RU2009121089A - Фоторасщепляющиеся меченые нуклеотиды и нуклеозиды и меченые нуклеотиды и нуклеозиды, и способы их использования в секвенировании днк - Google Patents
Фоторасщепляющиеся меченые нуклеотиды и нуклеозиды и меченые нуклеотиды и нуклеозиды, и способы их использования в секвенировании днк Download PDFInfo
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- RU2009121089A RU2009121089A RU2009121089/04A RU2009121089A RU2009121089A RU 2009121089 A RU2009121089 A RU 2009121089A RU 2009121089/04 A RU2009121089/04 A RU 2009121089/04A RU 2009121089 A RU2009121089 A RU 2009121089A RU 2009121089 A RU2009121089 A RU 2009121089A
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- Prior art keywords
- group
- polymerase
- compound according
- compound
- nucleic acid
- Prior art date
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- 239000002777 nucleoside Substances 0.000 title claims 13
- 239000002773 nucleotide Substances 0.000 title claims 13
- 238000001712 DNA sequencing Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 64
- 125000003118 aryl group Chemical group 0.000 claims abstract 24
- -1 2- (o-nitrophenyl) ethyl Chemical group 0.000 claims abstract 11
- 239000002245 particle Substances 0.000 claims abstract 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 8
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims abstract 6
- ISAKRJDGNUQOIC-UHFFFAOYSA-N Uracil Chemical compound O=C1C=CNC(=O)N1 ISAKRJDGNUQOIC-UHFFFAOYSA-N 0.000 claims abstract 6
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 claims abstract 6
- OPTASPLRGRRNAP-UHFFFAOYSA-N cytosine Chemical group NC=1C=CNC(=O)N=1 OPTASPLRGRRNAP-UHFFFAOYSA-N 0.000 claims abstract 6
- 239000001177 diphosphate Substances 0.000 claims abstract 6
- XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical compound [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 claims abstract 6
- 235000011180 diphosphates Nutrition 0.000 claims abstract 6
- UYTPUPDQBNUYGX-UHFFFAOYSA-N guanine Chemical compound O=C1NC(N)=NC2=C1N=CN2 UYTPUPDQBNUYGX-UHFFFAOYSA-N 0.000 claims abstract 6
- 125000005647 linker group Chemical group 0.000 claims abstract 6
- 150000004712 monophosphates Chemical class 0.000 claims abstract 6
- 125000001624 naphthyl group Chemical group 0.000 claims abstract 6
- RWQNBRDOKXIBIV-UHFFFAOYSA-N thymine Chemical compound CC1=CNC(=O)NC1=O RWQNBRDOKXIBIV-UHFFFAOYSA-N 0.000 claims abstract 6
- 239000001226 triphosphate Substances 0.000 claims abstract 6
- 235000011178 triphosphate Nutrition 0.000 claims abstract 6
- UNXRWKVEANCORM-UHFFFAOYSA-N triphosphoric acid Chemical compound OP(O)(=O)OP(O)(=O)OP(O)(O)=O UNXRWKVEANCORM-UHFFFAOYSA-N 0.000 claims abstract 6
- 125000000304 alkynyl group Chemical group 0.000 claims abstract 5
- GFFGJBXGBJISGV-UHFFFAOYSA-N Adenine Chemical compound NC1=NC=NC2=C1N=CN2 GFFGJBXGBJISGV-UHFFFAOYSA-N 0.000 claims abstract 3
- 229930024421 Adenine Natural products 0.000 claims abstract 3
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims abstract 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims abstract 3
- 229960000643 adenine Drugs 0.000 claims abstract 3
- 230000001588 bifunctional effect Effects 0.000 claims abstract 3
- 229940104302 cytosine Drugs 0.000 claims abstract 3
- MHDVGSVTJDSBDK-UHFFFAOYSA-N dibenzyl ether Chemical compound C=1C=CC=CC=1COCC1=CC=CC=C1 MHDVGSVTJDSBDK-UHFFFAOYSA-N 0.000 claims abstract 3
