представляет собой бензилоксикарбонил, и Ac представляет собой ацетил.
8. Жидкая композиция по любому из пп.1-7, которая представляет собой жидкую композицию моющего средства, дополнительно включающую поверхностно-активное вещество.
9. Пептидное соединение формулы B2-B1-B0-R, где
R представляет собой водород, CH3, CX3, CHX2 или CH2X, где X представляет собой атом галогена;
B0 представляет собой остаток фенилаланина с OH-заместителем в пара-положении и/или мета-положении;
B1 представляет собой один аминокислотный остаток; и
B2 состоит из одного или более аминокислотных остатков с бензилоксикарбонилом в качестве N-концевой защитной группы.
10. Пептидное соединение формулы B2-B1-B0-R, где R представляет собой водород, CH3, CX3, CHX2 или CH2X, где X представляет собой атом галогена;
B0 представляет собой остаток фенилаланина с OH-заместителем в пара-положении и/или мета-положении;
B1 представляет собой один аминокислотный остаток; и
B2 представляет собой остаток Gly, Arg или Leu с присоединенной N-концевой защитной группой.
11. Пептидное соединение по п.9 или 10, где B2 включает N-концевую защитную группу, выбранную из формильной, ацетильной, бензоильной, трифторацетильной, фторметоксикарбонильной, метоксисукцинильной, ароматической и алифатической уретановой защитных групп, бензилоксикарбонильной, трет-бутилоксикарбонильной, адамантилоксикарбонильной, пара-метоксибензилкарбонильной (MOZ), бензильной (Bn), пара-метоксибензильной (PMB) или пара-метоксифенильной (PMP) группы.
12. Пептидное соединение формулы B2-B1-B0-R, где
R представляет собой водород, CH3, CX3, CHX2 или CH2X, где X представляет собой атом галогена;
B0 представляет собой один аминокислотный остаток;
B1 представляет собой небольшой аминокислотный остаток; и
B2 представляет собой остаток Gly, Arg или Leu с присоединенной ароматической N-концевой защитной группой.
13. Пептидное соединение по п.12, где B0 представляет собой остаток Tyr, Phe, Leu или Val.
14. Пептидное соединение по п.12 или 13, где ароматическая N-концевая защитная группа представляет собой бензилоксикарбонильную (Cbz), пара-метоксибензилкарбонильную (MOZ), бензильную (Bn), пара-метоксибензильную (PMB) или пара-метоксифенильную (PMP) группу.
15. Пептидное соединение по любому из пп.9-14, которое представляет собой пептидный альдегид Z-RAY-H, Ac-GAY-H, Z-GAY-H, Z-GAL-H, Z-GAF-H, Z-GAV-H, Z-RVY-H, Z-LVY-H, Ac-LGAY-H, Ac-FGAY-H, Ac-YGAY-H, Ac-FGVY-H или Ac-WLVY-H, где Z представляет собой бензилоксикарбонил, и Ac представляет собой ацетил.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP08153299 | 2008-03-26 | ||
| EP08153299.6 | 2008-03-26 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2013156600A Division RU2668563C2 (ru) | 2008-03-26 | 2013-12-19 | Стабилизированные жидкие ферментные композиции |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2018131246A true RU2018131246A (ru) | 2020-03-02 |
| RU2018131246A3 RU2018131246A3 (ru) | 2021-11-12 |
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Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2010143597/04A RU2510662C2 (ru) | 2008-03-26 | 2009-03-26 | Стабилизированные жидкие ферментные композиции |
| RU2013156600A RU2668563C2 (ru) | 2008-03-26 | 2013-12-19 | Стабилизированные жидкие ферментные композиции |
| RU2018131246A RU2018131246A (ru) | 2008-03-26 | 2018-08-30 | Стабилизированные жидкие ферментные композиции |
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| Application Number | Title | Priority Date | Filing Date |
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| RU2010143597/04A RU2510662C2 (ru) | 2008-03-26 | 2009-03-26 | Стабилизированные жидкие ферментные композиции |
| RU2013156600A RU2668563C2 (ru) | 2008-03-26 | 2013-12-19 | Стабилизированные жидкие ферментные композиции |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US9181296B2 (ru) |
| EP (2) | EP3725797A1 (ru) |
| JP (2) | JP5973166B2 (ru) |
| CN (2) | CN107090014B (ru) |
| BR (1) | BRPI0909084B1 (ru) |
| ES (1) | ES2807603T3 (ru) |
| MX (1) | MX2010010348A (ru) |
| PL (1) | PL2271660T3 (ru) |
| RU (3) | RU2510662C2 (ru) |
| WO (1) | WO2009118375A2 (ru) |
Families Citing this family (174)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011076897A1 (en) | 2009-12-22 | 2011-06-30 | Novozymes A/S | Use of amylase variants at low temperature |
| EP2343310A1 (en) | 2010-01-08 | 2011-07-13 | Novozymes A/S | Serine hydrolase formulation |
| EP2357220A1 (en) | 2010-02-10 | 2011-08-17 | The Procter & Gamble Company | Cleaning composition comprising amylase variants with high stability in the presence of a chelating agent |
