JP4658474B2 - 膜輸送可能蛍光基質 - Google Patents
膜輸送可能蛍光基質 Download PDFInfo
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- JP4658474B2 JP4658474B2 JP2003529965A JP2003529965A JP4658474B2 JP 4658474 B2 JP4658474 B2 JP 4658474B2 JP 2003529965 A JP2003529965 A JP 2003529965A JP 2003529965 A JP2003529965 A JP 2003529965A JP 4658474 B2 JP4658474 B2 JP 4658474B2
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- 0 *c1cc(C(OC23c4ccc(*)cc4Oc4cc(*)ccc24)=O)c3cc1 Chemical compound *c1cc(C(OC23c4ccc(*)cc4Oc4cc(*)ccc24)=O)c3cc1 0.000 description 2
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- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
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- G01N33/582—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances with fluorescent label
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- C09B11/00—Diaryl- or thriarylmethane dyes
- C09B11/02—Diaryl- or thriarylmethane dyes derived from diarylmethanes
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- C09B11/00—Diaryl- or thriarylmethane dyes
- C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
- C09B11/06—Hydroxy derivatives of triarylmethanes in which at least one OH group is bound to an aryl nucleus and their ethers or esters
- C09B11/08—Phthaleins; Phenolphthaleins; Fluorescein
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- C09B11/00—Diaryl- or thriarylmethane dyes
- C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
- C09B11/10—Amino derivatives of triarylmethanes
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- C09B11/00—Diaryl- or thriarylmethane dyes
- C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
- C09B11/10—Amino derivatives of triarylmethanes
- C09B11/24—Phthaleins containing amino groups ; Phthalanes; Fluoranes; Phthalides; Rhodamine dyes; Phthaleins having heterocyclic aryl rings; Lactone or lactame forms of triarylmethane dyes
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- C09B57/00—Other synthetic dyes of known constitution
- C09B57/02—Coumarine dyes
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- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
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- C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
- C12Q1/26—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving oxidoreductase
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- C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
- C12Q1/34—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving hydrolase
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
- G01N33/573—Immunoassay; Biospecific binding assay; Materials therefor for enzymes or isoenzymes
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- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
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Description
ウイルス1)、およびTATタンパク質(HIV−1)が含まれる。より一般的なアプローチにより、DOTMA、DOTAP、およびDOSPAのようなカチオン脂質を用いて、巨大分子(例えばDNA、RNAまたはタンパク質)が導入される。細胞浸透方法と同様に、担体に媒介される輸送は、最小限の熟練した技術を要し、簡単にハイスループットアッセイに適合できる。しかしながら、導入効率はしばしば30%以下であり、細胞型によって変化しうる。さらに、リポソーム輸送は、脂質代謝のような細胞機能を、非常に混乱させる。現存する方法のいずれもが、望まれる輸送特性:容易であること、高い輸送効率、高い細胞生存性、細胞型を問わない一般的実用性、および自動化が容易であることを完全に提供するものではない。
et al.,「Polyamidoamine Cascade Polymers
Mediate Efficient Transfection of Cells
in Culture」」、Bioconjugate Chem.,4,372−379(1993)、Boussif et al.,「A Versatile Vector for Gene and Oligonucleotide Transfer into Cells in Culture and in Vivo: Polyethyleneimine」、Proc.Natl.Acad.Sci.USA,92.7297−7301(1995)、Kabanov et al.,「DNA Complexes with Polycations for the Delivery of Genetic Material into Cells.」、Bioconjugate Chem.,6,7−20(1995)、Tang et al.,「In Vitro Gene Delivery by Degraded Polyamidoamine Dendrimers」、Bioconjugate Chem.,7,703−714(1996)、Kukowska−Katallo et al.,「Efficient Transfer of Genetic Material
