JP2013544242A5 - - Google Patents
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- JP2013544242A5 JP2013544242A5 JP2013537779A JP2013537779A JP2013544242A5 JP 2013544242 A5 JP2013544242 A5 JP 2013544242A5 JP 2013537779 A JP2013537779 A JP 2013537779A JP 2013537779 A JP2013537779 A JP 2013537779A JP 2013544242 A5 JP2013544242 A5 JP 2013544242A5
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- JP
- Japan
- Prior art keywords
- alkyl
- compound according
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- detecting
- independently
- Prior art date
- Legal status (The legal status 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 status listed.)
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- 125000000217 alkyl group Chemical group 0.000 claims description 32
- 150000001875 compounds Chemical class 0.000 claims description 27
- 125000001072 heteroaryl group Chemical group 0.000 claims description 18
- 229910052739 hydrogen Inorganic materials 0.000 claims description 14
- 239000001257 hydrogen Substances 0.000 claims description 14
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 13
- 102000004190 Enzymes Human genes 0.000 claims description 12
- 108090000790 Enzymes Proteins 0.000 claims description 12
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 11
- 238000004020 luminiscence type Methods 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 10
- 125000003118 aryl group Chemical group 0.000 claims description 9
- 125000003107 substituted aryl group Chemical group 0.000 claims description 9
- 150000001413 amino acids Chemical class 0.000 claims description 5
- 102000004196 processed proteins & peptides Human genes 0.000 claims description 5
- 108090000765 processed proteins & peptides Proteins 0.000 claims description 5
- 229920006395 saturated elastomer Polymers 0.000 claims description 5
- 229910052760 oxygen Inorganic materials 0.000 claims description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- 125000001475 halogen functional group Chemical group 0.000 claims description 2
- 238000001727 in vivo Methods 0.000 claims description 2
- 239000000758 substrate Substances 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- 230000009261 transgenic effect Effects 0.000 claims description 2
- 229910004013 NO 2 Chemical group 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical group 0.000 claims 1
- 150000002431 hydrogen Chemical group 0.000 claims 1
- 150000001720 carbohydrates Chemical class 0.000 description 7
- 235000000346 sugar Nutrition 0.000 description 4
- 150000008163 sugars Chemical class 0.000 description 3
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical group CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 235000021309 simple sugar Nutrition 0.000 description 2
- IAJILQKETJEXLJ-UHFFFAOYSA-N Galacturonsaeure Natural products O=CC(O)C(O)C(O)C(O)C(O)=O IAJILQKETJEXLJ-UHFFFAOYSA-N 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- UGJBHEZMOKVTIM-UHFFFAOYSA-N N-formylglycine Chemical compound OC(=O)CNC=O UGJBHEZMOKVTIM-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- IAJILQKETJEXLJ-QTBDOELSSA-N aldehydo-D-glucuronic acid Chemical compound O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)C(O)=O IAJILQKETJEXLJ-QTBDOELSSA-N 0.000 description 1
- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 229930182830 galactose Natural products 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 229940097043 glucuronic acid Drugs 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 125000000468 ketone group Chemical group 0.000 description 1
