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    Reagents for labeling biomolecules having aldehyde or ketone moieties
    56.
    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

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

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

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

    CPC classification number: C07D265/22 ,  C07D239/91 ,  Y10T436/143333 ,  Y10T436/200833

    Abstract: 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.

    Abstract translation: 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。

    Crown ether derivatives
    57.
    发明授权
    Crown ether derivatives 失效
    冠醚衍生物

    公开(公告)号：US06962992B2

    公开(公告)日：2005-11-08

    申请号：US10026302

    申请日：2001-12-19

    Applicant: Vladimir V. Martin ,  Kyle R. Gee ,  Richard P. Haugland ,  Zhenjun Diwu

    Inventor： Vladimir V. Martin ,  Kyle R. Gee ,  Richard P. Haugland ,  Zhenjun Diwu

    IPC: C07D273/00 ,  C07H21/00 ,  C09B57/10 ,  C09B69/00 ,  G01N33/58 ,  G01N33/84 ,  C07D413/04 ,  C07D273/08 ,  C07D317/28

    CPC classification number: A61K49/0052 ,  A61K49/0021 ,  A61K49/0041 ,  C07D273/00 ,  C07H21/00 ,  C09B11/24 ,  C09B23/04 ,  C09B57/00 ,  C09B57/10 ,  C09B69/00 ,  G01N33/582 ,  G01N33/84

    Abstract: The invention describes crown ether chelators, including crown ethers having the formula and aza-substituted and thia-substituted analogs thereof. These crown ethers are substituted by a dye moiety, a chemically reactive group, a conjugated substance, or a combination thereof. Chelators that are substituted by fluorescent dyes are particularly useful as indicators for metal cations, particularly Na+ and K+ ions, and particularly where binding of the target ion results in a change in the fluorescence properties of the indicator that can be correlated with the ion concentration. Methods are provided for utilizing reactive groups on the chelators for conjugation to dyes, lipids and polymers and methods for enhancing entry of the indicators into living cells.

    Abstract translation: 本发明描述了冠醚螯合剂，包括具有下式的冠醚和其氮杂取代和硫取代的类似物。 这些冠醚被染料部分，化学反应性基团，共轭物质或其组合取代。 被荧光染料取代的螯合剂特别可用作金属阳离子，特别是Na +和K + +离子的指示剂，特别是当目标离子的结合导致变化时 在可以与离子浓度相关的指示剂的荧光特性中。 提供了利用螯合剂上的反应性基团与染料偶联的方法，脂质和聚合物以及用于增强指示剂进入活细胞的方法。

    Derivatives of 1,2-dihydro-7-hydroxyquinolines containing fused rings
    58.
    发明授权
    Derivatives of 1,2-dihydro-7-hydroxyquinolines containing fused rings 有权
    含稠环的1,2-二氢-7-羟基喹啉的衍生物

    公开(公告)号：US06716979B2

    公开(公告)日：2004-04-06

    申请号：US09922333

    申请日：2001-08-04

    Applicant: Zhenjun Diwu ,  Jiaxing Liu ,  Richard P. Haugland ,  Kyle R. Gee

    Inventor： Zhenjun Diwu ,  Jiaxing Liu ,  Richard P. Haugland ,  Kyle R. Gee

    IPC: C07D49122

    CPC classification number: C07D471/04 ,  C07D491/04 ,  C07D495/04 ,  C07D495/14 ,  G01N33/582 ,  Y10S436/80

    Abstract: The present invention describes novel dyes, including coumarins, rhodamines, and rhodols that incorporate additional fused aromatic rings. The dyes of the invention absorb at a longer wavelength than structurally similar dyes that do not possess the fused aromatic rings. Many of the dyes of the invention are useful fluorescent dyes. The invention includes chemically reactive dyes, dye-conjugates, and the use of such dyes in staining samples and detecting ligands or other analytes.

    Abstract translation: 本发明描述了新颖的染料，包括掺入另外的稠合芳环的香豆素，罗丹明和罗丹醇。 本发明的染料比不具有稠合芳环的结构相似的染料长的波长吸收。 本发明的许多染料是有用的荧光染料。 本发明包括化学活性染料，染料共轭物，以及这些染料在染色样品和检测配体或其它分析物中的用途。

    Reactive heterocycle-substituted 7-hydroxycoumarins and their conjugates
    60.
    发明授权
    Reactive heterocycle-substituted 7-hydroxycoumarins and their conjugates 有权
    活性杂环取代的7-羟基香豆素及其偶联物

    公开(公告)号：US08431416B2

    公开(公告)日：2013-04-30

    申请号：US12726267

    申请日：2010-03-17

    Applicant: Zhenjun Diwu ,  Timothy Dubrovsky ,  Barnaby Abrams ,  Jinfang Liao ,  Qinglin Meng

    Inventor： Zhenjun Diwu ,  Timothy Dubrovsky ,  Barnaby Abrams ,  Jinfang Liao ,  Qinglin Meng

    IPC: G01N33/533 ,  C07K1/13 ,  C07K16/00

    CPC classification number: C07D405/04 ,  C07D405/14 ,  C07D409/04 ,  C07D409/14 ,  C07D417/04 ,  C07D417/14 ,  C09B57/02 ,  Y10T436/13

    Abstract: Chemically-reactive, water-soluble, heterocycle-substituted 7-hydroxycoumarin dyes, their bioconjugates and uses are described. The conjugates derived from reactive heterocycle-substituted 7-hydroxycoumarin dyes are used for analyzing biological compounds. These heterocycle-substituted 7-hydroxycoumarin dyes are particularly useful as fluorescent labels for biopolymer detection reagents, such as antibodies or nucleic acid probes. The dye-antibody conjugates of the invention are particularly useful for analyzing analytes using a flow cytometer equipped with a violet laser as an excitation source due to their strong absorption at 405 nm and high fluorescence quantum yield.

    Abstract translation: 描述了化学反应性，水溶性，杂环取代的7-羟基香豆素染料，它们的生物共轭物和用途。 衍生自反应性杂环取代的7-羟基香豆素染料的共轭物用于分析生物化合物。 这些杂环取代的7-羟基香豆素染料特别可用作生物聚合物检测试剂如抗体或核酸探针的荧光标记。 本发明的染料 - 抗体缀合物由于其在405nm下的强吸收和高荧光量子产率而特别适用于使用配有紫激光作为激发源的流式细胞仪分析分析物。

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