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    Fluorescent conjugates of metal-chelating nitrogen heterocycles
    11.
    发明授权
    Fluorescent conjugates of metal-chelating nitrogen heterocycles 失效
    金属螯合氮杂环的荧光偶联物

    公开(公告)号：US6013802A

    公开(公告)日：2000-01-11

    申请号：US798390

    申请日：1997-02-07

    申请人： Brian Matthew Hoyland ,  Michael A. Kuhn ,  Richard P. Haugland

    发明人： Brian Matthew Hoyland ,  Michael A. Kuhn ,  Richard P. Haugland

    IPC分类号： C09K11/06 ,  G01N31/22 ,  G01N33/84 ,  C07D401/00

    CPC分类号： C09K11/06 ,  G01N31/22 ,  G01N33/84 ,  G01N2800/04

    摘要： The present invention describes a family of fluorescent indicators for metal cations. The indicators are fluorophore conjugates of pyridyl-based metal ion chelators. The indicators are very sensitive detection as quantification reagents for a variety of metals, in a variety of oxidation states, even in the presence of high concentrations of Ca.sup.2+, Na.sup.+, or K.sup.+ or other ions, such as is found in seawater, making them highly useful for assaying physiological samples, biological samples, or environmental samples.

    摘要翻译： 本发明描述了一系列用于金属阳离子的荧光指示剂。 指标是吡啶基金属离子螯合剂的荧光团缀合物。 这些指标作为各种金属的定量试剂，作为多种氧化态的定量试剂，即使在高浓度的Ca2 +，Na +或K +或其他离子存在下也是非常敏感的，例如在海水中发现，使其高度 可用于测定生理样品，生物样品或环境样品。

    Stains for acidic organelles
    13.
    发明授权
    Stains for acidic organelles 失效
    酸性细胞器污渍

    公开(公告)号：US5869689A

    公开(公告)日：1999-02-09

    申请号：US544226

    申请日：1995-10-17

    申请人： Yu-Zhong Zhang ,  Zhenjun Diwu ,  Richard P. Haugland

    发明人： Yu-Zhong Zhang ,  Zhenjun Diwu ,  Richard P. Haugland

    IPC分类号： C07F5/02 ,  G01N1/30 ,  G01N33/58 ,  C07D207/00

    CPC分类号： G01N33/582 ,  C07F5/022 ,  G01N1/30

    摘要： Dipyrrometheneboron difluoride dyes possessing a covalently attached basic amine moiety are described that have utility for staining acidic organelles. Samples comprising isolated acidic organelles, or a cell or cells containing acidic organelles, are stained by preparing an aqueous labeling solution of the dye and incubating the sample in the labeling solution for a time sufficient to produce fluorescent labeled acidic organelles.

    摘要翻译： 描述了具有共价连接的碱性胺部分的二吡咯亚甲基二氟化物染料，其具有用于染色酸性细胞器的效用。 包含分离的酸性细胞器或含有酸性细胞器的细胞或细胞的样品通过制备染料的水性标记溶液并将样品在标记溶液中孵育足以产生荧光标记的酸性细胞器的时间来染色。

    Dimers of unsymmetrical cyanine dyes
    16.
    发明授权
    Dimers of unsymmetrical cyanine dyes 失效
    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。

    Fluorescent assay for bacterial gram reaction
    17.
    发明授权
    Fluorescent assay for bacterial gram reaction 失效
    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。

    Unsymmetrical cyanine dyes with a cationic side chain
    18.
    发明授权
    Unsymmetrical cyanine dyes with a cationic side chain 失效
    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。

    Quinazoline-containing kits for labeling aldehyde or ketone moieties
    19.
    发明授权
    Quinazoline-containing kits for labeling aldehyde or ketone moieties 有权
    用于标记醛或酮部分的含喹唑啉试剂盒

    公开(公告)号：US07816527B2

    公开(公告)日：2010-10-19

    申请号：US11182122

    申请日：2005-07-15

    申请人： Richard P. Haugland ,  Thomas H. Steinberg ,  Wayne F. Patton ,  Zhenjun Diwu

    发明人： Richard P. Haugland ,  Thomas H. Steinberg ,  Wayne F. Patton ,  Zhenjun Diwu

    IPC分类号： C07D239/72

    CPC分类号： C07D265/22 ,  C07D239/91 ,  Y10T436/143333 ,  Y10T436/200833

    摘要： Kits including novel fluorescent derivitization reagents for labeling an aldehyde- and/or ketone-containing target substance in a sample are described. In one embodiment kits are provided the novel fluorescent derivitization reagents of which have the following formula: wherein Q is carbonyl, thiocarbonyl, or sulfonyl, and R5 is -L-Z; L is arylene, or a C1-6 perfluoroalkylene; Z is a carbonyl hydrazide, hydrazide, sulfonyl hydrazide, or a thiocarbonyl hydrazide; R11-R14 are independently H, C1-16 alkyl, C1-6 alkylamino, amino, or halogen; and R21-R24 are independently H, C 1-6 alkyl, C 1-6 alkoxy, C1-6 perfluoroalkyl, C1-6 alkylamino, di(C2-12-alkyl)amino, amino, carboxy, cyano, halogen, hydroxy, nitro, phenyl, sulfo, or -L-Z. The kits and reagents described are particularly useful for labeling glycoproteins or glycopeptides, nucleic acids, and lipopolysaccharides in electrophoresis gels.

    摘要翻译： 描述了包括用于标记样品中含醛和/或酮的目标物质的新型荧光衍生试剂的试剂盒。 在一个实施方案中提供试剂盒，其新型荧光衍生试剂具有下式：其中Q为羰基，硫代羰基或磺酰基，R5为-L-Z; L是亚芳基或C1-6全氟亚烷基; Z是羰基酰肼，酰肼，磺酰肼或硫代羰基酰肼; R11-R14独立地为H，C1-16烷基，C1-6烷基氨基，氨基或卤素; R 21 -R 24独立地为H，C 1-6烷基，C 1-6烷氧基，C 1-6全氟烷基，C 1-6烷基氨基，二（C 2-12 - 烷基）氨基，氨基，羧基，氰基，卤素，羟基， 硝基，苯基，磺基或-LZ。 所述的试剂盒和试剂特别可用于在电泳凝胶中标记糖蛋白或糖肽，核酸和脂多糖。