JP2007510031A5 - - Google Patents
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- Publication number
- JP2007510031A5 JP2007510031A5 JP2006537422A JP2006537422A JP2007510031A5 JP 2007510031 A5 JP2007510031 A5 JP 2007510031A5 JP 2006537422 A JP2006537422 A JP 2006537422A JP 2006537422 A JP2006537422 A JP 2006537422A JP 2007510031 A5 JP2007510031 A5 JP 2007510031A5
- Authority
- JP
- Japan
- Prior art keywords
- groups
- group
- compound
- sulfobutyl
- methyl
- 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.)
- Granted
Links
- 150000001875 compounds Chemical class 0.000 claims 21
- 239000001257 hydrogen Substances 0.000 claims 5
- 229910052739 hydrogen Inorganic materials 0.000 claims 5
- -1 succinimidyl ester Chemical class 0.000 claims 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 4
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims 4
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims 4
- 125000004429 atom Chemical group 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 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- 238000000034 method Methods 0.000 claims 3
- 125000006850 spacer group Chemical group 0.000 claims 3
- 125000000542 sulfonic acid group Chemical group 0.000 claims 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 2
- RYYWUUFWQRZTIU-UHFFFAOYSA-N Thiophosphoric acid Chemical group OP(O)(S)=O RYYWUUFWQRZTIU-UHFFFAOYSA-N 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 125000002619 bicyclic group Chemical group 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 125000002950 monocyclic group Chemical group 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims 2
- UGIZUKGTKCHOEO-UHFFFAOYSA-N (2e)-2-[(2e,4z)-5-[1-(5-carboxypentyl)-3-methyl-5-sulfo-3-(4-sulfobutyl)indol-1-ium-2-yl]penta-2,4-dienylidene]-3-methyl-1,3-bis(4-sulfobutyl)indole-5-sulfonate Chemical compound OC(=O)CCCCCN1C2=CC=C(S(O)(=O)=O)C=C2C(C)(CCCCS(O)(=O)=O)\C1=C/C=C/C=C/C1=[N+](CCCCS(O)(=O)=O)C2=CC=C(S([O-])(=O)=O)C=C2C1(C)CCCCS(O)(=O)=O UGIZUKGTKCHOEO-UHFFFAOYSA-N 0.000 claims 1
- AXDOQVSFBHMFSE-UHFFFAOYSA-N 1-benzyl-2-[(1e,3e,5e)-5-[1-(5-carboxypentyl)-3-methyl-5-sulfo-3-(4-sulfobutyl)indol-2-ylidene]penta-1,3-dienyl]-3-methyl-3-(4-sulfobutyl)indol-1-ium-5-sulfonate Chemical compound OC(=O)CCCCCN1C2=CC=C(S(O)(=O)=O)C=C2C(C)(CCCCS(O)(=O)=O)\C1=C/C=C/C=C/C(C(C1=CC(=CC=C11)S([O-])(=O)=O)(C)CCCCS(O)(=O)=O)=[N+]1CC1=CC=CC=C1 AXDOQVSFBHMFSE-UHFFFAOYSA-N 0.000 claims 1
- BLTBKTKORYZZSS-UHFFFAOYSA-N 2-[5-[1-(5-carboxypentyl)-3-methyl-5-sulfo-3-(4-sulfobutyl)indol-1-ium-2-yl]penta-2,4-dienylidene]-1-ethyl-3-methyl-3-(4-sulfobutyl)indole-5-sulfonate Chemical compound OS(=O)(=O)CCCCC1(C)C2=CC(S([O-])(=O)=O)=CC=C2[N+](CC)=C1\C=C\C=C\C=C\1C(CCCCS(O)(=O)=O)(C)C2=CC(S(O)(=O)=O)=CC=C2N/1CCCCCC(O)=O BLTBKTKORYZZSS-UHFFFAOYSA-N 0.000 claims 1
- QFRWHAVRZLUMIB-UHFFFAOYSA-N 2-[7-[1-(5-carboxypentyl)-3-methyl-5-sulfo-3-(4-sulfobutyl)indol-1-ium-2-yl]hepta-2,4,6-trienylidene]-1-ethyl-3-methyl-3-(4-sulfobutyl)indole-5-sulfonate Chemical compound OS(=O)(=O)CCCCC1(C)C2=CC(S([O-])(=O)=O)=CC=C2[N+](CC)=C1\C=C\C=C\C=C\C=C\1C(CCCCS(O)(=O)=O)(C)C2=CC(S(O)(=O)=O)=CC=C2N/1CCCCCC(O)=O QFRWHAVRZLUMIB-UHFFFAOYSA-N 0.000 claims 1
