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    Fluorescent polymeric materials containing lipid soluble rhodamine dyes
    1.
    发明授权
    Fluorescent polymeric materials containing lipid soluble rhodamine dyes 有权
    含有脂溶性罗丹明染料的荧光聚合材料

    公开(公告)号：US08618161B2

    公开(公告)日：2013-12-31

    申请号：US13026690

    申请日：2011-02-14

    申请人： Joe Y. L. Lam ,  Steven M. Menchen ,  Ruiming Zou ,  Scott C. Benson

    发明人： Joe Y. L. Lam ,  Steven M. Menchen ,  Ruiming Zou ,  Scott C. Benson

    IPC分类号： A61K31/352 ,  C07D311/92

    CPC分类号： C09K11/025 ,  C07D311/80 ,  C09B11/24 ,  C09B67/0092 ,  C09B67/0097 ,  C09B69/103 ,  C09K11/06 ,  C09K2211/1088 ,  C09K2211/1416 ,  C09K2211/145

    摘要： Fluorescent polymeric materials are disclosed comprising a polymeric particle and one or more lipid soluble rhodamine dyes, comprising the following core structure: wherein R11 and R15 are each H or are each F or Cl; R12, R13, and R14 are each H or are each F or Cl; and wherein at least one of R3′, R3″, R6′ and R6′ is a (C4-C20) alkyl. The materials are especially useful in the preparation of multicolored microparticles, especially multicolored polystyrene microparticle, for use in the multiplexed analysis of a plurality of analytes in a single sample. When excited by a light source, the materials give off a unique emission based on the nature, concentration and ratio of the dyes therein. Methods of preparing and using said materials are also disclosed.

    摘要翻译： 公开了包含聚合物颗粒和一种或多种脂溶性罗丹明染料的荧光聚合物材料，其包含以下核心结构：其中R 11和R 15各自为H或各自为F或Cl; R 12，R 13和R 14各自为H或分别为F或Cl; 并且其中R 3'，R 3“，R 6'和R 6'中的至少一个是（C 4 -C 20）烷基。 这些材料在制备多彩色微粒，特别是多色聚苯乙烯微粒中是特别有用的，用于在单个样品中多个分析物的多重分析。 当被光源激发时，材料基于其中染料的性质，浓度和比例发出独特的发射。 还公开了制备和使用所述材料的方法。

    Methods of labelling polynucleotides with dibenzorhodamine dyes
    3.
    发明授权
    Methods of labelling polynucleotides with dibenzorhodamine dyes 有权
    用二苄唑胺染料标记多核苷酸的方法

    公开(公告)号：US07833756B2

    公开(公告)日：2010-11-16

    申请号：US12169624

    申请日：2008-07-08

    申请人： Scott C. Benson ,  Joe Y. L. Lam ,  Steven Michael Menchen

    发明人： Scott C. Benson ,  Joe Y. L. Lam ,  Steven Michael Menchen

    IPC分类号： C07D487/00 ,  C07H21/00

    CPC分类号： C09B11/24 ,  C07D209/60 ,  C07D221/10 ,  C07D311/78 ,  C07D491/14 ,  C07D491/147 ,  C07H19/10 ,  C07H19/20 ,  C07H21/00 ,  C07H21/04 ,  C09B11/02 ,  C12Q1/6869 ,  Y10T436/143333 ,  C12Q2563/107 ,  C12Q2527/125

    摘要： Dibenzorhodamine compounds having the structure are disclosed, including nitrogen- and aryl-substituted forms thereof. In addition, two intermediates useful for synthesizing such compounds are disclosed, a first intermediate having the structure including nitrogen- and aryl-substituted forms thereof, and a second intermediate having the structure including nitrogen- and aryl-substituted forms thereof, wherein substituents at positions C-14 to C18 taken separately are selected from the group consisting of hydrogen, chlorine, fluorine, lower alkyl, carboxylic acid, sulfonic acid, —CH2OH, alkoxy, phenoxy, linking group, and substituted forms thereof. The invention further includes energy transfer dyes comprising the dibenzorhodamine compounds, nucleosides labeled with the dibenzorhodamine compounds, and nucleic acid analysis methods employing the dibenzorhodamine compounds.