| MX369096B (es) | 2010-02-10 | 2019-10-29 | Novozymes As | Variantes y composiciones que comprenden variantes con alta estabilidad en presencia de un agente quelante. |
| EP2675884A1 (en) | 2011-02-16 | 2013-12-25 | Novozymes A/S | Detergent compositions comprising metalloproteases |
| US20140038876A1 (en) | 2011-02-16 | 2014-02-06 | Novozymes A/S | Detergent Compositions Comprising Mettaloproteases |
| CN103476915A (zh) | 2011-02-16 | 2013-12-25 | 诺维信公司 | 包含金属蛋白酶的去污剂组合物 |
| EP2540824A1 (en) | 2011-06-30 | 2013-01-02 | The Procter & Gamble Company | Cleaning compositions comprising amylase variants reference to a sequence listing |
| CN103649292B (zh) | 2011-07-01 | 2017-11-28 | 诺维信公司 | 稳定化的枯草杆菌蛋白酶组合物 |
| CN112143570A (zh) | 2011-07-01 | 2020-12-29 | 诺维信公司 | 液体洗涤剂组合物 |
| WO2013041689A1 (en) | 2011-09-22 | 2013-03-28 | Novozymes A/S | Polypeptides having protease activity and polynucleotides encoding same |
| EP2782988A1 (en) | 2011-11-25 | 2014-10-01 | Novozymes A/S | Subtilase variants and polynucleotides encoding same |
| JP2015504660A (ja) | 2011-12-20 | 2015-02-16 | ノボザイムス アクティーゼルスカブ | サブチラーゼ変異体およびそれをコードするポリヌクレオチド |
| EP2607468A1 (en) | 2011-12-20 | 2013-06-26 | Henkel AG & Co. KGaA | Detergent compositions comprising subtilase variants |
| WO2013120948A1 (en) | 2012-02-17 | 2013-08-22 | Novozymes A/S | Subtilisin variants and polynucleotides encoding same |
| EP2628785B1 (en) | 2012-02-17 | 2016-05-18 | Henkel AG & Co. KGaA | Detergent compositions comprising subtilase variants |
| MX354048B (es) * | 2012-05-01 | 2018-02-09 | Novozymes As | Composiciones detergentes. |
| WO2014029821A1 (en) | 2012-08-22 | 2014-02-27 | Novozymes A/S | Metalloproteases from alicyclobacillus sp. |
| MX2015002211A (es) | 2012-08-22 | 2015-05-08 | Novozymes As | Metaloproteasa de exiguobacterium. |
| EP2888358A1 (en) | 2012-08-22 | 2015-07-01 | Novozymes A/S | Detergent compositions comprising metalloproteases |
| US9551042B2 (en) | 2012-12-21 | 2017-01-24 | Novozymes A/S | Polypeptides having protease activity and polynucleotides encoding same |
| WO2014115804A1 (ja) * | 2013-01-25 | 2014-07-31 | ライオン株式会社 | 洗浄剤用の酵素製剤及び液体洗浄剤ならびにこれらの製造方法 |
| US20160024440A1 (en) | 2013-03-14 | 2016-01-28 | Novozymes A/S | Enzyme and Inhibitor Containing Water-Soluble Films |
| WO2014173980A2 (en) * | 2013-04-23 | 2014-10-30 | Novozymes A/S | Liquid automatic dish washing detergent compositions |
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-
2009
- 2009-03-26 JP JP2011501232A patent/JP5973166B2/ja active Active
- 2009-03-26 CN CN201610983448.9A patent/CN107090014B/zh active Active
- 2009-03-26 WO PCT/EP2009/053580 patent/WO2009118375A2/en not_active Ceased
- 2009-03-26 BR BRPI0909084-3A patent/BRPI0909084B1/pt active IP Right Grant
- 2009-03-26 RU RU2010143597/04A patent/RU2510662C2/ru active
- 2009-03-26 ES ES09724752T patent/ES2807603T3/es active Active
- 2009-03-26 EP EP20172820.1A patent/EP3725797A1/en active Pending
- 2009-03-26 CN CN200980110696.0A patent/CN101981049B/zh active Active
- 2009-03-26 PL PL09724752T patent/PL2271660T3/pl unknown
- 2009-03-26 US US12/933,895 patent/US9181296B2/en active Active
- 2009-03-26 MX MX2010010348A patent/MX2010010348A/es active IP Right Grant
- 2009-03-26 EP EP09724752.2A patent/EP2271660B1/en active Active
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- 2013-12-19 RU RU2013156600A patent/RU2668563C2/ru active
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- 2015-05-07 JP JP2015094574A patent/JP2015180736A/ja active Pending
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Also Published As
| Publication number | Publication date |
|---|---|
| US20110039752A1 (en) | 2011-02-17 |
| RU2510662C2 (ru) | 2014-04-10 |
| CN107090014B (zh) | 2023-04-25 |
| RU2013156600A (ru) | 2015-06-27 |
| EP2271660A2 (en) | 2011-01-12 |
| RU2668563C2 (ru) | 2018-10-02 |
| WO2009118375A2 (en) | 2009-10-01 |
| JP2011515449A (ja) | 2011-05-19 |
| WO2009118375A3 (en) | 2010-02-25 |
| JP2015180736A (ja) | 2015-10-15 |
| RU2010143597A (ru) | 2012-05-10 |
| CN101981049B (zh) | 2016-11-09 |
| RU2018131246A3 (ru) | 2021-11-12 |
| EP3725797A1 (en) | 2020-10-21 |
| BRPI0909084A2 (pt) | 2015-08-11 |
| ES2807603T3 (es) | 2021-02-23 |
| PL2271660T3 (pl) | 2020-11-02 |
| MX2010010348A (es) | 2010-11-09 |
| EP2271660B1 (en) | 2020-05-06 |
| US9181296B2 (en) | 2015-11-10 |
| JP5973166B2 (ja) | 2016-08-23 |
| CN101981049A (zh) | 2011-02-23 |
| CN107090014A (zh) | 2017-08-25 |
| BRPI0909084B1 (pt) | 2020-11-03 |
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