- KCLLGUBEMHHCRQ-UHFFFAOYSA-N 2-[7-[5-(carboxymethyl)-3-methyl-1,3-bis(4-sulfobutyl)indol-1-ium-2-yl]hepta-2,4,6-trienylidene]-1-ethyl-3-methyl-3-(4-sulfobutyl)indole-5-sulfonate Chemical compound OS(=O)(=O)CCCCC1(C)C2=CC(S([O-])(=O)=O)=CC=C2[N+](CC)=C1\C=C\C=C\C=C\C=C\1C(CCCCS(O)(=O)=O)(C)C2=CC(CC(O)=O)=CC=C2N/1CCCCS(O)(=O)=O KCLLGUBEMHHCRQ-UHFFFAOYSA-N 0.000 claims 1
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 150000001720 carbohydrates Chemical class 0.000 claims 1
- 210000004027 cell Anatomy 0.000 claims 1
- 210000000170 cell membrane Anatomy 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 239000007850 fluorescent dye Substances 0.000 claims 1
- 239000005556 hormone Substances 0.000 claims 1
- 229940088597 hormone Drugs 0.000 claims 1
- 150000002540 isothiocyanates Chemical class 0.000 claims 1
- 238000002372 labelling Methods 0.000 claims 1
- 150000002632 lipids Chemical class 0.000 claims 1
- 239000000463 material Substances 0.000 claims 1
- 230000000813 microbial effect Effects 0.000 claims 1
- 125000001624 naphthyl group Chemical group 0.000 claims 1
- 239000002773 nucleotide Substances 0.000 claims 1
- 125000003729 nucleotide group Chemical group 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 150000008300 phosphoramidites Chemical class 0.000 claims 1
- 108090000765 processed proteins & peptides Proteins 0.000 claims 1
- 108090000623 proteins and genes Proteins 0.000 claims 1
- 102000004169 proteins and genes Human genes 0.000 claims 1
- 239000003053 toxin Substances 0.000 claims 1
- 231100000765 toxin Toxicity 0.000 claims 1
- 108700012359 toxins Proteins 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US51642803P | 2003-10-31 | 2003-10-31 | |
| US60/516,428 | 2003-10-31 | ||
| PCT/GB2004/004573 WO2005044923A1 (en) | 2003-10-31 | 2004-10-29 | Cyanine dye labelling reagents |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2007510031A JP2007510031A (ja) | 2007-04-19 |
| JP2007510031A5 true JP2007510031A5 (enExample) | 2007-10-18 |
| JP4943156B2 JP4943156B2 (ja) | 2012-05-30 |
Family
ID=34572883
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006537422A Expired - Fee Related JP4943156B2 (ja) | 2003-10-31 | 2004-10-29 | シアニン色素標識用試薬 |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US7750163B2 (enExample) |
| EP (2) | EP1678258B1 (enExample) |
| JP (1) | JP4943156B2 (enExample) |
| CN (1) | CN100577742C (enExample) |
| AT (1) | ATE522580T1 (enExample) |
| ES (1) | ES2372395T3 (enExample) |
| WO (1) | WO2005044923A1 (enExample) |
Families Citing this family (44)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE488604T1 (de) | 2003-05-20 | 2010-12-15 | Investigen Inc | System zum nachweis von polynukleotiden |
| JP4943156B2 (ja) * | 2003-10-31 | 2012-05-30 | ジーイー・ヘルスケア・ユーケイ・リミテッド | シアニン色素標識用試薬 |
| WO2006020947A2 (en) | 2004-08-13 | 2006-02-23 | Epoch Biosciences, Inc. | Phosphonate fluorescent dyes and conjugates |
| US7767834B2 (en) * | 2004-08-13 | 2010-08-03 | Elitech Holding B.V. | Phosphonylated fluorescent dyes and conjugates |
| DK1792949T3 (da) | 2005-12-05 | 2010-12-06 | Dyomics Gmbh | Hydrofil markør på basis af diastereoisomere cyaniner |
| DE102006029454A1 (de) * | 2005-12-05 | 2007-06-06 | Dyomics Gmbh | Hydrophile Marker auf Basis von diasteromeren |
| EP2010677A4 (en) | 2006-02-24 | 2010-04-14 | Investigen Inc | METHODS AND COMPOSITIONS FOR DETECTION OF POLYNUCLEOTIDES |