into Mammalian Cells Using Starburst Polyamidoamine Dendrimers」、Proc.Natl.Acad.Sci.USA,93:4891−4902(1996)を参照のこと。
et al.,「Intracellular Delivery of Phosphoinositides and Inositol Phosphates Using Polyamine Carriers.」、Proc.Natl.Acad.S
ci.USA,97:11286−11291(2000)を参照のこと。アニオン性脂質が、蛍光顕微鏡による視覚化のために、蛍光タグ化された。同様のアプローチが、赤血球内へ複合体としてアニオン性リン脂質を輸送するために、低分子量トリス(アミノエチル)アミンのアミドおよびスルホンアミド誘導体を用いて記述された。Boon et al.,「Facilitated Phosphatidylcholine Flip−Flop Across Erythrocyte Membranes Using Low Molecular Weight Synthetic Translocases.」、J.Am.Chem.Soc.,123,6221−6226(2001)。輸送により、複合化を介してリン脂質のヘッド基(headgroup)極性が減少し、リン脂質の細胞膜を通した分散が促進される。細胞外のジラウロイルホスファチジルコリン(DLPC)のトリス(アミドエチル)アミン−およびトリス(スルホンアミドエチル)アミンに媒介される輸送は、(細胞DLPC取り込みによって誘導される)ウニ状赤血球形態が初期ディスコサイト形状へ戻る。合成トランスポーターはまた、細胞内へ、蛍光ホスファチジルコリンプローブ(PC−NBD)を運ぶ。
ラクトピラノシド(MUG)、イオン置換基を持つ、レゾルフィン β−D−ガラクトピラノシドおよびイオン置換基を持つ、9H−(1,3−ジクロロ−9,9−ジメチルアクリジン−2−オン−7−イル)β−D−ガラクトピラノシド(DDAOガラクトシド)でありうる。蛍光基質は、一般式Iまたは一般式IIによって表されるような構造を持ちうる。
et al.,「A Novel Biodegradable Gene Carrier Based on Polyphosphoester」J.Am.Chem.Soc.ASAP publication、2001年9月)。非細胞毒性小分子ユニットに分解される生物分解可能担体の利点は、あらゆる細胞毒性をさらに低下させることである。
、フェノレート、ボロン酸および炭酸塩が含まれうる。これらのアニオン性の電荷を有している基は、ヒストン、スペルミジン、ポリリジンおよびポリアミドアミン(PAMAM)デンドリマー、ポリエチレンイミン(PEI)デンドリマー、グアニジニウムペプトイド、アミジニウム塩、ポリ(2−アミノエチルプロピレンホスフェート、トリス(アミノエチル)アミド、トリス(アミノエチル)スルホンアミドおよびボロン酸上の(例えば、陽子を有しているポリアミノ基のような)カチオン性の電荷を有している基と、イオン電荷相互作用を介して複合体形成することができる。
(CH2CO2H)2でありうる。
ロメチル置換基を持ちうる。これらのクロロメチル置換基は、細胞内グルタチオンと反応させることができ、細胞内に残る傾向にあるトリペプチド基質類似体を形成することができる。しかしながら、つながれた基質はより細胞毒性でありうる。
の誘導の際に、β−ガラクトシダーゼ活性の相補性(復元)を生じる。
FDG中の14μlの「SUPERFECT」)を含む0.6mM FDGとともに、37℃にて90分間インキュベートした。
Claims (1)
- 細胞内での酵素の存在を検出し、および/またはその活性を測定するための方法であって、
a)細胞を含む試料を、酵素活性蛍光基質であるフルオレセイン ジ−β−D−ガラクトピラノシドと膜輸送可能分子であるSUPERFECT(登録商標)とのイオン結合型複合体を含む組成物に接触させる工程と、
b)前記試料からの蛍光を検出する工程とを含み、蛍光の存在が細胞中の酵素の存在を示唆し、蛍光の強度が細胞内での酵素の活性または発現を示す、方法。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US32307701P | 2001-09-19 | 2001-09-19 | |
PCT/US2002/029600 WO2003025192A2 (en) | 2001-09-19 | 2002-09-19 | Membrane transportable fluorescent substrates |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2006517382A JP2006517382A (ja) | 2006-07-27 |
JP4658474B2 true JP4658474B2 (ja) | 2011-03-23 |
Family
ID=23257652
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2003529965A Expired - Fee Related JP4658474B2 (ja) | 2001-09-19 | 2002-09-19 | 膜輸送可能蛍光基質 |
Country Status (5)
Country | Link |
---|---|
US (1) | US6933126B2 (ja) |
EP (1) | EP1654372A4 (ja) |
JP (1) | JP4658474B2 (ja) |
AU (1) | AU2002326950A1 (ja) |
WO (1) | WO2003025192A2 (ja) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1472238B1 (en) | 2002-02-01 | 2012-07-04 | Promega Corporation | Bioluminescent protease assay |
US7553632B2 (en) | 2004-01-22 | 2009-06-30 | Promega Corporation | Luminogenic and nonluminogenic multiplex assay |
US7416854B2 (en) | 2004-01-22 | 2008-08-26 | Promega Corporation | Luminogenic and nonluminogenic multiplex assay |
FR2875242B1 (fr) * | 2004-09-10 | 2006-11-17 | Biomerieux Sa | Nouveaux substrats enzymatiques derives de phenoxazinone et leur utilisation comme revelateur dans la detection de microorganismes a activite peptidase |
AU2005287078A1 (en) * | 2004-09-16 | 2006-03-30 | Applied Biosystems, Llc. | Fluorescent dye compounds, conjugates and uses thereof |
EP2142665B1 (en) | 2007-04-13 | 2013-11-27 | Promega Corporation | Luminescent live and dead cell assay |
FR2918666B1 (fr) * | 2007-07-13 | 2010-12-31 | Synth Innove Lab | Colorants fluorescents polycarboxyliques |