- 150000002772 monosaccharides Chemical group 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 125000006239 protecting group Chemical group 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US40941310P | 2010-11-02 | 2010-11-02 | |
| US61/409,413 | 2010-11-02 | ||
| PCT/US2011/058924 WO2012061477A1 (en) | 2010-11-02 | 2011-11-02 | Coelenterazine derivatives and methods of using same |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013544242A JP2013544242A (ja) | 2013-12-12 |
| JP2013544242A5 true JP2013544242A5 (https=) | 2016-11-10 |
| JP6040157B2 JP6040157B2 (ja) | 2016-12-07 |
Family
ID=44999921
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013537779A Active JP6040157B2 (ja) | 2010-11-02 | 2011-11-02 | セレンテラジン誘導体およびその使用方法 |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US9487520B2 (https=) |
| EP (1) | EP2635583B1 (https=) |
| JP (1) | JP6040157B2 (https=) |
| KR (1) | KR101968475B1 (https=) |
| CN (1) | CN103180324A (https=) |
| AU (1) | AU2011323455B2 (https=) |
| BR (1) | BR112013010484B1 (https=) |
| CA (1) | CA2815381C (https=) |
| DK (1) | DK2635583T3 (https=) |
| ES (1) | ES2543913T3 (https=) |
| IL (1) | IL225869A (https=) |
| PL (1) | PL2635583T3 (https=) |
| PT (1) | PT2635583E (https=) |
| SG (1) | SG189494A1 (https=) |
| WO (1) | WO2012061477A1 (https=) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103180324A (zh) | 2010-11-02 | 2013-06-26 | 普罗美加公司 | 腔肠素衍生物及其使用方法 |
| SG10202103336SA (en) | 2010-11-02 | 2021-04-29 | Promega Corp | Novel coelenterazine substrates and methods of use |
| JP6067019B2 (ja) * | 2011-09-02 | 2017-01-25 | プロメガ コーポレイションＰｒｏｍｅｇａ Ｃｏｒｐｏｒａｔｉｏｎ | 代謝的に活性な細胞の酸化還元状態を評価するための化合物及び方法、ならびにｎａｄ（ｐ）／ｎａｄ（ｐ）ｈを測定するための方法 |
| US20140099654A1 (en) | 2012-09-26 | 2014-04-10 | Promega Corporation | Real-time monitoring |
| HK1222766A1 (zh) | 2013-03-15 | 2017-07-14 | G1治疗公司 | 高效的抗赘生剂和抗增生剂 |
| DK2968290T3 (da) | 2013-03-15 | 2019-11-25 | G1 Therapeutics Inc | Transient beskyttelse af normale celler under kemoterapi |
| JP6270127B2 (ja) * | 2014-01-17 | 2018-01-31 | 国立研究開発法人物質・材料研究機構 | ニコチンアデニンジヌクレオチド誘導体を検出する方法 |
| EP3099691B1 (en) | 2014-01-29 | 2019-11-20 | Promega Corporation | Pro-substrates for live cell applications |
| US9790537B2 (en) * | 2014-01-29 | 2017-10-17 | Promega Corporation | Quinone-masked probes as labeling reagents for cell uptake measurements |
| WO2016210294A1 (en) | 2015-06-25 | 2016-12-29 | Promega Corporation | Thienopyrrole compounds and uses thereof as inhibitors of oplophorus-derived luciferases |
| JP7092677B2 (ja) | 2016-02-15 | 2022-06-28 | プロメガ コーポレイション | セレンテラジン類似体 |
| JP7212612B2 (ja) * | 2016-07-28 | 2023-01-25 | プロメガ コーポレイション | セレンテラジン類縁体 |
| WO2018049241A1 (en) * | 2016-09-09 | 2018-03-15 | Promega Corporation | Dual protected pro-coelenterazine substrates |
| JP7200102B2 (ja) | 2016-11-01 | 2023-01-06 | プロメガ コーポレイション | エネルギー受容体に係留されたセレンテラジン類縁体 |
| EP3548492B1 (en) | 2016-12-01 | 2023-07-05 | Promega Corporation | Cell impermeable coelenterazine analogues |
| WO2018125992A1 (en) | 2016-12-28 | 2018-07-05 | Promega Corporation | Functionalized nanoluc inhibitors |
| EP3395803A1 (en) * | 2017-04-28 | 2018-10-31 | Institut Pasteur | Imidazopyrazine derivatives, process for preparation thereof, and their uses as luciferins |
| JP7419260B2 (ja) | 2018-05-01 | 2024-01-22 | プロメガ コーポレイション | ＮａｎｏＬｕｃ自殺基質としてのセレンテラジン化合物 |
| EP3802514B1 (en) | 2018-06-01 | 2022-08-03 | Promega Corporation | Inhibitors of oplophorus luciferase-derived bioluminescent complexes |