| WO2008103702A2 (en) | 2007-02-23 | 2008-08-28 | Investigen, Inc. | Methods and compositions for rapid light-activated isolation and detection of analytes |
| ATE551073T1 (de) * | 2007-05-16 | 2012-04-15 | Ge Healthcare As | Markierte hgf-bindende peptide für bildgebung |
| WO2008139206A2 (en) * | 2007-05-16 | 2008-11-20 | Ge Healthcare As | Optical imaging agents |
| US7951959B2 (en) | 2008-09-17 | 2011-05-31 | Thermo Fisher Scientific (Milwaukee) LLC | Hydrophilic labels for biomolecules |
| CN101723874B (zh) * | 2008-10-31 | 2013-09-11 | 深圳迈瑞生物医疗电子股份有限公司 | 花菁类化合物及其在生物样品染色中的用途 |
| CN102272106A (zh) * | 2008-11-07 | 2011-12-07 | 通用医疗公司 | 用于体内和体外成像的单官能羰花青染料 |
| CN101750476B (zh) * | 2008-12-08 | 2015-06-03 | 深圳迈瑞生物医疗电子股份有限公司 | 血液分析试剂及其使用方法 |
| US8729276B2 (en) * | 2009-04-17 | 2014-05-20 | Korea Institute Of Science And Technology | Cyanine compound for labeling biomolecule and preparation method thereof |
| US20100291706A1 (en) * | 2009-05-15 | 2010-11-18 | Millipore Corporation | Dye conjugates and methods of use |
| GB2478359B (en) * | 2010-03-05 | 2018-09-12 | Innova Biosciences Ltd | Conjugation reactions |
| WO2012001063A1 (en) | 2010-06-29 | 2012-01-05 | Ge Healthcare As | Dye compositions and dye syntheses |
| GB201010878D0 (en) * | 2010-06-29 | 2010-08-11 | Ge Healthcare As | Dye compositiion and dye syntheses |
| EP2618849B1 (en) * | 2010-09-20 | 2020-10-21 | Caliper Life Sciences, Inc. | Multivalent fluorescent probes |
| US20120088262A1 (en) * | 2010-10-06 | 2012-04-12 | Millipore Corporation | Cyanine compounds, conjugates and method of use |
| WO2012088007A1 (en) | 2010-12-21 | 2012-06-28 | Pierce Biotechnology, Inc. | Fluorescent compounds |
| US8877892B2 (en) | 2011-03-15 | 2014-11-04 | Innova Biosciences Limited | Conjugation reactions |
| US8889884B1 (en) | 2011-07-14 | 2014-11-18 | Pierce Biotechnology, Inc. | Phosphine derivatives of fluorescent compounds |
| US9249307B2 (en) | 2011-08-16 | 2016-02-02 | Pierce Biotechnology, Inc. | Benzocyanine compounds |
| US9085698B2 (en) | 2011-09-23 | 2015-07-21 | Illumina Cambridge Limited | Dyes for labelling molecular ligands |
| US9631096B2 (en) * | 2012-01-20 | 2017-04-25 | Cornell University | Dye compositions, methods of preparation, conjugates thereof, and methods of use |
| CN102608051B (zh) * | 2012-02-21 | 2015-04-08 | 中国科学院化学研究所 | 用于诊断白血病的试剂盒 |
| US9751868B2 (en) | 2012-02-28 | 2017-09-05 | Pierce Biotechnology, Inc. | Benzocyanine compounds |
| EP2804860B1 (en) | 2012-03-02 | 2016-06-15 | Pierce Biotechnology, Inc. | Indole derivatives as labeling dye for biomolecule |
| WO2014035712A1 (en) | 2012-08-28 | 2014-03-06 | Pierce Biotechnology, Inc. | Benzopyrylium compounds |
| US8809551B1 (en) | 2013-03-08 | 2014-08-19 | Illumina Cambridge Limited | Polymethine compounds and their use as fluorescent labels |
| WO2014165216A1 (en) * | 2013-03-12 | 2014-10-09 | The Trustees Of The University Of Pennsylvania | Diagnosing and treating cancer |
| GB201408077D0 (en) | 2014-05-07 | 2014-06-18 | Illumina Cambridge Ltd | Polymethine compounds and their use as fluorescent labels |
| US20160176819A1 (en) * | 2014-12-19 | 2016-06-23 | Washington University | Asymmetrically charged nir fluorophores |
