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1. 发明申请

US20110217696A1 AZA-BENZAZOLIUM CONTAINING CYANINE DYES 有权
标题翻译：含AZA-BENZAZOLIUM含有氰基染料
公开(公告)号：US20110217696A1
公开(公告)日：2011-09-08
申请号：US12984380
申请日：2011-01-04
申请人： Richard P. HAUGLAND , Stephen T. Yue
发明人： Richard P. HAUGLAND , Stephen T. Yue
IPC分类号： C12Q1/68 , C07D498/04 , G01N33/50 , C07D513/04
CPC分类号： C09B23/02 , C12Q1/6816 , C12Q1/6876 , G01N1/30 , G01N27/44726 , G01N33/52 , G01N33/5308 , G01N33/531 , G01N33/582 , G01N33/68 , G01N2001/302 , Y10S436/80 , Y10T436/143333 , C12Q2563/173 , C12Q2563/107
摘要： Unsymmetrical cyanine dyes that incorporate an aza-benzazolium ring moiety are described, including cyanine dyes substituted by a cationic side chain, monomeric and dimeric cyanine dyes, chemically reactive cyanine dyes, and conjugates of cyanine dyes. The subject dyes are virtually non-fluorescent when diluted in aqueous solution, but exhibit bright fluorescence when associated with nucleic acid polymers such as DNA or RNA, or when associated with detergent-complexed proteins. A variety of applications are described for detection and quantitation of nucleic acids and detergent-complexed proteins in a variety of samples, including solutions, electrophoretic gels, cells, and microorganisms.
摘要翻译：描述了包含氮杂 - 苯并唑鎓环部分的不对称花青染料，包括由阳离子侧链取代的花青染料，单体和二聚花青染料，化学反应性花青染料和花青染料的缀合物。当在水溶液中稀释时，受试染料实际上是非荧光的，但当与核酸聚合物如DNA或RNA相关联时或当与洗涤剂复合的蛋白质相关时，它们显示出明亮的荧光。描述了用于检测和定量多种样品中的核酸和洗涤剂复合蛋白质的各种应用，包括溶液，电泳凝胶，细胞和微生物。

2. 发明授权

US06579718B1 Carbazolylvinyl dye protein stains 有权
标题翻译：卡博基乙烯基染料蛋白污渍
公开(公告)号：US06579718B1
公开(公告)日：2003-06-17
申请号：US09632927
申请日：2000-08-04
申请人： Stephen T. Yue , Thomas H. Steinberg , Wayne F. Patton , Ching-Ying Cheung , Richard P. Haugland
发明人： Stephen T. Yue , Thomas H. Steinberg , Wayne F. Patton , Ching-Ying Cheung , Richard P. Haugland
IPC分类号： G01N3348
CPC分类号： C07D401/06 , C07D209/08 , C07D209/86 , C07D213/20 , C07D215/10 , C07D277/64 , C07D417/06 , C09B23/105 , G01N33/6809 , Y10T436/25125 , Y10T436/25375
摘要： The present invention describes a variety of substituted and unsubstituted carbazolylvinyl dyes and their use for detecting and quantifying poly(amino acids), including peptides, polypeptides and proteins. The labeled proteins or peptides are highly colored, but are also detected by their strong fluorescence enhancement. Poly(amino acids) are detected in solution, in electrophoretic gels, and on solid supports, including blots and dipsticks. The present method of staining is highly sensitive, extremely facile, and relatively non-selective and can be accomplished without the use of organic solvent additives.
摘要翻译：本发明描述了各种取代和未取代的咔唑基乙烯基染料及其用于检测和定量聚（氨基酸）的用途，包括肽，多肽和蛋白质。标记的蛋白质或肽是高度着色的，但也通过其强荧光增强来检测。聚（氨基酸）在溶液中，电泳凝胶和固体支持物上检测，包括印迹和浸渍。本发明的染色方法是高度敏感的，非常容易的和相对非选择性的，并且可以在不使用有机溶剂添加剂的情况下完成。

