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1. 发明授权

US06265179B1 Detection of phosphate using coupled enzymatic reactions 有权
标题翻译：使用偶联酶反应检测磷酸盐
公开(公告)号：US06265179B1
公开(公告)日：2001-07-24
申请号：US09495882
申请日：2000-02-01
申请人： Mingjie Zhou , Richard P. Haugland
发明人： Mingjie Zhou , Richard P. Haugland
IPC分类号： C12Q128
CPC分类号： C12Q1/26 , C12Q1/42 , C12Q1/48 , G01N2333/91102 , G01N2333/91142 , G01N2333/916 , Y10S435/968 , Y10S435/975
摘要： Inorganic phosphate may be detected and optionally quantified via the coupling of a phosphate-dependent enzymatic reaction with an enzyme system that generates hydrogen peroxide in the presence of a chromogenic or fluorogenic peroxidase substrate. Phosphate consuming or phosphate-producing enzymes or their substrates may also be detected and/or quantified, including pyrophosphatase enzymes or pyrophosphatase.
摘要翻译：可以通过磷酸盐依赖性酶反应与在显色或荧光过氧化物酶底物存在下产生过氧化氢的酶系统的偶联来检测和任选地定量无机磷酸盐。磷酸盐消耗或磷酸盐生成酶或其底物也可被检测和/或定量，包括焦磷酸酶或焦磷酸酶。

2. 发明授权

US5719031A Dye labeled polymers as reagents for measuring polymer degradation 失效
标题翻译：染料标记的聚合物作为测量聚合物降解的试剂
公开(公告)号：US5719031A
公开(公告)日：1998-02-17
申请号：US696544
申请日：1996-08-14
申请人： Richard P. Haugland , Mingjie Zhou
发明人： Richard P. Haugland , Mingjie Zhou
IPC分类号： G01N33/533 , G01N33/58 , G01N33/573 , C07K17/00 , G01N33/68
CPC分类号： G01N33/582 , G01N33/533 , Y10S530/81 , Y10S530/813 , Y10S530/814
摘要： This invention relates to polymers labeled with fluorescent dye to the point that significant fluorescence quenching occurs, such that degradation of the polymer results in fluorescence enhancement. The resulting fluorescence enhancement is useful for measuring the degradation of such polymers, for example as a result of enzymatic hydrolyis of a protein, carbohydrate, nucleic acid, or other natural or synthetic polymer.
摘要翻译：本发明涉及用荧光染料标记的聚合物，使得发生显着的荧光猝灭，使得聚合物的降解导致荧光增强。所得到的荧光增强可用于测量这种聚合物的降解，例如由于蛋白质，碳水化合物，核酸或其它天然或合成聚合物的酶促水解。

3. 发明授权

US08323903B2 Antibody complexes and methods for immunolabeling 有权
标题翻译：抗体复合物和免疫标记方法
公开(公告)号：US08323903B2
公开(公告)日：2012-12-04
申请号：US10118204
申请日：2002-04-05
申请人： Robert A. Archer , Joseph M. Beechem , David C. Hagen , Richard P. Haugland , Rosaria P. Haugland
发明人： Robert A. Archer , Joseph M. Beechem , David C. Hagen , Richard P. Haugland , Rosaria P. Haugland
IPC分类号： G01N33/53
CPC分类号： B82Y30/00 , B82Y5/00 , B82Y10/00 , G01N33/53 , G01N33/58 , G01N33/6857
摘要： The present invention provides novel immunolabeling complexes and certain components of such complexes, as well as methods of preparing and using such complexes, and kits for use in preparing labeling proteins and for immunolabeling. The pre-formed immunolabeling complexes of the invention comprise both a target-binding antibody and a labeling protein that contains covalently attached labels, where the labeling protein binds selectively and with high affinity to a selected region of the target-binding antibody. Novel labeling proteins of the invention include non-antibody peptides and proteins, such as a complex of protein G and a labeled albumin, and monovalent antibody fragments, such as labeled Fab fragments of an anti-Fc antibody. In methods of the invention, the preformed immunolabeling complexes are added to the sample alone or in combination, for purposes of labeling and optionally detecting the target of interest.
摘要翻译：本发明提供了新的免疫标记复合物和这些复合物的某些成分，以及制备和使用这些复合物的方法，以及用于制备标记蛋白和免疫标记的试剂盒。本发明的预先形成的免疫粘附复合物包含靶结合抗体和含有共价连接的标记的标记蛋白，其中所述标记蛋白选择性地结合并且与靶结合抗体的选定区域具有高亲和力。本发明的新型标记蛋白包括非抗体肽和蛋白质，例如蛋白G和标记的白蛋白的复合物，以及单价抗体片段，例如抗Fc抗体的标记的Fab片段。在本发明的方法中，为了标记和任选地检测目的靶标，将预先形成的免疫标记复合物单独或组合加入到样品中。