JP4949206B2 (ja) * | 2007-11-09 | 2012-06-06 | 独立行政法人科学技術振興機構 | 生体分子修飾のためのポリイオンデンドリマー |
FR2964978B1 (fr) * | 2010-09-21 | 2013-11-15 | J Soufflet Ets | Nouveaux substrats fluorescents, procede d'obtention de ces produits et leur application |
EP2658998B1 (en) | 2010-12-29 | 2015-04-22 | Life Technologies Corporation | Ddao compounds as fluorescent reference standards |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1995024221A1 (en) * | 1986-08-18 | 1995-09-14 | The Dow Chemical Company | Bioactive and/or targeted dendrimer conjugates |
Family Cites Families (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4558120A (en) | 1983-01-07 | 1985-12-10 | The Dow Chemical Company | Dense star polymer |
US4568737A (en) | 1983-01-07 | 1986-02-04 | The Dow Chemical Company | Dense star polymers and dendrimers |
US4737550A (en) | 1983-01-07 | 1988-04-12 | The Dow Chemical Company | Bridged dense star polymers |
US4631337A (en) | 1983-01-07 | 1986-12-23 | The Dow Chemical Company | Hydrolytically-stable dense star polyamine |
US4507466A (en) | 1983-01-07 | 1985-03-26 | The Dow Chemical Corporation | Dense star polymers having core, core branches, terminal groups |
US4587329A (en) | 1984-08-17 | 1986-05-06 | The Dow Chemical Company | Dense star polymers having two dimensional molecular diameter |
US4871779A (en) | 1985-12-23 | 1989-10-03 | The Dow Chemical Company | Ion exchange/chelation resins containing dense star polymers having ion exchange or chelate capabilities |
US4694064A (en) | 1986-02-28 | 1987-09-15 | The Dow Chemical Company | Rod-shaped dendrimer |
US4713975A (en) | 1986-05-30 | 1987-12-22 | The Dow Chemical Company | Dense star polymers for calibrating/characterizing sub-micron apertures |
US5338532A (en) | 1986-08-18 | 1994-08-16 | The Dow Chemical Company | Starburst conjugates |
US5527524A (en) | 1986-08-18 | 1996-06-18 | The Dow Chemical Company | Dense star polymer conjugates |
US4857599A (en) | 1988-02-08 | 1989-08-15 | The Dow Chemical Company | Modified dense star polymers |
US6162931A (en) * | 1996-04-12 | 2000-12-19 | Molecular Probes, Inc. | Fluorinated xanthene derivatives |
US5830912A (en) * | 1996-11-15 | 1998-11-03 | Molecular Probes, Inc. | Derivatives of 6,8-difluoro-7-hydroxycoumarin |
US6416959B1 (en) * | 1997-02-27 | 2002-07-09 | Kenneth Giuliano | System for cell-based screening |
US5968762A (en) * | 1998-03-19 | 1999-10-19 | The University Of Connecticut | Method for detecting bacteria in a sample |
US6972339B2 (en) * | 2001-09-07 | 2005-12-06 | Epoch Biosciences, Inc. | Compounds and methods for fluorescent labeling |
-
2002
- 2002-09-19 JP JP2003529965A patent/JP4658474B2/ja not_active Expired - Fee Related
- 2002-09-19 AU AU2002326950A patent/AU2002326950A1/en not_active Abandoned
- 2002-09-19 US US10/246,678 patent/US6933126B2/en not_active Expired - Lifetime
- 2002-09-19 EP EP02761709A patent/EP1654372A4/en not_active Withdrawn
- 2002-09-19 WO PCT/US2002/029600 patent/WO2003025192A2/en active Application Filing
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1995024221A1 (en) * | 1986-08-18 | 1995-09-14 | The Dow Chemical Company | Bioactive and/or targeted dendrimer conjugates |
JPH08510761A (ja) * | 1994-03-07 | 1996-11-12 | ザ・ダウ・ケミカル・カンパニー | 生物活性及び/又はターゲテッドデンドリマー複合体 |
Also Published As
Publication number | Publication date |
---|---|
AU2002326950A1 (en) | 2003-04-01 |
EP1654372A4 (en) | 2010-11-10 |
US6933126B2 (en) | 2005-08-23 |
EP1654372A2 (en) | 2006-05-10 |
WO2003025192A3 (en) | 2009-04-23 |
WO2003025192A2 (en) | 2003-03-27 |
US20030103902A1 (en) | 2003-06-05 |
JP2006517382A (ja) | 2006-07-27 |
AU2002326950A8 (en) | 2009-05-21 |
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