3. 发明授权

US5534416A Fluorescent viability assay using cyclic-substituted unsymmetrical cyanine dyes 失效
公开(公告)号：US5534416A
公开(公告)日：1996-07-09
申请号：US148847
申请日：1993-11-08
申请人： Paul J. Millard , Bruce L. Roth , Stephen T. Yue , Richard P. Haugland
发明人： Paul J. Millard , Bruce L. Roth , Stephen T. Yue , Richard P. Haugland
IPC分类号： C07D215/22 , C07D211/76 , C07D213/60 , C07D213/61 , C07D213/64 , C07D215/16 , C07D215/18 , C07D215/227 , C07D277/64 , C07D413/06 , C07D417/06 , C07D417/14 , C09B23/00 , C09B23/02 , C09B23/04 , C09B69/06 , C12Q1/68 , G01N21/64 , G01N21/78 , G01N27/26 , G01N31/22 , G01N33/48 , G01N33/50 , G01N33/52 , G01N33/58 , G01N33/00 , C07H1/00 , C12Q1/04
CPC分类号： C07D211/76 , C07D215/18 , C07D215/227 , C07D417/06 , C07D417/14 , C09B23/02 , Y10S436/80 , Y10T436/143333
摘要： The invention relates to a method of analyzing the viability of a sample of cells using an aqueous solution comprising two fluorescent dyes. Dye I has the formula: ##STR1## where R.sup.2 is C.sub.1-6 alkyl; Z.sup.- is a biologically compatible counterion;X is O; S; Se; or NR.sup.15, where R.sup.15 is H or C.sub.1-6 alkyl; or CR.sup.16 R.sup.17, where R.sup.16 and R.sup.17, which may be the same or different, are independently H or C.sub.1-6 alkyl, or the carbons of R.sup.16 and R.sup.17 taken in combination complete a five or six membered saturated ring; and the benzazolium is optionally further substituted;n=0, 1, or 2;Y is --CR.sup.3 .dbd.CR.sup.4 --; p and m=0 or 1, such that p+m=1;R.sup.5 is a C.sub.1-6 alkyl, C.sub.1-6 alkenyl, C.sub.1-6 polyalkenyl, C.sub.1-6 alkynyl or C.sub.1-6 polyalkynyl group; or R.sup.5 is an OMEGA;R.sup.3, R.sup.4, R.sup.6 and R.sup.7, which may be the same or different, are independently H; or a C.sub.1-6 alkyl, C.sub.1-6 alkenyl, C.sub.1-6 polyalkenyl, C.sub.1-6 alkynyl or C.sub.1-6 polyalkynyl group; or halogen; or --OR.sup.8, --SR.sup.8, --(NR.sup.8 R.sup.9), where R.sup.8 and R.sup.9, which may be the same or different, are independently H; or alkyl groups having 1-6 carbons; or 1-2 substituted or unsubstituted alicyclic, heteroalicyclic, aromatic, or heteroaromatic rings, containing 1-4 heteroatoms, wherein the heteroatoms are O, N, or S; or R.sup.8 and R.sup.9 taken in combination are --(CH.sub.2).sub.2 --L--(CH.sub.2).sub.2 -- where L=--O--, --NR.sup.10 --, --CH.sub.2 -- or a single bond where R.sup.10 is H or an alkyl group having 1-6 carbons; or --OSO.sub.2 R.sup.19 where R.sup.19 is C.sub.1-6 alkyl, or C.sub.1-6 perfluoroalkyl, or aryl; or an OMEGA; or R.sup.6 and R.sup.7, taken in combination are --(CH.sub.2).sub.v -- where v=3 or 4, or R.sup.6 and R.sup.7 form a fused aromatic ring that is optionally further substituted;such that at least one of R.sup.3, R.sup.4, R.sup.5, R.sup.6 and R.sup.7, or a substituent on the aromatic ring formed by R.sup.6 and R.sup.7, is an OMEGA; where OMEGA is a cyclic substituent that is attached by a single bond.Fluorescent Dye II selectively stains either viable or non-viable cells with a detectable fluorescent response that is different from the fluorescent response of Dye I. The stained cells are illuminated at a suitable absorption wavelength, and the fluorescent response is detected to distinguish viable and non-viable cells based on the fluorescent response.