| KR102114088B1 (ko) * | 2018-09-10 | 2020-06-17 | (주)신우에이엔티 | 웨이퍼 세정용 나노 버블 분사 구조 |
| CA3114424A1 (en) | 2018-10-03 | 2020-04-09 | Promega Corporation | Compositions and methods for stabilizing coelenterazine and analogs and derivatives thereof |
| CA3158729A1 (en) | 2019-11-27 | 2021-06-03 | Virginia Kincaid | Multipartite luciferase peptides and polypeptides |
| JP7745550B2 (ja) | 2019-12-10 | 2025-09-29 | プロメガ コーポレイション | 多官能性プローブを使用する生物発光検出用組成物及び生物発光検出方法 |
| US12606863B2 (en) | 2021-05-13 | 2026-04-21 | Promega Corporation | Bioluminescent detection of DNA synthesis |
Family Cites Families (73)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3477549D1 (en) | 1983-08-17 | 1989-05-11 | Allied Signal Inc | Gas generator and method of generating gas |
| JP3012274B2 (ja) * | 1989-03-22 | 2000-02-21 | 日本臓器製薬株式会社 | 新規ルシフェリン誘導体 |
| US5683888A (en) | 1989-07-22 | 1997-11-04 | University Of Wales College Of Medicine | Modified bioluminescent proteins and their use |
| US5368484A (en) | 1992-05-22 | 1994-11-29 | Atari Games Corp. | Vehicle simulator with realistic operating feedback |
| US6387675B1 (en) | 1994-01-03 | 2002-05-14 | Promega Corporation | Mutant luciferases |
| CA2157476C (en) | 1994-01-03 | 2009-08-25 | Keith V. Wood | Mutant luciferases |
| GB9501170D0 (en) | 1994-03-23 | 1995-03-08 | Secr Defence | Luciferases |
| JP3648763B2 (ja) | 1994-08-23 | 2005-05-18 | 日本油脂株式会社 | ウミホタルルシフェリン誘導体および糖加水分解酵素の定量方法 |
| GB9417593D0 (en) | 1994-09-01 | 1994-10-19 | Secr Defence | Luciferase labelling method |
| US5670356A (en) | 1994-12-12 | 1997-09-23 | Promega Corporation | Modified luciferase |
| WO1996022376A1 (en) | 1995-01-20 | 1996-07-25 | The Secretary Of State For Defence | Mutant luciferases |
| JPH08294397A (ja) | 1995-04-27 | 1996-11-12 | Nippon Oil & Fats Co Ltd | 免疫学的活性物質の測定方法 |
| US6522361B2 (en) | 1996-03-08 | 2003-02-18 | Sony Corporation | Electronic apparatus having the function of displaying the battery residual quantity and method for displaying the battery residual quantity |
| JP4026876B2 (ja) * | 1996-09-05 | 2007-12-26 | 日本食品化工株式会社 | 発光性シクロデキストリン誘導体及びその製造方法 |
| US5998204A (en) | 1997-03-14 | 1999-12-07 | The Regents Of The University Of California | Fluorescent protein sensors for detection of analytes |
| GB9707486D0 (en) | 1997-04-11 | 1997-05-28 | Secr Defence | Enzyme assays |
| WO1998046739A1 (fr) | 1997-04-16 | 1998-10-22 | Juridical Foundation The Chemo-Sero-Therapeutic Research Institute | Molecules immunomodulatrices et leur procede de production |
| US6602677B1 (en) | 1997-09-19 | 2003-08-05 | Promega Corporation | Thermostable luciferases and methods of production |
| EP2860252A1 (en) | 1997-09-19 | 2015-04-15 | Promega Corporation | Thermostable luciferases and methods of production |
| GB9823468D0 (en) | 1998-10-28 | 1998-12-23 | Secr Defence | Novel enzyme |
| JP3694181B2 (ja) | 1999-01-05 | 2005-09-14 | キッコーマン株式会社 | 変異型ルシフェラーゼ、変異型ルシフェラーゼ遺伝子、新規な組み換え体ｄｎａ及び変異型ルシフェラーゼの製造法 |
| NZ518413A (en) | 1999-10-26 | 2004-11-26 | Secr Defence | Novel enzyme |
| GB9925161D0 (en) | 1999-10-26 | 1999-12-22 | Secr Defence | Novel enzyme |
| US20010046687A1 (en) | 2000-03-31 | 2001-11-29 | Dicesare Joseph L. | Method for the enhancement of luminescence intensity from a reaction between adenosine triphosphate (ATP) and a luciferase/luciferin reactant system |
| JP4613441B2 (ja) | 2000-04-26 | 2011-01-19 | チッソ株式会社 | 新規ルシフェラーゼおよび発光蛋白質 |
| EP1156103B1 (en) | 2000-04-26 | 2010-08-11 | Chisso Corporation | Oplophorus luciferase |
