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    Quinazoline-containing kits for labeling aldehyde or ketone moieties
    3.
    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。

    Reagents for labeling biomolecules having aldehyde or ketone moieties
    4.
    发明授权
    Reagents for labeling biomolecules having aldehyde or ketone moieties 有权
    用于标记具有醛或酮部分的生物分子的试剂

    公开(公告)号：US06967251B2

    公开(公告)日：2005-11-22

    申请号：US09970215

    申请日：2001-10-02

    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： G01N33/532 ,  C07D239/91 ,  C07D239/94 ,  C07D249/08 ,  C07D263/60 ,  C07D265/22 ,  C07D277/66 ,  C07D401/04 ,  G01N33/58 ,  C12Q1/68 ,  G01N1/30

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

    摘要： Novel fluorescent derivitization reagents are described that are suitable for coupling to biomolecules that contain aldehyde or ketone functional groups. In one embodiment is provided reagents that have the following formula: wherein Q is carbonyl, thiocarbonyl, or sulfonyl, and R5 is -L-Z; L is arylene, or a C1-6 perfluoroalkylene, or a single covalent bond; Z is a carbonyl hydrazide, hydrazide, sulfonyl hydrazide, or a thiocarbonyl hydrazide; R11-R14 are independently H, C1-6 alkyl, C1-6 alkoxy, C1-6 perfluoroalkyl, C1-6 alklyamino, di(C2-12alkyl)amino, amino, carboxy, cyano, halogen, hydroxy, nitro, phenyl, or sulfo; and R21-R24 are independently H, C1-6 alkyl, C1-6 alkoxy, C1-6 perfluoroalkyl, C1-6 alklyamino, di(C2-12-alkyl)amino, amino, carboxy, cyano, halogen, hydroxy, nitro, phenyl, sulfo, or -L-Z. The method of treating a sample with the derivativization reagents is described. The reagents are particularly useful for labeling glycoproteins or glycopeptides, nucleic acids, and lipopolysaccharides in electrophoresis gels.

    摘要翻译： 描述了适用于与含有醛或酮官能团的生物分子偶联的新型荧光衍生试剂。 在一个实施方案中，提供具有下式的试剂：其中Q是羰基，硫代羰基或磺酰基，R 5是-L-Z; L是亚芳基或C 1-6个全氟亚烷基，或单个共价键; Z是羰基酰肼，酰肼，磺酰肼或硫代羰基酰肼; R 11 -R 14独立地为H，C 1-6烷基，C 1-6烷氧基，C 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，C 1-6烷基氨基， 羟基，硝基，苯基或磺基; R 21和R 24独立地是H，C 1-6烷基，C 1-6烷氧基， C 1-6烷基全氟烷基，C 1-6烷基氨基，二（C 2-12-12 - 烷基）氨基，氨基，羧基，氰基， 卤素，羟基，硝基，苯基，磺基或-LZ。 描述了用衍生化试剂处理样品的方法。 这些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。

    QUINAZOLINE-CONTAINING KITS FOR LABELING ALDEHYDE OR KETONE MOIETIES
    6.
    发明申请
    QUINAZOLINE-CONTAINING KITS FOR LABELING ALDEHYDE OR KETONE MOIETIES 审中-公开
    用于标示醛或酮类的含喹诺酮的包装盒

    公开(公告)号：US20110117659A1

    公开(公告)日：2011-05-19

    申请号：US12906014

    申请日：2010-10-15

    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： G01N33/68 ,  G01N33/00

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

    摘要： Novel fluorescent derivitization reagents are described that are suitable for coupling to biomolecules that contain aldehyde or ketone functional groups. In one embodiment is provided reagents that have the following formula: wherein Q is carbonyl, thiocarbonyl, or sulfonyl, and R5 is -L-Z; L is arylene, or a C1-6 perfluoroalkylene, or a single covalent bond; Z is a carbonyl hydrazide, hydrazide, sulfonyl hydrazide, or a thiocarbonyl hydrazide; R11-R14 are independently H, C1-6alkyl, C1-6 alkoxy, C1-6 perfluoroalkyl, C1-6 alkylamino, di(C2-12-alkyl)amino, amino, carboxy, cyano, halogen, hydroxy, nitro, phenyl, or sulfo; and R21-R24 are independently H, C1-6 alkyl, C1-6 alkoxy, C1-6 perfluoroalkyl, C1-6 alkylamino, di(C2-12-alkyl)amino, amino, carboxy, cyano, halogen, hydroxy, nitro, phenyl, sulfo, or -L-Z. The method of treating a sample with the derivativization reagents is described. The reagents are particularly useful for labeling glycoproteins or glycopeptides, nucleic acids, and lipopolysaccharides in electrophoresis gels.

    摘要翻译： 描述了适用于与含有醛或酮官能团的生物分子偶联的新型荧光衍生试剂。 在一个实施方案中，提供具有下式的试剂：其中Q是羰基，硫代羰基或磺酰基，R5是-L-Z; L是亚芳基或C1-6全氟亚烷基，或单个共价键; 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，C1-6烷基，C1-6烷氧基，C1-6全氟烷基，C1-6烷基氨基，二（C2-12 - 烷基）氨基，氨基，羧基，氰基，卤素，羟基，硝基，苯基， 或磺基; 和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。 描述了用衍生化试剂处理样品的方法。 这些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。

    Antibody complexes and methods for immunolabeling
    8.
    发明授权
    Antibody complexes and methods for immunolabeling 有权
    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。

    Aza-benzazolium containing cyanine dyes
    9.
    发明授权
    Aza-benzazolium containing cyanine dyes 有权
    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。

    Detection of phosphate using coupled enzymatic reactions
    10.
    发明授权
    Detection of phosphate using coupled enzymatic reactions 有权
    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。