4. 发明授权

US5445946A Intravacuolar stains for yeast and other fungi 失效
标题翻译：阴道内污渍用于酵母和其他真菌
公开(公告)号：US5445946A
公开(公告)日：1995-08-29
申请号：US206081
申请日：1994-03-03
申请人： Bruce L. Roth , Paul J. Millard , Stephen T. Yue , Richard P. Haugland
发明人： Bruce L. Roth , Paul J. Millard , Stephen T. Yue , Richard P. Haugland
IPC分类号： C07D211/76 , C07D215/18 , C07D215/22 , C07D215/227 , C07D417/06 , C07D417/14 , C09B23/02 , C12Q1/04 , C07H17/00 , C12Q1/02 , C12Q1/68
CPC分类号： C07D211/76 , C07D215/18 , C07D215/227 , C07D417/06 , C07D417/14 , C09B23/02
摘要： The invention relates to a method of forming distinctive intravacuolar structures that are unique to fungal cells and can be correlated with cell viability. The preferred dyes of the present invention are described by the formula: ##STR1## wherein each R.sup.1 is independently H; or an alkyl group having from 1-6 carbons; or a trifluoromethyl; or a halogen; or --OR.sup.6, --SR.sup.6 or --(NR.sup.6 R.sup.7) where R.sup.6 and R.sup.7, which can be the same or different, are independently H; or alkyl groups having 1-6 carbons; or 1-2 alicyclic, heteroalicyclic, aromatic or heteroaromatic rings, containing 1-4 heteroatoms, wherein the heteroatoms are O, N or S; or R.sup.6 and R.sup.7 taken in combination are --(CH.sub.2).sub.2 --M--(CH.sub.2).sub.2 -- where M=a single bond, --O--, --CH.sub.2 --, or --NR.sup.8 -- where R.sup.8 is H or an alkyl having 1-6 carbons; and t=1-4;R.sup.2 is an alkyl group having 1-6 carbons;X is O, S, Se or NR.sup.9, where R.sup.9 is H or an alkyl group having 1-6 carbons; or X is CR.sup.10 R.sup.11 where R.sup.10 and R.sup.11, which may be the same or different, are independently alkyl groups having 1-6 carbons, or R.sup.10 and R.sup.11 taken in combination complete a five or six membered saturated ring;R.sup.3, R.sup.4 and R.sup.5, which may be the same or different, are independently H; or an alkyl, alkenyl, polyalkenyl, alkynyl or polyalkynyl group having 1-6 carbons; or a halogen; or --OH, --OR.sup.6, --SR.sup.6 or --(NR.sup.6 R.sup.7); or R.sup.4 and R.sup.5, taken in combination form a quinolinium ring system that is optionally similarly substituted or unsubstituted;Z.sup.- is a biologically compatible counterion;L is a halogen or good leaving group; andOMEGA is a saturated or unsaturated, substituted or unsubstituted, cyclic substituent.
摘要翻译：本发明涉及形成与真菌细胞独特的独特的血管内结构的方法，并且可以与细胞活力相关。本发明优选的染料用下式描述：其中每个R 1独立地是H; 或具有1-6个碳原子的烷基; 或三氟甲基; 或卤素; 或-OR 6，-SR 6或 - （NR 6 R 7）其中R 6和R 7可以相同或不同，独立地为H; 或具有1-6个碳的烷基; 或1-2个含有1-4个杂原子的脂环族，杂脂环，芳族或杂芳环，其中杂原子是O，N或S; 或R 6和R 7组合是 - （CH 2）2-M-（CH 2）2 - ，其中M =单键，-O-，-CH 2 - 或-NR 8 - ，其中R 8是H或具有1- 6个碳; 和t = 1-4; R2是具有1-6个碳原子的烷基; X是O，S，Se或NR 9，其中R 9是H或具有1-6个碳的烷基; 或X为CR10R11，其中R10和R11可以相同或不同，独立地为具有1-6个碳原子的烷基，或R10和R11组合完成一个五或六元饱和环; R 3，R 4和R 5可以相同或不同，独立地为H; 或具有1-6个碳原子的烷基，链烯基，聚链烯基，炔基或聚炔基; 或卤素; 或-OH，-OR 6，-SR 6或 - （NR 6 R 7）; 或R 4和R 5组合形成任选相似取代或未取代的喹啉鎓环系; Z-是一种生物相容的抗衡离子; L是卤素或良好的离去基团; 并且OMEGA是饱和或不饱和的，取代或未取代的环状取代基。

