公开(公告)号：US6051719A

公开(公告)日：2000-04-18

申请号：US193374

申请日：1998-11-17

申请人： Scott Conrad Benson ,  Joe Y. L. Lam ,  Krishna Gajanan Upadhya ,  Peggy Ann Radel ,  Weiguo Zhen ,  Steven Michael Menchen

发明人： Scott Conrad Benson ,  Joe Y. L. Lam ,  Krishna Gajanan Upadhya ,  Peggy Ann Radel ,  Weiguo Zhen ,  Steven Michael Menchen

IPC分类号： G01N21/78 ,  C07C215/86 ,  C07D209/60 ,  C07D221/10 ,  C07D311/78 ,  C07D491/14 ,  C07D491/147 ,  C07H19/06 ,  C07H19/10 ,  C07H19/14 ,  C07H19/16 ,  C07H19/20 ,  C07H21/00 ,  C09B11/02 ,  C09B11/24 ,  C09B11/28 ,  C09K11/06 ,  C12N15/09 ,  C12Q1/68 ,  C07D221/18

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

摘要： Dibenzorhodamine compounds having the structure ##STR1## are disclosed, including nitogen- and aryl-substituted forms thereof. In addition, intermediates useful for synthesizing such compounds are disclosed, such intermediates having the structure ##STR2## In Formula I, R.sub.1 is H or ##STR3## wherein Y is H, lower alkyl, lower alkene, lower alkyne, aromatic, phenyl, polycyclic aromatic, heterocycle, water-solubilizing group, or linking group, including substituted forms thereof. When R.sub.1 is H, the C-12-bonded nitrogen and the C-12 and C-13 carbons form a first ring structure having from 4 to 7 members, and/or the C-12-bonded nitrogen and the C-11 and C-12 carbons form a second ring structure having from 5 to 7 members. The compounds of Formula I further include aryl- and nitrogen-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唑胺化合物，包括硝基和芳基取代形式。 此外，公开了可用于合成这些化合物的中间体，具有结构式I，R1为H或其中Y为H，低级烷基，低级烯，低级炔，芳香族，苯基，多环芳族，杂环， 增溶基团或连接基团，包括其取代形式。 当R1为H时，C-12键合的氮和C-12和C-13碳形成具有4至7个成员的第一环结构和/或C-12键合的氮和C-11和 C-12碳形成具有5至7个成员的第二环结构。 式I的化合物还包括其芳基和氮取代的形式。 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。

公开(公告)号：US6008379A

公开(公告)日：1999-12-28

申请号：US942067

申请日：1997-10-01

申请人： Scott Conrad Benson ,  Steven Michael Menchen ,  Peter David Theisen ,  Krishna Gajanan Upadhya ,  Joan Dale Hauser

发明人： Scott Conrad Benson ,  Steven Michael Menchen ,  Peter David Theisen ,  Krishna Gajanan Upadhya ,  Joan Dale Hauser

IPC分类号： G01N21/64 ,  C07D311/82 ,  C07D407/14 ,  C07D493/04 ,  C07D493/14 ,  C07H19/04 ,  C07H19/06 ,  C07H19/10 ,  C07H19/14 ,  C07H19/16 ,  C07H19/20 ,  C07H21/00 ,  C09B11/08 ,  C09B11/28 ,  C09K11/06 ,  C12N15/09 ,  C12Q1/68 ,  G01N21/78 ,  G01N33/533 ,  G01N33/58

CPC分类号： C07H21/00 ,  C07H19/04 ,  C09B11/08

摘要： A class of aromatic-substituted xanthene compounds useful as fluorescent dyes is disclosed, the compounds having the general structure where Y.sub.1 and Y.sub.2 taken separately are selected from the group consisting of hydroxyl, oxygen, imminium, linking group and amine, or Y.sub.1 taken together with R.sub.2 is cyclic imine, or Y.sub.2 taken together with R.sub.3 is cyclic amine; R.sub.2, R.sub.3, R.sub.5, and R.sub.7 taken separately are selected from the group consisting of hydrogen, fluorine, chlorine, lower alkyl, lower alkene, lower alkyne, sulfonate, sulfone, amino, imminium, amido, nitrile, lower alkoxy, phenyl, and linking group; R.sub.1 taken separately is selected from the group consisting of phenyl, substituted phenyl, polycyclic aromatic, substituted polycyclic aromatic, linking group and electron-rich heterocycle, or when taken together with R.sub.7 is selected from the group consisting of electron-rich heterocycle and indene; R.sub.4 taken separately is selected from the group consisting of amino, amido, phenyl, substituted phenyl, polycyclic aromatic, substituted polycyclic aromatic, indene, linking group and electron-rich heterocycle, or when taken together with R.sub.5 is selected from the group consisting of phenyl, substituted phenyl, polycyclic aromatic, substituted polycyclic aromatic, indene, and electron-rich heterocycle; and R.sub.6 is selected from the group consisting of acetylene, lower alkyl, lower alkene, cyano, phenyl, substituted phenyl, and heterocyclic aromatic. 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.