| GB201508858D0 (en) | 2015-05-22 | 2015-07-01 | Illumina Cambridge Ltd | Polymethine compounds with long stokes shifts and their use as fluorescent labels |
| GB201516987D0 (en) | 2015-09-25 | 2015-11-11 | Illumina Cambridge Ltd | Polymethine compounds and their use as fluorescent labels |
| KR20170101360A (ko) * | 2016-02-26 | 2017-09-06 | 에스에프씨 주식회사 | 시아닌계 화합물, 이를 포함하는 생체분자 표지용 염료, 키트 및 조영제 조성물 |
| KR101953819B1 (ko) * | 2017-12-22 | 2019-03-06 | (주)바이오액츠 | 생체 분자 표지를 위한 신규 시아닌 화합물 및 그 제조방법 |
| CN108752406A (zh) * | 2018-05-29 | 2018-11-06 | 苏州百源基因技术有限公司 | 一种荧光标记的核苷酸及其制备方法和用途 |
| JP7359869B2 (ja) * | 2019-12-19 | 2023-10-11 | 富士フイルム株式会社 | 化合物及びこれを用いた蛍光標識生体物質 |
| EP4105295B1 (en) * | 2020-02-10 | 2024-07-17 | C-Biomex Co., Ltd. | Amphoteric fluorescent substance capable of being attached to biomaterials |
| US11964965B2 (en) * | 2020-05-08 | 2024-04-23 | On Target Laboratories, LLC | Methods of manufacture and synthesis of fluorescent dye compounds and uses thereof |
| CA3175996A1 (en) * | 2020-05-12 | 2021-11-18 | Julie KARPENKO | Fluorogenic dimer compound, useful as a probe for detection of endogenous receptors |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6048982A (en) | 1986-04-18 | 2000-04-11 | Carnegie Mellon University | Cyanine dyes as labeling reagents for detection of biological and other materials by luminescence methods |
| US5268486A (en) | 1986-04-18 | 1993-12-07 | Carnegie-Mellon Unversity | Method for labeling and detecting materials employing arylsulfonate cyanine dyes |
| US5569587A (en) | 1986-04-18 | 1996-10-29 | Carnegie Mellon University | Method for labeling and detecting materials employing luminescent arysulfonate cyanine dyes |
| JPH04186342A (ja) * | 1990-11-21 | 1992-07-03 | Fuji Photo Film Co Ltd | 写真感光材料を用いるカラープルーフの作成方法 |
| JPH0531330A (ja) * | 1991-07-31 | 1993-02-09 | Riken Corp | 排ガス浄化方法 |
| JPH05313304A (ja) * | 1992-05-11 | 1993-11-26 | Fuji Photo Film Co Ltd | ハロゲン化銀写真感光材料 |
| DE4445065A1 (de) * | 1994-12-07 | 1996-06-13 | Diagnostikforschung Inst | Verfahren zur In-vivo-Diagnostik mittels NIR-Strahlung |
| AU2001294859A1 (en) * | 2000-09-29 | 2002-04-08 | Molecular Probes, Inc. | Modified carbocyanine dyes and their conjugates |
| CA2484218A1 (en) * | 2002-05-10 | 2004-05-13 | Ratnaker B. Mujumdar | Chiral indole intermediates and their fluorescent cyanine dyes containing functional groups |
| JP4943156B2 (ja) * | 2003-10-31 | 2012-05-30 | ジーイー・ヘルスケア・ユーケイ・リミテッド | シアニン色素標識用試薬 |
-
2004
- 2004-10-29 JP JP2006537422A patent/JP4943156B2/ja not_active Expired - Fee Related
- 2004-10-29 EP EP04791610A patent/EP1678258B1/en not_active Expired - Lifetime
- 2004-10-29 AT AT04791610T patent/ATE522580T1/de not_active IP Right Cessation
- 2004-10-29 ES ES04791610T patent/ES2372395T3/es not_active Expired - Lifetime
- 2004-10-29 WO PCT/GB2004/004573 patent/WO2005044923A1/en not_active Ceased
- 2004-10-29 US US10/576,956 patent/US7750163B2/en not_active Expired - Fee Related
- 2004-10-29 CN CN200480032219A patent/CN100577742C/zh not_active Expired - Fee Related
- 2004-10-29 EP EP11156595A patent/EP2360211A1/en not_active Withdrawn
-
2010
- 2010-07-01 US US12/828,391 patent/US8148539B2/en not_active Expired - Fee Related
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