5. 发明授权

US07226740B2 Aza-benzazolium containing cyanine dyes 有权
标题翻译：含有氰基染料的氮杂 -
公开(公告)号：US07226740B2
公开(公告)日：2007-06-05
申请号：US10683753
申请日：2003-10-13
申请人： Richard P. Haugland , Stephen T. Yue
发明人： Richard P. Haugland , Stephen T. Yue
IPC分类号： C12Q1/68 , C07D215/00 , C07D215/12
CPC分类号： C09B23/02 , C12Q1/6816 , C12Q1/6876 , G01N1/30 , G01N27/44726 , G01N33/52 , G01N33/5308 , G01N33/531 , G01N33/582 , G01N33/68 , G01N2001/302 , Y10S436/80 , Y10T436/143333 , C12Q2563/173 , C12Q2563/107
摘要： Unsymmetrical cyanine dyes that incorporate an aza-benzazolium ring moiety are described, including cyanine dyes substituted by a cationic side chain, monomeric and dimeric cyanine dyes, chemically reactive cyanine dyes, and conjugates of cyanine dyes. The subject dyes are virtually non-fluorescent when diluted in aqueous solution, but exhibit bright fluorescence when associated with nucleic acid polymers such as DNA or RNA, or when associated with detergent-complexed proteins. A variety of applications are described for detection and quantitation of nucleic acids and detergent-complexed proteins in a variety of samples, including solutions, electrophoretic gels, cells, and microorganisms.
摘要翻译：描述了包含氮杂 - 苯并唑鎓环部分的不对称花青染料，包括由阳离子侧链取代的花青染料，单体和二聚花青染料，化学反应性花青染料和花青染料的缀合物。当在水溶液中稀释时，受试染料实际上是非荧光的，但当与核酸聚合物如DNA或RNA相关联时或当与洗涤剂复合的蛋白质相关时，它们显示出明亮的荧光。描述了用于检测和定量多种样品中的核酸和洗涤剂复合蛋白质的各种应用，包括溶液，电泳凝胶，细胞和微生物。

6. 发明授权

US5658751A Substituted unsymmetrical cyanine dyes with selected permeability 失效
标题翻译：取代的不对称花青染料具有选择的渗透性
公开(公告)号：US5658751A
公开(公告)日：1997-08-19
申请号：US331031
申请日：1994-10-27
申请人： Stephen T. Yue , Victoria L. Singer , Bruce L. Roth , Thomas J. Mozer , Paul J. Millard , Laurie J. Jones , Xiaokui Jin , Richard P. Haugland
发明人： Stephen T. Yue , Victoria L. Singer , Bruce L. Roth , Thomas J. Mozer , Paul J. Millard , Laurie J. Jones , Xiaokui Jin , Richard P. Haugland
IPC分类号： G01N33/48 , C07D215/18 , C07D413/06 , C07D417/06 , C07D417/14 , C09B23/00 , C09B23/02 , C12Q1/68 , G01N21/76 , G01N33/58 , C12Q1/04 , C07H19/20 , C12Q1/02 , G01N33/00
CPC分类号： C07D417/14 , C07D215/18 , C07D413/06 , C07D417/06 , C09B23/02 , C12Q1/6816 , G01N15/1459 , G01N2015/1402 , Y10S436/80 , Y10T436/143333
摘要： The invention describes the preparation and use of fluorescent stains for nucleic acids derived from unsymmetrical cyanine dyes comprising a substituted benzazolium ring system linked by a methine bridge to a pyridinium or quinolinium ring system having at least one substituent on the pyridinium or quinolinium ring that contains a heteroatom. The presence of the heteroatom-containing substituent results in higher sensitivity to oligonucleotides and larger nucleic acid polymers in a wide range of cells and gels, and for use in analysis of cell structure, membrane integrity or function.
摘要翻译：本发明描述了衍生自不对称花青染料的核酸的荧光染料的制备和用途，其包含通过次甲基桥连接到吡啶鎓或喹啉鎓环系统的取代的苯并唑鎓环系统，所述吡啶鎓或喹啉环体系在吡啶鎓或喹啉环上具有至少一个取代基，杂原子。含杂原子的取代基的存在导致在宽范围的细胞和凝胶中对寡核苷酸和较大核酸聚合物的更高的敏感性，并且用于分析细胞结构，膜完整性或功能。