- 150000004820 halides Chemical class 0.000 claims abstract 3
- 229940113082 thymine Drugs 0.000 claims abstract 3
- 229940035893 uracil Drugs 0.000 claims abstract 3
- 238000000034 method Methods 0.000 claims 34
- 238000006243 chemical reaction Methods 0.000 claims 22
- 150000007523 nucleic acids Chemical class 0.000 claims 22
- 102000039446 nucleic acids Human genes 0.000 claims 22
- 108020004707 nucleic acids Proteins 0.000 claims 22
- 108010014303 DNA-directed DNA polymerase Proteins 0.000 claims 16
- 102000016928 DNA-directed DNA polymerase Human genes 0.000 claims 16
- 238000012163 sequencing technique Methods 0.000 claims 13
- 239000000975 dye Substances 0.000 claims 12
- 150000003833 nucleoside derivatives Chemical class 0.000 claims 11
- 125000003729 nucleotide group Chemical group 0.000 claims 11
- 238000007480 sanger sequencing Methods 0.000 claims 10
- 125000000217 alkyl group Chemical group 0.000 claims 8
- BBEAQIROQSPTKN-UHFFFAOYSA-N pyrene Chemical compound C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C43 BBEAQIROQSPTKN-UHFFFAOYSA-N 0.000 claims 8
- 125000003367 polycyclic group Chemical group 0.000 claims 7
- GOLORTLGFDVFDW-UHFFFAOYSA-N 3-(1h-benzimidazol-2-yl)-7-(diethylamino)chromen-2-one Chemical compound C1=CC=C2NC(C3=CC4=CC=C(C=C4OC3=O)N(CC)CC)=NC2=C1 GOLORTLGFDVFDW-UHFFFAOYSA-N 0.000 claims 4
- GJCOSYZMQJWQCA-UHFFFAOYSA-N 9H-xanthene Chemical compound C1=CC=C2CC3=CC=CC=C3OC2=C1 GJCOSYZMQJWQCA-UHFFFAOYSA-N 0.000 claims 4
- 239000004698 Polyethylene Substances 0.000 claims 4
- 125000003342 alkenyl group Chemical group 0.000 claims 4
- 108010058966 bacteriophage T7 induced DNA polymerase Proteins 0.000 claims 4
- 150000002148 esters Chemical class 0.000 claims 4
- GVEPBJHOBDJJJI-UHFFFAOYSA-N fluoranthrene Natural products C1=CC(C2=CC=CC=C22)=C3C2=CC=CC3=C1 GVEPBJHOBDJJJI-UHFFFAOYSA-N 0.000 claims 4
- GNBHRKFJIUUOQI-UHFFFAOYSA-N fluorescein Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC=C(O)C=C1OC1=CC(O)=CC=C21 GNBHRKFJIUUOQI-UHFFFAOYSA-N 0.000 claims 4
- QDLAGTHXVHQKRE-UHFFFAOYSA-N lichenxanthone Natural products COC1=CC(O)=C2C(=O)C3=C(C)C=C(OC)C=C3OC2=C1 QDLAGTHXVHQKRE-UHFFFAOYSA-N 0.000 claims 4
- 239000006225 natural substrate Substances 0.000 claims 4
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 claims 4
- 108060006184 phycobiliprotein Proteins 0.000 claims 4
- 229920000573 polyethylene Polymers 0.000 claims 4
- 238000012175 pyrosequencing Methods 0.000 claims 4
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 claims 4
- 238000006555 catalytic reaction Methods 0.000 claims 3
- 108010008286 DNA nucleotidylexotransferase Proteins 0.000 claims 2
- 102100029764 DNA-directed DNA/RNA polymerase mu Human genes 0.000 claims 2
- 102000004190 Enzymes Human genes 0.000 claims 2
- 108090000790 Enzymes Proteins 0.000 claims 2
- 102100034343 Integrase Human genes 0.000 claims 2
- 108010002747 Pfu DNA polymerase Proteins 0.000 claims 2
- 108010092799 RNA-directed DNA polymerase Proteins 0.000 claims 2
- 108010006785 Taq Polymerase Proteins 0.000 claims 2
- 101000865057 Thermococcus litoralis DNA polymerase Proteins 0.000 claims 2
- 125000005842 heteroatom Chemical group 0.000 claims 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- 238000001668 nucleic acid synthesis Methods 0.000 claims 2
- 239000007787 solid Substances 0.000 claims 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 2
- 238000005406 washing Methods 0.000 claims 2