    摘要翻译： 公开了具有该结构的二苄氧苯胺类化合物，包括其氮和芳基取代的形式。 此外，公开了可用于合成这些化合物的两种中间体，具有包括其氮和芳基取代形式的结构的第一中间体和具有其氮和芳基取代形式的结构的第二中间体，其中位置 C-14至C18分别选自氢，氯，氟，低级烷基，羧酸，磺酸，-CH 2 OH，烷氧基，苯氧基，连接基团及其取代形式。 本发明还包括包含二苄基罗丹胺化合物的能量转移染料，用二苯并呋喃胺化合物标记的核苷，以及使用二苯并呋喃胺化合物的核酸分析方法。

    Asymmetric benzoxanthene dye labelling reagents
    5.
    发明授权
    Asymmetric benzoxanthene dye labelling reagents 有权
    不对称苯并氧杂蒽染料标记试剂

    公开(公告)号：US06617445B2

    公开(公告)日：2003-09-09

    申请号：US09976842

    申请日：2001-10-11

    申请人： Scott C. Benson ,  Steven M. Menchen ,  Peter D. Theisen ,  Kevin M. Hennessey ,  Vergine C. Furniss ,  Joan Hauser

    发明人： Scott C. Benson ,  Steven M. Menchen ,  Peter D. Theisen ,  Kevin M. Hennessey ,  Vergine C. Furniss ,  Joan Hauser

    IPC分类号： C07H1904

    CPC分类号： C07H21/00 ,  C07C39/38 ,  C09B11/00 ,  C09B11/08 ,  C12Q1/6869

    摘要： A class of asymmetric monobenzoxanthene compounds useful as fluorescent dyes are disclosed having the structure wherein Y1 and Y2 are individually hydroxyl, amino, imminium, or oxygen, R1-R8 are hydrogen, fluorine, chlorine, alkyl, alkene, alkyne, sulfonate, amino, amido, nitrile, alkoxy, linking group, and combinations thereof and R9 is acetylene, alkane, alkene, cyano, substituted phenyl, and combinations thereof. The invention further includes novel intermediate compounds useful for the synthesis of asymmetric benzoxanthene compounds having the general structure where substituents R3-R7 correspond to like-referenced substituents in the structure of described above, and Y2 is hydroxyl or amine. In another aspect the invention includes methods for synthesizing the above dye compounds and intermediates. In yet another aspect, the present invention includes reagents labeled with the asymmetric benzoxanthene dye compounds, including deoxynucleotides, dideoxynucleotides, phosphoramidites, and polynucleotides. In an additional aspect, the invention includes methods utilizing such dye compounds and reagents including dideoxy polynucleotide sequencing and fragment analysis methods.

    摘要翻译： 公开了一类用作荧光染料的不对称单苯并氧杂蒽类化合物，其中Y1和Y2分别是羟基，氨基，氨基或氧，R1-R8是氢，氟，氯，烷基，烯烃，炔烃，磺酸酯，氨基，酰氨基 腈，烷氧基，连接基团及其组合，R 9为乙炔，烷烃，烯烃，氰基，取代的苯基及其组合。 本发明还包括可用于合成具有一般结构的不对称苯并氧杂蒽化合物的新型中间体化合物，其中取代基R3-R7对应于上述结构中相似的取代基，而Y2是羟基或胺。 另一方面，本发明包括合成上述染料化合物和中间体的方法。 在另一方面，本发明包括用不对称苯并氧杂蒽染料化合物标记的试剂，包括脱氧核苷酸，双脱氧核苷酸，亚磷酰胺和多核苷酸。 在另一方面，本发明包括利用这种染料化合物的方法和包括双脱氧多核苷酸测序和片段分析方法的试剂。

    Methods of labelling polynucleotides with dibenzorhodamine dyes
    6.
    发明授权
    Methods of labelling polynucleotides with dibenzorhodamine dyes 有权
    用二苄唑胺染料标记多核苷酸的方法

    公开(公告)号：US06566071B2

    公开(公告)日：2003-05-20

    申请号：US09969430

    申请日：2001-10-02

    申请人： Scott C. Benson ,  Joe Y. L. Lam ,  Steven Michael Menchen

    发明人： Scott C. Benson ,  Joe Y. L. Lam ,  Steven Michael Menchen

    IPC分类号： C12Q168

    CPC分类号： C09B11/24 ,  C07D209/60 ,  C07D221/10 ,  C07D311/78 ,  C07D491/14 ,  C07D491/147 ,  C07H19/10 ,  C07H19/20 ,  C07H21/00 ,  C07H21/04 ,  C09B11/02 ,  C12Q1/6869 ,  Y10T436/143333 ,  C12Q2563/107 ,  C12Q2527/125