7. 发明授权

US5582977A Dimers of unsymmetrical cyanine dyes 失效
标题翻译：不对称花青染料的二聚体
公开(公告)号：US5582977A
公开(公告)日：1996-12-10
申请号：US180763
申请日：1994-01-06
申请人： Stephen T. Yue , Iain D. Johnson , Richard P. Haugland
发明人： Stephen T. Yue , Iain D. Johnson , Richard P. Haugland
IPC分类号： C09B23/02 , G01N33/52 , C12Q1/68 , C07H21/02 , C07H21/04
CPC分类号： C09B23/02 , G01N33/52
摘要： The invention relates to dimers of unsymmetrical cyanine dyes, typically dimers of benzthiazole or benzoxazole derivatives, that exhibit enhanced fluorescence on binding with DNA or RNA, The dimers generally have the formula: ##STR1## where R.sup.1 and R.sup.2, which may be the same or different, are alkyl groups having 1-6 carbons;X is O, S, or N--R.sup.3, where R.sup.3 is H or an alkyl group having 1-6 carbons;Z is O, S, or N--R.sup.4, where R.sup.4 is H or an alkyl group having 1-6 carbons;n and s, which may be the same or different, =0, 1, or 2;Y is HC.dbd.CH; andp, m, q, and r=0 or 1, such that p+m=1 and q+r=1; andwhere -BRIDGE- has the general formula:--(CH.sub.2).sub..alpha. --[A.sup.1 --(CH.sub.2).sub..beta. --].sub.I [A.sup.2 --(CH.sub.2).sub..gamma. --].sub.II A.sup.3 --(CH.sub.2).sub..delta. --where .alpha., .beta., .gamma., and .delta., which may be the same or different, are integers greater than 1 and less than 5;I and II, which may be the same or different, =0 or 1; andA.sup.1, A.sup.2, and A.sup.3, which may be the same or different, are independently O; S; (CH.sub.2).sub..mu. where .mu.=0 or 1; --(NR.sup.5)-- where R.sup.5 is H or an alkyl group having 1-6 carbons; or--(N.sup.+ R.sup.6 R.sup.7)-- where R.sup.6 and R.sup.7, which may be the same or different, are independently hydrogen or an alkyl group having 1-6 carbons.
摘要翻译：本发明涉及不对称花青染料的二聚体，通常是苯并噻唑或苯并恶唑衍生物的二聚体，其在与DNA或RNA结合时表现出增强的荧光。二聚体通常具有下式：具有下式的烷基：具有 1-6个碳; X是O，S或N-R 3，其中R 3是H或具有1-6个碳的烷基; Z是O，S或N-R 4，其中R 4是H或具有1-6个碳的烷基; n和s可以相同或不同，= 0,1或2; Y为HC = CH; 和p，m，q和r = 0或1，使得p + m = 1和q + r = 1; 并且其中-BRIDGE具有以下通式： - （CH 2）a - [A 1-（CH 2）β - ] I [A2-（CH 2）γ - ] IIA 3 - （CH 2）δ-其中α，β，γ和 δ可以相同或不同，是大于1且小于5的整数; I和II可以相同或不同，= 0或1; 和可以相同或不同的A1，A2和A3独立地为O; S; （CH 2）m，其中mu = 0或1; - （NR5） - 其中R5是H或具有1-6个碳原子的烷基; 或 - （N + R6R7） - 其中R6和R7可以相同或不同，独立地为氢或具有1-6个碳原子的烷基。