- 125000003456 2,6-dinitrophenyl group Chemical group [H]C1=C([H])C(=C(*)C(=C1[H])[N+]([O-])=O)[N+]([O-])=O 0.000 claims 1
- 230000006820 DNA synthesis Effects 0.000 claims 1
- 238000001514 detection method Methods 0.000 claims 1
- 239000007850 fluorescent dye Substances 0.000 claims 1
- 238000009396 hybridization Methods 0.000 claims 1
- 238000003384 imaging method Methods 0.000 claims 1
- 238000010348 incorporation Methods 0.000 claims 1
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 abstract 2
- 125000006710 (C2-C12) alkenyl group Chemical group 0.000 abstract 2
- 125000006711 (C2-C12) alkynyl group Chemical group 0.000 abstract 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- 0 C*c(cc1)ccc1C#CCNC(c1ccc([*-])c(C(c2ccc(*)cc2O2)=C(C=C3)C2=CC3=[N+])c1)=O Chemical compound C*c(cc1)ccc1C#CCNC(c1ccc([*-])c(C(c2ccc(*)cc2O2)=C(C=C3)C2=CC3=[N+])c1)=O 0.000 description 1
- RGWHQCVHVJXOKC-NAJVVJGSSA-N NC(C=CN1C(C2)O[C@H](COP(O)(OP(O)(OP(O)(O)=O)=O)=O)C2O)=NC1=O Chemical compound NC(C=CN1C(C2)O[C@H](COP(O)(OP(O)(OP(O)(O)=O)=O)=O)C2O)=NC1=O RGWHQCVHVJXOKC-NAJVVJGSSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H21/00—Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids
- C07H21/04—Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids with deoxyribosyl as saccharide radical
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11/567,193 | 2006-12-05 | ||
| US11/567,193 US7893227B2 (en) | 2006-12-05 | 2006-12-05 | 3′-OH unblocked nucleotides and nucleosides base modified with non-cleavable, terminating groups and methods for their use in DNA sequencing |
| US11/567,189 US7897737B2 (en) | 2006-12-05 | 2006-12-05 | 3′-OH unblocked, nucleotides and nucleosides, base modified with photocleavable, terminating groups and methods for their use in DNA sequencing |
| US11/567,189 | 2006-12-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU2009121089A true RU2009121089A (ru) | 2011-01-20 |
Family
ID=39493724
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2009121089/04A RU2009121089A (ru) | 2006-12-05 | 2007-12-05 | Фоторасщепляющиеся меченые нуклеотиды и нуклеозиды и меченые нуклеотиды и нуклеозиды, и способы их использования в секвенировании днк |
Country Status (12)
| Country | Link |
|---|---|
| EP (1) | EP2125856B1 (enExample) |
| JP (1) | JP5513122B2 (enExample) |
| KR (1) | KR101504640B1 (enExample) |
| CN (1) | CN102443030B (enExample) |
| AU (1) | AU2007329361B2 (enExample) |
| BR (1) | BRPI0719923B1 (enExample) |
| CA (1) | CA2670937C (enExample) |
| IL (1) | IL199051A (enExample) |
| MX (2) | MX338089B (enExample) |
| NZ (1) | NZ577303A (enExample) |
| RU (1) | RU2009121089A (enExample) |
| WO (1) | WO2008070749A2 (enExample) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2582198C1 (ru) * | 2014-11-20 | 2016-04-20 | Федеральное государственное бюджетное учреждение науки Лимнологический институт Сибирского отделения Российской академии наук (ЛИН СО РАН) | Аналоги природных дезоксирибонуклеозидтрифосфатов и рибонуклеозидтрифосфатов, содержащие репортёрные флуоресцентные группы, для использования в аналитической биоорганической химии |
| RU2699993C2 (ru) * | 2014-08-08 | 2019-09-12 | Иллумина Кембридж Лимитед | Модифицированные нуклеотидные линкеры |