    摘要： Dibenzorhodamine compounds having the structure: are disclosed, including nitrogen- and aryl-substituted forms thereof. In addition, two intermediates useful for synthesizing such compounds are disclosed, a first intermediate having the structure: including nitrogen- and aryl-substituted forms thereof, and a second intermediate having the structure including nitrogen- and aryl-substituted forms thereof, wherein substituents at positions C14 to C18 taken separately are selected from the group consisting of hydrogen, chlorine, fluorine, lower alkyl, carboxylic acid, sulfonic acid, —CH2OH, alkoxy, phenoxy, linking group, and substituted forms thereof. The invention further includes energy transfer dyes comprising the dibenzorhodamine compounds, nucleosides labeled with the dibenzorhodamine compounds, and nucleic acid analysis methods employing the dibenzorhodamine compounds.

    摘要翻译： 公开了具有以下结构的二苄唑胺化合物：包括其氮和芳基取代的形式。 此外，公开了可用于合成这些化合物的两个中间体，具有以下结构的第一中间体：包括其氮和芳基取代的形式，以及具有包括其氮和芳基取代形式的结构的第二中间体， C14至C18分别选自氢，氯，氟，低级烷基，羧酸，磺酸，-CH 2 OH，烷氧基，苯氧基，连接基团及其取代形式。 本发明还包括包含二苄基罗丹胺化合物的能量转移染料，用二苯并呋喃胺化合物标记的核苷，以及使用二苯并呋喃胺化合物的核酸分析方法。

    Polynucleotides labelled with asymmetric benzoxanthene dyes
    7.
    发明授权
    Polynucleotides labelled with asymmetric benzoxanthene dyes 有权
    用不对称苯并氧杂蒽染料标记的多核苷酸

    公开(公告)号：US06303775B1

    公开(公告)日：2001-10-16

    申请号：US09495111

    申请日：2000-02-01

    申请人： Scott C. Benson ,  Steven M. Menchen ,  Peter D. Theisen ,  Kevin M. Hennessey ,  Vergine C. Furniss ,  Joan Hauser

    发明人： Scott C. Benson ,  Steven M. Menchen ,  Peter D. Theisen ,  Kevin M. Hennessey ,  Vergine C. Furniss ,  Joan Hauser

    IPC分类号： C07H2104

    CPC分类号： C07H21/00 ,  C07C39/38 ,  C09B11/00 ,  C09B11/08 ,  C12Q1/6869

    摘要： A class of asymmetric monobenzoxanthene compounds useful as fluorescent dyes are disclosed having the structure wherein Y1 and Y2 are individually hydroxyl, amino, imminium, or oxygen, R1-R8 are hydrogen, fluorine, chlorine, alkyl, alkene, alkyne, sulfonate, amino, amido, nitrile, alkoxy, linking group, and combinations thereof, and R9 is acetylene, alkane, alkene, cyano, substituted phenyl, and combinations thereof. The invention further includes novel intermediate compounds useful for the synthesis of asymmetric benzoxanthene compounds having the general structure where substituents R3-R7 correspond to like-referenced substituents in the structure of described above, and Y2 is hydroxyl or amine. In another aspect, the invention includes methods for synthesizing the above dye compounds and intermediates. In yet another aspect, the present invention includes reagents labeled with the asymmetric benoxanthene dye compounds, including deoxynucleotides, dideoxynucleotides, phosphoramidites, and polynucleotides. In an additional aspect, the invention includes methods utilizing such dye compounds and reagents including dideoxy polynucleotide sequencing and fragment analysis methods.

    摘要翻译： 公开了一类用作荧光染料的不对称单苯并氧杂蒽类化合物，其中Y1和Y2分别是羟基，氨基，氨基或氧，R1-R8是氢，氟，氯，烷基，烯烃，炔烃，磺酸酯，氨基，酰氨基 腈，烷氧基，连接基团及其组合，R 9为乙炔，烷烃，烯烃，氰基，取代的苯基及其组合。 本发明还包括可用于合成具有一般结构的不对称苯并氧杂蒽化合物的新型中间体化合物，其中取代基R3-R7对应于上述结构中相似的取代基，而Y2是羟基或胺。 另一方面，本发明包括合成上述染料化合物和中间体的方法。 在另一方面，本发明包括用不对称的苯氧蒽染料化合物标记的试剂，包括脱氧核苷酸，双脱氧核苷酸，亚磷酰胺和多核苷酸。 在另一方面，本发明包括利用这种染料化合物的方法和包括双脱氧多核苷酸测序和片段分析方法的试剂。