| US7118878B1 (en) | 2000-06-09 | 2006-10-10 | Promega Corporation | Method for increasing luminescence assay sensitivity |
| US7879540B1 (en) | 2000-08-24 | 2011-02-01 | Promega Corporation | Synthetic nucleic acid molecule compositions and methods of preparation |
| US20040096927A1 (en) | 2000-09-13 | 2004-05-20 | Chittock Roger Steward | Method for the detection and measurement of biomass |
| US7268229B2 (en) | 2001-11-02 | 2007-09-11 | Promega Corporation | Compounds to co-localize luminophores with luminescent proteins |
| AU2003216139B2 (en) | 2002-02-01 | 2008-08-14 | Promega Corporation | Bioluminescent protease assay |
| EP1546162B1 (en) | 2002-09-20 | 2011-06-22 | Promega Corporation | Luminescence-based methods and probes for measuring cytochrome p450 activity |
| ATE290016T1 (de) * | 2002-10-21 | 2005-03-15 | Axxam S R L | Photoprotein mit verbesserter biolumineszenz |
| JP4485470B2 (ja) | 2002-12-23 | 2010-06-23 | プロメガ コーポレイション | ルシフェラーゼ酵素活性を保護するための方法及びキット |
| DE10303265A1 (de) | 2003-01-28 | 2004-07-29 | Roche Diagnostics Gmbh | Fluorimetrische Bestimmung von Analyten durch ein intramolekulares Quencher-Fluorophor-Konjugat |
| US7429472B2 (en) | 2003-01-31 | 2008-09-30 | Promega Corporation | Method of immobilizing a protein or molecule via a mutant dehalogenase that is bound to an immobilized dehalogenase substrate and linked directly or indirectly to the protein or molecule |
| EP1594962B1 (en) | 2003-01-31 | 2014-08-27 | Promega Corporation | Covalent tethering of functional groups to proteins |
| US20040224377A1 (en) | 2003-02-12 | 2004-11-11 | Erika Hawkins | Compositions and methods to quench light from optical reactions |
| US20040178545A1 (en) | 2003-03-14 | 2004-09-16 | Cates Larry E. | System for optically analyzing a molten metal bath |
| EP2308978B8 (en) | 2003-10-10 | 2015-04-08 | Promega Corporation | Luciferase biosensor |
| AU2005205126A1 (en) | 2004-01-08 | 2005-07-28 | Universitat Zurich | Metal complexes having vitamin B12 as a ligand |
| US7416854B2 (en) * | 2004-01-22 | 2008-08-26 | Promega Corporation | Luminogenic and nonluminogenic multiplex assay |
| US7553632B2 (en) | 2004-01-22 | 2009-06-30 | Promega Corporation | Luminogenic and nonluminogenic multiplex assay |
| EP2395358B1 (en) | 2004-07-30 | 2017-03-29 | Promega Corporation | Covalent tethering of functional groups to proteins |
| US7425436B2 (en) | 2004-07-30 | 2008-09-16 | Promega Corporation | Covalent tethering of functional groups to proteins and substrates therefor |
| US20070087400A1 (en) | 2004-07-30 | 2007-04-19 | Aldis Darzins | Covalent tethering of functional groups to proteins and substrates therefor |
| US7728118B2 (en) | 2004-09-17 | 2010-06-01 | Promega Corporation | Synthetic nucleic acid molecule compositions and methods of preparation |
| JP4453528B2 (ja) * | 2004-10-26 | 2010-04-21 | 東京化成工業株式会社 | 新規化学発光試薬 |
| EP1700865A1 (en) | 2005-03-11 | 2006-09-13 | AXXAM S.r.l. | Photoproteins with enhanced bioluminescence and their use as intracellular calcium indicators |
| JP4639904B2 (ja) | 2005-03-30 | 2011-02-23 | チッソ株式会社 | 蛍光活性を有するルシフェラーゼの活性増強方法 |
| JP3844082B2 (ja) | 2005-04-08 | 2006-11-08 | キッコーマン株式会社 | 耐熱性ホタルルシフェラーゼ、耐熱性ホタルルシフェラーゼ遺伝子、新規な組み換え体ｄｎａ及び耐熱性ホタルルシフェラーゼの製造法 |
| EP1935986B1 (en) | 2005-05-31 | 2014-04-16 | Promega Corporation | Luminogenic and fluorogenic compounds and methods to detect molecules or conditions |
| EP2272972A1 (en) | 2005-05-31 | 2011-01-12 | Promega Corporation | Luminogenic and fluorogenic compounds and methods to detect molecules or conditions |
| KR20080039431A (ko) | 2005-08-17 | 2008-05-07 | 예다 리서치 앤드 디벨럽먼트 캄파니 리미티드 | 생물학적으로 활성인 혈청 파라옥소나제의 수준을 구하기위한 방법 및 조성물 |
