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    Cyanine dye labelling reagents with meso-substitution
    1.
    发明授权
    Cyanine dye labelling reagents with meso-substitution 有权
    花青染料标记试剂与中观取代

    公开(公告)号：US07172907B2

    公开(公告)日：2007-02-06

    申请号：US10394108

    申请日：2003-03-21

    申请人： Chung-Yuan Chen ,  Shiv Kumar

    发明人： Chung-Yuan Chen ,  Shiv Kumar

    IPC分类号： G01N33/533 ,  C07K17/02 ,  C07D413/06 ,  C07D417/06 ,  C07D403/06

    CPC分类号： C09B23/164 ,  C07D209/24 ,  C09B23/0058 ,  C09B23/02 ,  G01N33/582

    摘要： Disclosed are cyanine dyes having meso-substituents in the polymethine chain linking the heterocyclic ring systems. The dyes are of formula (1): in which groups R3 and R4 are attached to the Z1 ring structure and groups R5 and R6 are attached to the Z2 ring structure, and n=1, 2 or 3; Z1 and Z2 independently represent the atoms necessary to complete one ring, or two fused ring aromatic or heteroaromatic systems, each ring having five or six atoms selected from carbon atoms and optionally no more than two atoms selected from oxygen, nitrogen and sulphur; X and Y are the same or different and are selected from oxygen, sulphur, —CH═CH— and the group: at least one of groups R1, R2, R3, R4, R5, R6 (and R8 and R9 if present) is the group -E-F where E is a spacer group and F is a target bonding group; one of groups R7 is selected from —CN, —Cl, —F, —CF3 and —C(O)R10 wherein R10 is selected from H, C1–C6 alkyl and aryl. Preferred group R7 is meso-substituted —CN, which confers an unexpected hypsochromic shift of approximately 40 nm in the emission spectrum, when compared with the corresponding unsubstituted analogue. The dyes are useful for labelling and detecting a variety of target molecules.

    摘要翻译： 公开了在连接杂环体系的聚甲炔链中具有内消旋取代基的花青染料。 染料具有式（1）：其中R 3和R 4基团连接到Z 1 O 1环结构， SUP> 5和R 6连接到Z 2 O 2环结构，n = 1,2或3; Z 1和Z 2独立地表示完成一个环或两个稠环芳族或杂芳族体系所必需的原子，每个环具有选自碳原子的五或六个原子， 任选不超过两个选自氧，氮和硫的原子; X和Y相同或不同，并且选自氧，硫，-CH-CH-和基团R 1，R 2，R 2， R 3，R 4，R 5，R 6和R 8， 和R 9如果存在）是基团-EF，其中E是间隔基团，F是目标键合基团; R 7中的一个选自-CN，-Cl，-F，-CF 3和-C（O）R 10，其中 R 10选自H，C 1 -C 6烷基和芳基。 优选的基团R 7是内消旋的-CN，当与相应的未取代的类似物进行比较时，它们在发射光谱中赋予约40nm的意外的变色色移。 染料可用于标记和检测各种靶分子。

    Fluorescent labeling reagents with multiple donors and acceptors
    2.
    发明申请
    Fluorescent labeling reagents with multiple donors and acceptors 审中-公开
    具有多个供体和受体的荧光标记试剂

    公开(公告)号：US20050260593A1

    公开(公告)日：2005-11-24

    申请号：US10528862

    申请日：2003-09-25

    申请人： Shiv Kumar ,  Chung-Yuan Chen

    发明人： Shiv Kumar ,  Chung-Yuan Chen

    IPC分类号： C07D311/88 ,  C07H21/04 ,  C12Q1/68 ,  C07D45/14

    CPC分类号： C07H21/04

    摘要： Disclosed is a novel class of fluorescent resonance energy transfer (FRET) labelling reagents, based on and synthesised from easily prepared dye building blocks. The labelling reagents are in the form of “cassettes” which enable their attachment to a wide variety of biological and other materials. A labelling reagent comprises at least two fluorescent dye moieties covalently linked via a linker group and optionally having a target bonding group for attaching the reagent to a target. The energy transfer labelling reagents may be bound to target materials through covalent or non-covalent attachment. The dyes are selected so that the emission spectrum of a first (or donor) dye overlaps the absorption spectrum of a second dye, thereby allowing energy transfer to occur between the dyes. The dye building blocks are 4′, 5′-bis-aminomethyl-fluorescein and/or its 5(6)-carboxylic acid and having the structure (1). In addition to the embodiment of the invention which includes a single donor and a single acceptor fluorochrome, the fluorescent energy transfer labelling reagents according to the invention may further comprise one or more third fluorochromes each having third absorption and emission spectra covalently attached to said first or second fluorochromes.