8. 发明授权

US5545535A Fluorescent assay for bacterial gram reaction 失效
标题翻译：荧光测定细菌克反应
公开(公告)号：US5545535A
公开(公告)日：1996-08-13
申请号：US146328
申请日：1993-11-01
申请人： Bruce L. Roth , Paul J. Millard , Stephen T. Yue , K. Sam Wells , Richard P. Haugland
发明人： Bruce L. Roth , Paul J. Millard , Stephen T. Yue , K. Sam Wells , Richard P. Haugland
IPC分类号： C07D211/76 , C07D215/18 , C07D215/22 , C07D215/227 , C07D417/06 , C07D417/14 , C09B23/02 , C12Q1/04 , C07H1/00 , C12Q1/68 , G01N33/00
CPC分类号： C07D215/227 , C07D211/76 , C07D215/18 , C07D417/06 , C07D417/14 , C09B23/02 , Y10S436/80 , Y10T436/143333
摘要： The invention relates to a method of analyzing a sample thought to contain bacteria using an aqueous solution comprising one or more fluorescent dyes: a fluorescent dye of formula I, a fluorescent dye of formula II, a fluorescent dye of formula III, and a fluorescent dye of formula IV. Each of the dyes differ each from the other in their affinity for nucleic acids and in their spectral response to different types of bacteria in the sample. The first three dyes are nucleic acid stains and the fourth dye is a fluorescent reagent that binds selectively to cell surface components. The fluorescent dyes of formula I are highly membrane-permeant cyanine dye derivatives and label all bacteria, whether live or dead, whether Gram positive or Gram negative. The dyes of formula II label only live Gram positive bacteria and label all dead bacteria, whether Gram positive or negative. The dyes of formula II bind to nucleic acids preferentially with respect to the dyes of formula I. Fluorescent formula III dyes are membrane impermeant dyes that give a fluorescent signal only in cells with compromised plasma membrane integrity, whether Gram negative or Gram positive, and have a much higher binding affinity for nucleic acids than the fluorescent dyes of either formula I or formula II. Formula IV fluorescent dyes preferentially bind to an exterior component of a bacterium. The dyes are combined with a sample suspected of containing bacteria and illuminated at an appropriate wavelength to differentiate, according to the fluorescence response, live Gram negative, dead Gram negative, live Gram positive and dead Gram positive bacteria in the sample.
摘要翻译：本发明涉及使用包含一种或多种荧光染料的水溶液分析包含细菌的样品的方法：式I的荧光染料，式II的荧光染料，式III的荧光染料和荧光染料的式IV。每种染料在其对核酸的亲和力和对样品中不同类型的细菌的光谱响应方面各自不同。前三种染料是核酸污渍，第四种染料是与细胞表面组分有选择性结合的荧光试剂。式I的荧光染料是高度透膜的花青染料衍生物，并标记所有细菌，无论是活还是死，无论革兰氏阳性或革兰氏阴性。式II的染料仅标记活的革兰氏阳性细菌，并标记所有死亡细菌，无论是革兰氏阳性还是阴性。式II的染料优选结合式I的染料。荧光剂III染料是仅在具有损伤的质膜完整性的细胞中产生荧光信号的膜不透明染料，无论是革兰氏阴性还是革兰氏阳性，并具有与核酸的结合亲和力高于式I或式II的荧光染料。式IV荧光染料优先结合细菌的外部组分。染料与怀疑含有细菌的样品结合，并以适当的波长照射，以根据荧光响应分辨样品中的活革兰氏阴性，死革兰氏阴性，活的革兰氏阳性和死的革兰氏阳性细菌。