| JP4999341B2 (ja) | 2005-09-06 | 2012-08-15 | 株式会社バイオエネックス | 変異型ホタルルシフェラーゼ、遺伝子、組換えベクター、形質転換体、及び変異型ホタルルシフェラーゼの製造方法 |
| EP2004813B1 (en) | 2006-04-03 | 2015-06-03 | Promega Corporation | Permuted and nonpermuted luciferase biosensors binding cyclic nucleotides |
| JP5844029B2 (ja) | 2006-10-24 | 2016-01-13 | ジーン ストリーム ピーティーワイ エルティーディ | ルシフェラーゼシグナルを増強する組成物 |
| EP2374875B1 (en) | 2006-10-30 | 2015-09-02 | Promega Corporation | Mutant hydrolase proteins with enhanced kinetics and funcitional expression |
| WO2008086035A2 (en) | 2007-01-10 | 2008-07-17 | Promega Corporation | Split mutant hydrolase fusion reporter and uses thereof |
| WO2008118445A1 (en) | 2007-03-26 | 2008-10-02 | Promega Corporation | Methods to quench light from optical reactions |
| WO2009061413A2 (en) | 2007-11-05 | 2009-05-14 | Promega Corporation | Hybrid fusion reporter and uses thereof |
| EP2281046B1 (en) | 2008-05-19 | 2012-01-25 | Promega Corporation | LUCIFERASE BIOSENSORS FOR cAMP |
| EP2326953B1 (en) | 2008-07-22 | 2018-03-21 | Promega Corporation | Adp detection based luminescent phosphotransferase or atp hydrolase assay |
| TWI354101B (en) | 2008-08-19 | 2011-12-11 | Univ Nat Taipei Technology | Fluorimetric indicator for biosensing and manufact |
| EP2420573A1 (en) | 2009-04-17 | 2012-02-22 | National Institute of Advanced Industrial Science And Technology | Stable artificial bioluminescent enzyme having super-high brightness |
| ES2795287T3 (es) | 2009-05-01 | 2020-11-23 | Promega Corp | Luciferasas de Oplophorus sintéticas con mayor emisión de luz |
| WO2011038219A1 (en) | 2009-09-24 | 2011-03-31 | Promega Corporation | Proteases having improved stability, solubility and activity |
| EP3508570B1 (en) | 2010-05-11 | 2020-07-22 | Promega Corporation | Mutant protease biosensors with enhanced detection characteristics |
| US9816127B2 (en) | 2010-09-01 | 2017-11-14 | Promega Corporation | Oxidized glutathione assay |
| US9284188B2 (en) | 2010-09-03 | 2016-03-15 | The Regents Of The University Of California | Cytosolic delivery of materials with endosome-disrupting colloids |
| CN103180324A (zh) | 2010-11-02 | 2013-06-26 | 普罗美加公司 | 腔肠素衍生物及其使用方法 |
| SG10202103336SA (en) | 2010-11-02 | 2021-04-29 | Promega Corp | Novel coelenterazine substrates and methods of use |
| JP6067019B2 (ja) | 2011-09-02 | 2017-01-25 | プロメガ コーポレイションＰｒｏｍｅｇａ Ｃｏｒｐｏｒａｔｉｏｎ | 代謝的に活性な細胞の酸化還元状態を評価するための化合物及び方法、ならびにｎａｄ（ｐ）／ｎａｄ（ｐ）ｈを測定するための方法 |
-
2011
- 2011-11-02 CN CN201180052806XA patent/CN103180324A/zh active Pending
- 2011-11-02 DK DK11785217.8T patent/DK2635583T3/en active
- 2011-11-02 EP EP11785217.8A patent/EP2635583B1/en active Active
- 2011-11-02 PL PL11785217T patent/PL2635583T3/pl unknown
- 2011-11-02 SG SG2013030317A patent/SG189494A1/en unknown
- 2011-11-02 CA CA2815381A patent/CA2815381C/en active Active
- 2011-11-02 PT PT117852178T patent/PT2635583E/pt unknown
- 2011-11-02 JP JP2013537779A patent/JP6040157B2/ja active Active
- 2011-11-02 AU AU2011323455A patent/AU2011323455B2/en active Active
- 2011-11-02 BR BR112013010484A patent/BR112013010484B1/pt active IP Right Grant
- 2011-11-02 KR KR1020137014031A patent/KR101968475B1/ko active Active
- 2011-11-02 US US13/287,519 patent/US9487520B2/en active Active
- 2011-11-02 WO PCT/US2011/058924 patent/WO2012061477A1/en not_active Ceased
- 2011-11-02 ES ES11785217.8T patent/ES2543913T3/es active Active
-
2013
- 2013-04-21 IL IL225869A patent/IL225869A/en active IP Right Grant
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