JP2004508448A5 - - Google Patents
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- Publication number
- JP2004508448A5 JP2004508448A5 JP2002525681A JP2002525681A JP2004508448A5 JP 2004508448 A5 JP2004508448 A5 JP 2004508448A5 JP 2002525681 A JP2002525681 A JP 2002525681A JP 2002525681 A JP2002525681 A JP 2002525681A JP 2004508448 A5 JP2004508448 A5 JP 2004508448A5
- Authority
- JP
- Japan
- Prior art keywords
- oxazine derivative
- studied
- labeled
- oxazine
- derivative according
- 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.)
- Pending
Links
- 150000004893 oxazines Chemical class 0.000 description 47
- 239000000463 material Substances 0.000 description 20
- -1 aryldiazo Chemical group 0.000 description 19
- 239000003550 marker Substances 0.000 description 18
- 238000001514 detection method Methods 0.000 description 11
- 238000000034 method Methods 0.000 description 11
- 150000002148 esters Chemical class 0.000 description 10
- 239000000126 substance Substances 0.000 description 9
- 239000002253 acid Substances 0.000 description 8
- 150000008300 phosphoramidites Chemical class 0.000 description 8
- 150000003839 salts Chemical class 0.000 description 7
- 229910052736 halogen Inorganic materials 0.000 description 6
- 150000002500 ions Chemical class 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 150000001540 azides Chemical class 0.000 description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 5
- 150000002540 isothiocyanates Chemical class 0.000 description 5
- YBJHBAHKTGYVGT-ZKWXMUAHSA-N (+)-Biotin Chemical compound N1C(=O)N[C@@H]2[C@H](CCCCC(=O)O)SC[C@@H]21 YBJHBAHKTGYVGT-ZKWXMUAHSA-N 0.000 description 4
- 150000008065 acid anhydrides Chemical class 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 125000004185 ester group Chemical group 0.000 description 4
- 150000004820 halides Chemical class 0.000 description 4
- 150000003949 imides Chemical class 0.000 description 4
- 238000002372 labelling Methods 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 238000001042 affinity chromatography Methods 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 125000005521 carbonamide group Chemical group 0.000 description 3
- 150000002367 halogens Chemical class 0.000 description 3
- 239000011859 microparticle Substances 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 3
- 150000003461 sulfonyl halides Chemical class 0.000 description 3
- XSYUPRQVAHJETO-WPMUBMLPSA-N (2s)-2-[[(2s)-2-[[(2s)-2-[[(2s)-2-[[(2s)-2-[[(2s)-2-amino-3-(1h-imidazol-5-yl)propanoyl]amino]-3-(1h-imidazol-5-yl)propanoyl]amino]-3-(1h-imidazol-5-yl)propanoyl]amino]-3-(1h-imidazol-5-yl)propanoyl]amino]-3-(1h-imidazol-5-yl)propanoyl]amino]-3-(1h-imidaz Chemical compound C([C@H](N)C(=O)N[C@@H](CC=1NC=NC=1)C(=O)N[C@@H](CC=1NC=NC=1)C(=O)N[C@@H](CC=1NC=NC=1)C(=O)N[C@@H](CC=1NC=NC=1)C(=O)N[C@@H](CC=1NC=NC=1)C(O)=O)C1=CN=CN1 XSYUPRQVAHJETO-WPMUBMLPSA-N 0.000 description 2
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- 125000002252 acyl group Chemical group 0.000 description 2
- 125000004423 acyloxy group Chemical group 0.000 description 2
- 125000003342 alkenyl group Chemical group 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 2
- 125000002877 alkyl aryl group Chemical group 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 239000012620 biological material Substances 0.000 description 2
- 229940088623 biologically active substance Drugs 0.000 description 2
- 229960002685 biotin Drugs 0.000 description 2
- 235000020958 biotin Nutrition 0.000 description 2
- 239000011616 biotin Substances 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 230000008685 targeting Effects 0.000 description 2
- BDNKZNFMNDZQMI-UHFFFAOYSA-N 1,3-diisopropylcarbodiimide Chemical compound CC(C)N=C=NC(C)C BDNKZNFMNDZQMI-UHFFFAOYSA-N 0.000 description 1
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 description 1
- 108091034117 Oligonucleotide Proteins 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000000427 antigen Substances 0.000 description 1