4. 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。

5. 发明授权

US6013802A Fluorescent conjugates of metal-chelating nitrogen heterocycles 失效
标题翻译：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。

6. 发明授权

US6004536A Lipophilic cyanine dyes with enchanced aqueous solubilty 失效
标题翻译：具有增溶水溶性的亲油花青染料
公开(公告)号：US6004536A
公开(公告)日：1999-12-21
申请号：US702396
申请日：1996-08-14
申请人： Wai-Yee Leung , Richard P. Haugland , Fei Mao
发明人： Wai-Yee Leung , Richard P. Haugland , Fei Mao
IPC分类号： A61K49/00 , C07D209/14 , C07D263/56 , C07D413/06 , C07D413/14 , C09B23/01 , C09B23/02 , G01N1/30 , C07D209/04 , C07D403/06 , G01N33/48
CPC分类号： C07D263/56 , A61K49/006 , C07D209/14 , C07D413/06 , C07D413/14 , C09B23/0066 , C09B23/02 , G01N1/30 , Y10T436/14 , Y10T436/141111 , Y10T436/142222 , Y10T436/145555
摘要： The present invention relates to a family of cyanine dyes possessing lipophilic alkyl chains and either one or more reactive functional groups, bromo or chloro, or phenyl, sulfophenyl or polysulfophenyl substituents or combinations thereof. The dyes of the invention are useful for staining membranes in cells or isolated from cells, and are well-retained therein. Additionally, the reactive dyes of the invention are useful for preparing dye-conjugates, thereby conferring the membrane staining ability of the subject dye onto the resulting dye-conjugate.
摘要翻译：本发明涉及一种具有亲脂性烷基链和一个或多个反应性官能团，溴或氯或苯基，磺基苯基或多磺基苯基取代基或其组合的花青染料族。本发明的染料可用于染色细胞中的膜或从细胞中分离，并且保留在其中。此外，本发明的活性染料可用于制备染料缀合物，从而赋予受试染料在所得染料缀合物上的膜染色能力。

7. 发明授权

US5869689A Stains for acidic organelles 失效
标题翻译：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。

8. 发明授权

US5798276A Reactive derivatives of sulforhodamine 101 with enhanced hydrolytic stability 失效
公开(公告)号：US5798276A
公开(公告)日：1998-08-25
申请号：US485033
申请日：1995-06-07
申请人： Richard P. Haugland , Wojciech Szalecki
发明人： Richard P. Haugland , Wojciech Szalecki
IPC分类号： C07H19/10 , C07H21/00 , C07K7/06 , C07K14/36 , C07K14/765 , C07K16/42 , C08B37/02 , C09B62/002 , G01N33/533
CPC分类号： C07H19/10 , C07H21/00 , C07K14/36 , C07K14/765 , C07K16/4283 , C07K7/06 , C08B37/0021 , C09B11/24 , C09B62/002 , Y10S436/80
摘要： The invention describes reactive dyes having an alkyl spacer attached via a sulfonamide bond to a sulforhodamine 101 fluorophore, and a variety of useful conjugates prepared therefrom. The increased length of the covalent linkage due to the alkyl spacer results in dye-conjugates having a number of surprisingly advantageous properties relative to previous sulforhodamine 101-labeled conjugates, including enhanced solubility and increased fluorescence. The reactive dyes of the present invention are more stable than the known compound sulforhodamine 101 sulfonyl chloride. Novel reactive dyes are described for selective modification of groups other than amines, including thiols and photoreactive derivatives.

9. 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。

10. 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。

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