9. 发明授权

US5321130A Unsymmetrical cyanine dyes with a cationic side chain 失效
标题翻译：具有阳离子侧链的不对称花青染料
公开(公告)号：US5321130A
公开(公告)日：1994-06-14
申请号：US833006
申请日：1992-02-10
申请人： Stephen T. Yue , Iain D. Johnson , Zhijian Huang , Richard P. Haugland
发明人： Stephen T. Yue , Iain D. Johnson , Zhijian Huang , Richard P. Haugland
IPC分类号： C09B23/02 , C07H21/02 , C07H21/04
CPC分类号： C09B23/02 , Y10S435/968 , Y10S436/80
摘要： The invention relates to unsymmetrical cyanine dyes with a cationic side chain, typically benzothiazole or benzoxazole derivatives, that exhibit enhanced fluorescence on binding with DNA or RNA, where such fluorescence can be used for evaluating the presence of nucleic acid polymers. The dyes generally have the formula: ##STR1## where R.sup.1 is an alkyl group having 1-6 carbons; X is 0, S, or NR.sup.2, where R.sup.2 is an alkyl group having 1-6 carbons, or CR.sup.3 R.sup.4, where R.sup.3 and R.sup.4, which may be the same or different, are alkyl groups having 1-6 carbons;n=0, 1, or 2;Z.sup.1 and Z.sup.2, which may be the same or different, are independently hydrogen, an alkyl group having 1-6 carbons, or aryl, or Z.sup.1 and Z.sup.2 taken in combination complete a 6-membered aromatic ring;Y is HC.dbd.CH; andeach of P and M=0 or 2, such that P+M=1; andTAIL is an aminoalkyl chain containing a backbone of 3-42 carbons and 1-5 positively charged nitrogens intermittently or equally spaced within the backbone, such that there are at least two carbons between sequential nitrogens.
摘要翻译：本发明涉及具有阳离子侧链（通常为苯并噻唑或苯并恶唑衍生物）的不对称花青染料，其在与DNA或RNA结合时表现出增强的荧光，其中该荧光可用于评估核酸聚合物的存在。染料通常具有下式：其中R1是具有1-6个碳原子的烷基; X是0，S或NR2，其中R2是具有1-6个碳原子的烷基，或CR3R4，其中R3和R4可以相同或不同，是具有1-6个碳原子的烷基; n = 0,1或2; Z 1和Z 2可以相同或不同，独立地为氢，具有1-6个碳的烷基或芳基，或Z 1和Z 2组合形成6元芳环; Y为HC = CH; 并且P和M中的每一个= 0或2，使得P + M = 1; 并且TAIL是含有3-42个碳原子的主链和1-5个带正电荷的氮在主链内间歇或等间隔的氨基烷基链，使得在相继的氮之间存在至少两个碳。

10. 发明授权

US06664047B1 Aza-benzazolium containing cyanine dyes 有权
标题翻译：含有氰基染料的氮杂 -
公开(公告)号：US06664047B1
公开(公告)日：2003-12-16
申请号：US09557275
申请日：2000-04-24
申请人： Richard P. Haugland , Stephen T. Yue
发明人： Richard P. Haugland , Stephen T. Yue
IPC分类号： C12Q168
CPC分类号： C09B23/02 , C12Q1/6816 , C12Q1/6876 , G01N1/30 , G01N27/44726 , G01N33/52 , G01N33/5308 , G01N33/531 , G01N33/582 , G01N33/68 , G01N2001/302 , Y10S436/80 , Y10T436/143333 , C12Q2563/173 , C12Q2563/107
摘要： Unsymmetrical cyanine dyes that incorporate an aza-benzazolium ring moiety are described, including cyanine dyes substituted by a cationic side chain, monomeric and dimeric cyanine dyes, chemically reactive cyanine dyes, and conjugates of cyanine dyes. The subject dyes are virtually non-fluorescent when diluted in aqueous solution, but exhibit bright fluorescence when associated with nucleic acid polymers such as DNA or RNA, or when associated with detergent-complexed proteins. A variety of applications are described for detection and quantitation of nucleic acids and detergent-complexed proteins in a variety of samples, including solutions, electrophoretic gels, cells, and microorganisms.
摘要翻译：描述了包含氮杂 - 苯并唑鎓环部分的不对称花青染料，包括由阳离子侧链取代的花青染料，单体和二聚花青染料，化学反应性花青染料和花青染料的缀合物。当在水溶液中稀释时，受试染料实际上是非荧光的，但当与核酸聚合物如DNA或RNA相关联时或当与洗涤剂复合的蛋白质相关时，它们显示出明亮的荧光。描述了用于检测和定量多种样品中的核酸和洗涤剂复合蛋白质的各种应用，包括溶液，电泳凝胶，细胞和微生物。

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