- 102000036639 antigens Human genes 0.000 description 1
- 108091007433 antigens Proteins 0.000 description 1
- 150000003857 carboxamides Chemical class 0.000 description 1
- 239000012876 carrier material Substances 0.000 description 1
- 210000004027 cell Anatomy 0.000 description 1
- 210000003850 cellular structure Anatomy 0.000 description 1
- 238000002405 diagnostic procedure Methods 0.000 description 1
- XFMJUIKWKVJNDY-UHFFFAOYSA-N diethoxyphosphorylsulfanylmethylbenzene Chemical compound CCOP(=O)(OCC)SCC1=CC=CC=C1 XFMJUIKWKVJNDY-UHFFFAOYSA-N 0.000 description 1
- BGRWYRAHAFMIBJ-UHFFFAOYSA-N diisopropylcarbodiimide Natural products CC(C)NC(=O)NC(C)C BGRWYRAHAFMIBJ-UHFFFAOYSA-N 0.000 description 1
- 210000002472 endoplasmic reticulum Anatomy 0.000 description 1
- 238000011331 genomic analysis Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 150000002832 nitroso derivatives Chemical class 0.000 description 1
- 239000002773 nucleotide Substances 0.000 description 1
- 125000003729 nucleotide group Chemical group 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 125000000467 secondary amino group Chemical class [H]N([*:1])[*:2] 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 229960002317 succinimide Drugs 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP00119292 | 2000-09-06 | ||
| EP00127005A EP1213328A1 (de) | 2000-12-08 | 2000-12-08 | Oxazinderivate |
| PCT/EP2001/010236 WO2002020670A1 (de) | 2000-09-06 | 2001-09-05 | Oxazinderivate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2004508448A JP2004508448A (ja) | 2004-03-18 |
| JP2004508448A5 true JP2004508448A5 (Direct) | 2008-10-09 |
Family
ID=26071369
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002525681A Pending JP2004508448A (ja) | 2000-09-06 | 2001-09-05 | オキサジン誘導体 |
Country Status (6)
| Country | Link |
|---|---|
| US (2) | US7101999B2 (Direct) |
| EP (2) | EP1317511B1 (Direct) |
| JP (1) | JP2004508448A (Direct) |
| AT (2) | ATE518913T1 (Direct) |
| DE (1) | DE50105139D1 (Direct) |
| WO (1) | WO2002020670A1 (Direct) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7101999B2 (en) | 2000-09-06 | 2006-09-05 | Evotec Ag | Oxazine derivatives |
| DE10212960A1 (de) * | 2002-03-22 | 2003-10-23 | Gnothis Holding Sa Ecublens | Verwendung von Oxazin-Farbstoffen als Markierungsgruppen für die Einzelmolekülanalyse |
| EP1658294B1 (en) * | 2003-08-18 | 2007-01-10 | Novartis AG | 3h-phenoxazine derivatives suitable as near-infrared imaging agents, preparation an use thereof |
| BRPI0503921A (pt) * | 2004-06-18 | 2006-07-18 | Oreal | composição cosmética, processos para tintura das fibras queratìnicas, processo para clareamento das fibras queratìnicas, dispositivo com múltiplos compartimentos, uso de composto hidroxialquilado e uso de uma composição de tintura |
| US7326258B2 (en) | 2004-06-18 | 2008-02-05 | L'oreal S.A. | Compositions comprising hydroxyalkyl direct dyes, implementation processes and uses thereof |
| WO2009107448A1 (ja) * | 2008-02-29 | 2009-09-03 | 独立行政法人理化学研究所 | チオールの検出方法 |
| US20120010404A1 (en) * | 2008-06-10 | 2012-01-12 | Sigma-Aldrich Co. | Oxazine dyes with improved aqueous solubility |
| GB0903348D0 (en) * | 2009-02-27 | 2009-04-08 | Pharmalucia Ltd | Compounds and methods relating thereto |
| CN103044947B (zh) * | 2013-01-09 | 2014-05-21 | 大连理工大学 | 一类尼罗蓝荧光染料，其制备方法及应用 |
| WO2015066296A1 (en) | 2013-10-31 | 2015-05-07 | Beth Israel Deaconess Medical Center | Near-infrared fluorescent nerve contrast agents and methods of use thereof |
| EP4147724A1 (en) * | 2013-10-31 | 2023-03-15 | Beth Israel Deaconess Medical Center | Near-infrared fluorescent contrast bioimaging agents and methods of use thereof |
| US12440585B2 (en) | 2023-09-12 | 2025-10-14 | Curadel Surgical Innovations, Inc. | Zwitterionic metal chelators |
Family Cites Families (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1488609A (en) * | 1924-04-01 | murphy | ||
| DE287040C (Direct) | ||||
| JPS501576B2 (Direct) * | 1972-04-25 | 1975-01-20 | ||