| US11001888B2 (en) | 2017-07-12 | 2021-05-11 | Illumina Cambridge Limited | Short pendant arm linkers for nucleotides in sequencing applications |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7897737B2 (en) | 2006-12-05 | 2011-03-01 | Lasergen, Inc. | 3′-OH unblocked, nucleotides and nucleosides, base modified with photocleavable, terminating groups and methods for their use in DNA sequencing |
| US8148503B2 (en) | 2008-06-11 | 2012-04-03 | Lasergen, Inc. | Nucleotides and nucleosides and methods for their use in DNA sequencing |
| EP2321429B1 (en) | 2008-09-03 | 2016-08-17 | Quantumdx Group Limited | Methods and kits for nucleic acid sequencing |
| US10759824B2 (en) | 2008-09-03 | 2020-09-01 | Quantumdx Group Limited | Design, synthesis and use of synthetic nucleotides comprising charge mass tags |
| CN104024269B (zh) | 2011-09-13 | 2017-05-24 | 激光基因公司 | 5‑甲氧基，3’‑oh未阻断，可快速光切割的终止核苷酸以及用于核酸测序的方法 |
| WO2013105025A1 (en) | 2012-01-13 | 2013-07-18 | Koninklijke Philips N.V. | Dna sequencing with reagent recycling on wiregrid |
| CN103602719B (zh) * | 2013-04-07 | 2016-06-08 | 北京迈基诺基因科技有限责任公司 | 一种基因测序方法 |
| US10112195B2 (en) | 2013-07-31 | 2018-10-30 | Hitachi High-Technologies Corporation | Flow cell for nucleic acid analysis and nucleic acid analyzer |
| CN105001292A (zh) * | 2015-07-14 | 2015-10-28 | 深圳市瀚海基因生物科技有限公司 | 一种光可断裂的荧光标记可逆终端化合物及其在dna或rna测序中的用途 |
| EP3400444A4 (en) | 2016-01-04 | 2019-10-16 | QuantuMDx Group Limited | DESIGN, SYNTHESIS AND USE OF SYNTHETIC NUCLEOTIDES WITH LOADING MASS MARKINGS |
| CN113272443B (zh) | 2019-01-07 | 2025-01-10 | 安捷伦科技有限公司 | 用于单细胞中的基因组dna和基因表达分析的组合物和方法 |
| CN110568039B (zh) * | 2019-09-06 | 2021-05-04 | 中国科学院生物物理研究所 | 使用新型电化学传感器的氨基酸特异实时检测方法 |
| GB2605404A (en) * | 2021-03-30 | 2022-10-05 | Sumitomo Chemical Co | Sequencing method |
| EP4355757A1 (en) * | 2021-06-17 | 2024-04-24 | F. Hoffmann-La Roche AG | Nucleoside-5 -oligophosphates having a cationically-modified nucleobase |
| IL309368A (en) * | 2021-06-29 | 2024-02-01 | Agilent Technologies Inc | polymerase mutants and use with 3'-OH UNBLOCKED REVERSIBLE TERMINATORS |
| CN114250283B (zh) * | 2021-10-15 | 2022-10-04 | 深圳铭毅智造科技有限公司 | 基于环境敏感染料的单色荧光mrt基因测序试剂及方法 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5302509A (en) * | 1989-08-14 | 1994-04-12 | Beckman Instruments, Inc. | Method for sequencing polynucleotides |
| YU187991A (sh) * | 1990-12-11 | 1994-09-09 | Hoechst Aktiengesellschaft | 3-(2)-amino-ali tiol-modifikovani, s fluorescentnom bojom vezani nukleozidi, nukleotidi i oligonukleotidi, postupak za njihovo dobijanje i njihova upotreba |
| AU750322B2 (en) * | 1997-05-09 | 2002-07-18 | Trustees Of The University Of Pennsylvania, The | Methods and compositions for reducing ischemic injury of the heart by administering adenosine receptor agonists and antagonists |
| US6586413B2 (en) * | 1999-11-05 | 2003-07-01 | The United States Of America As Represented By The Department Of Health And Human Services | Methods and compositions for reducing ischemic injury of the heart by administering adenosine receptor agonists and antagonists |
| ATE356222T1 (de) | 2000-10-06 | 2007-03-15 | Univ Columbia | Massives parallelverfahren zur dekodierung von dna und rna |
| IL157880A0 (en) * | 2001-04-10 | 2004-03-28 | Ecole Polytech | Methods using o6-alkylguanine-dna alkyltransferases |
| GB0128526D0 (en) * | 2001-11-29 | 2002-01-23 | Amersham Pharm Biotech Uk Ltd | Nucleotide analogues |
| US7057026B2 (en) * | 2001-12-04 | 2006-06-06 | Solexa Limited | Labelled nucleotides |
| AU2003259352A1 (en) | 2002-08-23 | 2004-03-11 | Solexa Limited | Labelled nucleotides |