    摘要翻译： 公开了一种新型的荧光共振能量转移（FRET）标记试剂，基于并由易于制备的染料积木合成。 标记试剂是“盒式”的形式，使其能够连接到各种各样的生物和其他材料。 标记试剂包含至少两个通过连接基团共价连接的荧光染料部分，并且任选地具有用于将试剂连接到靶上的目标结合基团。 能量转移标记试剂可以通过共价或非共价连接与目标材料结合。 选择染料使得第一（或供体）染料的发射光谱与第二染料的吸收光谱重叠，从而允许在染料之间发生能量转移。 染料结构单元是4'，5'-双 - 氨基甲基 - 荧光素和/或其5（6） - 羧酸并具有结构（1）。 除了包括单一供体和单受体荧光染料的本发明的实施方案之外，根据本发明的荧光能量转移标记试剂还可以包含一种或多种第三种荧光染料，每种第三种荧光染料具有共价连接到所述第一或第 第二荧光染料。

    Energy transfer dyes, terminators and use thereof
    3.
    发明申请
    Energy transfer dyes, terminators and use thereof 审中-公开
    能量转移染料，终止剂及其用途

    公开(公告)号：US20050255475A1

    公开(公告)日：2005-11-17

    申请号：US10528863

    申请日：2003-09-25

    申请人： Shiv Kumar ,  Chung-Yuan Chen ,  Sudhakar Rao

    发明人： Shiv Kumar ,  Chung-Yuan Chen ,  Sudhakar Rao

    IPC分类号： C07D311/82 ,  C07D405/14 ,  C07D473/02 ,  C07D487/04 ,  C07D491/22 ,  C09B11/04 ,  C09B11/08 ,  C09B11/24 ,  C12Q1/68

    CPC分类号： C09B11/08 ,  C07D311/82 ,  C07D405/14 ,  C07D487/04 ,  C09B11/04 ,  C09B11/24 ,  C12Q1/6869 ,  C12Q2527/125

    摘要： The present invention relates to a novel set of four fluorescently labeled dye terminators. Two of them are single dye labeled terminators and the other two dye terminators are based on fluorescent resonance energy transfer (FRET). The FRET dye terminators are generated from the 4′,5′-bis-aminomethylfluorescein. Of the two amino groups of the donor dye, 4′,5′-bis-aminomethylfluorescein, one amino group is used to attach the acceptor dye, and the other amino group is used to attach the dideoxynucleoside-5′-triphosphate. Their preparation, energy transfer efficiency, and use as labels, specifically, in DNA sequencing reactions is disclosed.

    摘要翻译： 本发明涉及一组四种荧光标记的染料终止剂。 其中两个是单染色标记终止子，另外两个染料终止子是基于荧光共振能量转移（FRET）。 FRET染料终止子由4'，5'-双氨基甲基荧光素生成。 在供体染料的两个氨基中，4'，5'-双氨基甲基荧光素，1个氨基用于连接受体染料，而另一个氨基用于连接双脱氧核苷-5'-三磷酸。 公开了它们的制备，能量转移效率和用作标记，特别是在DNA测序反应中。

    FLUORESCENCE RESONANCE ENERGY TRANSFER ENZYME SUBSTRATES
    10.
    发明申请
    FLUORESCENCE RESONANCE ENERGY TRANSFER ENZYME SUBSTRATES 审中-公开
    荧光共振能量转移酶基质

    公开(公告)号：US20120208223A1

    公开(公告)日：2012-08-16

    申请号：US13183518

    申请日：2011-07-15

    申请人： Shiv Kumar ,  Anup Sood

    发明人： Shiv Kumar ,  Anup Sood

    IPC分类号： G01N21/64 ,  C07H21/00 ,  C07K2/00

    CPC分类号： G01N33/542 ,  C12Q1/34

    摘要： Disclosed are compounds of formula (I) wherein D1 is a first dye moiety whose fluorescence properties may be modulated so as to be suitable as a donor or an acceptor in an energy transfer arrangement; D2 is a second dye moiety suitable as an acceptor or a donor in an energy transfer arrangement with said first dye; L is a linking group comprises 2-200 linked atoms, wherein said linking group optionally includes an enzyme cleavage site; and M is an enzyme cleavable group chosen to modulate the fluorescence properties of D1. The compounds of formula (I) may be used as reporter molecules for detecting biochemical cleavage events in assays that employ fluorescence resonance energy transfer.

    摘要翻译： 公开了式（I）的化合物，其中D1是可以调节其荧光性质以适合作为能量转移装置中的给体或受体的第一染料部分; D2是第二染料部分，其适于作为与所述第一染料的能量转移装置中的受体或供体; L是包含2-200个连接原子的连接基团，其中所述连接基团任选地包括酶切割位点; M是选择调节D1荧光性质的酶切割基团。 式（I）的化合物可以用作用于检测采用荧光共振能量转移的测定中生化裂解事件的报道分子。