| GB1410815A (en) * | 1972-12-20 | 1975-10-22 | Ici Ltd | Oxazine dyestuffs |
| DE2411761A1 (de) | 1974-03-12 | 1975-10-16 | Hoechst Ag | Basische oxazinfarbstoffe, verfahren zu ihrer herstellung und ihre verwendung |
| US4622395A (en) * | 1984-10-01 | 1986-11-11 | Minnesota Mining And Manufacturing Company | Phenoxazine and phenothiazine dyes and leuco forms thereof |
| US4714763A (en) * | 1985-07-11 | 1987-12-22 | Viomedics Inc. | Novel oxazine-ureas and thiazine urea chromophors as fluorescent labels |
| US4780535A (en) * | 1986-11-21 | 1988-10-25 | Spyros Theodoropulos | Maleic and phthalic diamides |
| US4965349A (en) * | 1987-12-24 | 1990-10-23 | Applied Biosystems, Inc. | Method of synthesizing oligonucleotides labeled with ammonia-labile groups on solid phase supports |
| US4962197A (en) * | 1988-02-12 | 1990-10-09 | Rowland Institute For Science | Photo-inactivation of cancer cells |
| IL91673A0 (en) * | 1988-09-20 | 1990-04-29 | Us Health | Method for tagging an oligodeoxynucleotide |
| DD287040A5 (de) * | 1989-07-28 | 1991-02-14 | Veb Forschungszentrum Biotechnologie Berlin,De | Neue fluophorderivate, verfahren zu ihrer herstellung und deren verwendung zur herstellung neuartiger fluoreszenzmarkierter nucleoside, nucleotide und oligonucleotide |
| GB9024775D0 (en) * | 1990-11-14 | 1991-01-02 | Axis Research | Chemical compounds |
| JPH05170752A (ja) * | 1991-04-26 | 1993-07-09 | Takeda Chem Ind Ltd | ３，７−ビス（ジ置換アミノ）フェノチアジン誘導体およびその製造法 |
| US5344928A (en) | 1991-04-26 | 1994-09-06 | Takeda Chemical Industries, Ltd. | Phenothiazine derivatives, their production and use |
| ES2137978T3 (es) | 1992-12-15 | 2000-01-01 | Ciba Sc Holding Ag | Colorantes de oxazina, procedimiento para su fabricacion y su utilizacion. |
| US5656759A (en) | 1993-07-22 | 1997-08-12 | Sony Corporation | Hydrophobic cationic dye compounds |
| US5792389A (en) | 1993-10-27 | 1998-08-11 | United States Of America | Water soluble laser dyes |
| US5620842A (en) * | 1995-03-29 | 1997-04-15 | Becton Dickinson And Company | Determination of the number of fluorescent molecules on calibration beads for flow cytometry |
| DE19521231A1 (de) * | 1995-06-10 | 1996-12-12 | Boehringer Mannheim Gmbh | Neue Oxazinfarbstoffe und ihre Verwendung als Fluoreszenzmarker |
| GB9602265D0 (en) * | 1996-02-05 | 1996-04-03 | Amersham Int Plc | Benzophenoxazine dyes |
| GB9716476D0 (en) | 1997-08-04 | 1997-10-08 | Amersham Int Plc | Dye intermediate and method |
| FR2780791B1 (fr) | 1998-07-03 | 2000-09-01 | Bio Merieux | Methode de depistage ou de diagnostic d'un adenocarcinome ou d'une pathologie benigne de la prostate et procede de mise en oeuvre |
| US6140500A (en) * | 1999-09-03 | 2000-10-31 | Pe Corporation | Red-emitting [8,9]benzophenoxazine nucleic acid dyes and methods for their use |
| US6727356B1 (en) | 1999-12-08 | 2004-04-27 | Epoch Pharmaceuticals, Inc. | Fluorescent quenching detection reagents and methods |
| US6465644B1 (en) * | 2000-05-02 | 2002-10-15 | Applera Corporation | Sulfonated [8,9] benzophenoxazine dyes and the use of their labelled conjugates |
| US7101999B2 (en) | 2000-09-06 | 2006-09-05 | Evotec Ag | Oxazine derivatives |
| US6908769B2 (en) * | 2000-11-16 | 2005-06-21 | Roche Diagnostics Gmbh | Dye pair for fluorescence resonance energy transfer (FRET) measurements |
-
2001
- 2001-09-05 US US10/363,813 patent/US7101999B2/en not_active Expired - Fee Related
- 2001-09-05 WO PCT/EP2001/010236 patent/WO2002020670A1/de not_active Ceased
- 2001-09-05 EP EP01978341A patent/EP1317511B1/de not_active Expired - Lifetime
- 2001-09-05 EP EP05000174A patent/EP1535967B1/de not_active Expired - Lifetime
- 2001-09-05 JP JP2002525681A patent/JP2004508448A/ja active Pending
- 2001-09-05 DE DE50105139T patent/DE50105139D1/de not_active Expired - Lifetime
- 2001-09-05 AT AT05000174T patent/ATE518913T1/de active
- 2001-09-05 AT AT01978341T patent/ATE287430T1/de not_active IP Right Cessation
-
2006
- 2006-04-20 US US11/379,433 patent/US20060240455A1/en not_active Abandoned
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