| CZ294538B6 (cs) * | 2002-12-30 | 2005-01-12 | Ústav Experimentální Botaniky Akademie Vědčeské Re | Substituční deriváty N6-benzyladenosinu, způsob jejich přípravy, jejich použití pro přípravu léčiv, kosmetických přípravků a růstových regulátorů, farmaceutické přípravky, kosmetické přípravky a růstové regulátory tyto sloučeniny obsahující |
| CA2557818A1 (en) * | 2004-03-03 | 2005-09-15 | The Trustees Of Columbia University In The City Of New York | Photocleavable fluorescent nucleotides for dna sequencing on chip constructed by site-specific coupling chemistry |
-
2007
- 2007-12-05 CN CN201110376726.1A patent/CN102443030B/zh active Active
- 2007-12-05 MX MX2011013323A patent/MX338089B/es unknown
- 2007-12-05 KR KR1020097013028A patent/KR101504640B1/ko active Active
- 2007-12-05 NZ NZ577303A patent/NZ577303A/en not_active IP Right Cessation
- 2007-12-05 WO PCT/US2007/086559 patent/WO2008070749A2/en not_active Ceased
- 2007-12-05 RU RU2009121089/04A patent/RU2009121089A/ru not_active Application Discontinuation
- 2007-12-05 JP JP2009540462A patent/JP5513122B2/ja active Active
- 2007-12-05 EP EP07854973.0A patent/EP2125856B1/en active Active
- 2007-12-05 AU AU2007329361A patent/AU2007329361B2/en active Active
- 2007-12-05 MX MX2009005936A patent/MX2009005936A/es active IP Right Grant
- 2007-12-05 CA CA2670937A patent/CA2670937C/en active Active
- 2007-12-05 BR BRPI0719923-6A patent/BRPI0719923B1/pt active IP Right Grant
-
2009
- 2009-06-01 IL IL199051A patent/IL199051A/en active IP Right Grant
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2699993C2 (ru) * | 2014-08-08 | 2019-09-12 | Иллумина Кембридж Лимитед | Модифицированные нуклеотидные линкеры |
| RU2582198C1 (ru) * | 2014-11-20 | 2016-04-20 | Федеральное государственное бюджетное учреждение науки Лимнологический институт Сибирского отделения Российской академии наук (ЛИН СО РАН) | Аналоги природных дезоксирибонуклеозидтрифосфатов и рибонуклеозидтрифосфатов, содержащие репортёрные флуоресцентные группы, для использования в аналитической биоорганической химии |
| US11001888B2 (en) | 2017-07-12 | 2021-05-11 | Illumina Cambridge Limited | Short pendant arm linkers for nucleotides in sequencing applications |
| US11655502B2 (en) | 2017-07-12 | 2023-05-23 | Illumina Cambridge Limited | Short pendant arm linkers for nucleotides in sequencing applications |
| US12071662B2 (en) | 2017-07-12 | 2024-08-27 | Illumina Cambridge Limited | Short pendant arm linkers for nucleotides in sequencing applications |
Also Published As
| Publication number | Publication date |
|---|---|
| AU2007329361B2 (en) | 2013-07-18 |
| EP2125856A2 (en) | 2009-12-02 |
| IL199051A (en) | 2013-11-28 |
| CN102443030A (zh) | 2012-05-09 |
| HK1169413A1 (zh) | 2013-01-25 |
| WO2008070749A2 (en) | 2008-06-12 |
| KR20090101451A (ko) | 2009-09-28 |
| EP2125856A4 (en) | 2013-12-25 |
| KR101504640B1 (ko) | 2015-03-20 |
| EP2125856B1 (en) | 2016-09-14 |
| MX2009005936A (es) | 2010-01-15 |
| JP2011506265A (ja) | 2011-03-03 |
| WO2008070749A3 (en) | 2008-11-27 |
| JP5513122B2 (ja) | 2014-06-04 |
| CA2670937A1 (en) | 2008-06-12 |
| AU2007329361A1 (en) | 2008-06-12 |
| NZ577303A (en) | 2011-12-22 |
| CN102443030B (zh) | 2015-12-16 |
| MX338089B (es) | 2016-04-01 |
| CA2670937C (en) | 2016-07-26 |
| BRPI0719923B1 (pt) | 2021-08-17 |
| BRPI0719923A2 (pt) | 2014-03-04 |
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