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Title:
蛍光標識試薬として有用なジベンゾローダミン色素
Document Type and Number:
Japanese Patent JP5303486
Kind Code:
B2
Abstract:
Dibenzorhodamines (II), their nucleoside and nucleotide conjugates, and conjugates with other dyes for energy transfer, and 4-aminonaphth-2-ols and their 1-acyl analogues (I), and uses of (II) as fluorescent labels, e.g., for DNA sequencing, oligonucleotide hybridization, polymerase chain reaction detection, and immunoassays. Dibenzorhodamines of formula (II), optionally substituted on the amine groups and/or on the rings by aryl groups, are new: [Image] Independent claims are also included, for (1) conjugates of (II) with nucleosides and nucleotides (NUC-II); (2) energy transfer dye conjugates of (II) comprising: (i) a donor dye capable of absorbing light at a first wavelength and emitting excitation energy in response; (ii) an acceptor dye capable of absorbing the excitation energy emitted by the donor and fluorescing at a second wavelength in response; and (iii) a linker connecting the donor and acceptor dyes, to facilitate efficient transfer of energy between them; in which at least one dye has a formula as (II); (3) A method of polynucleotide sequencing; and (4) Intermediates useful for the synthesis of (II) comprising 4-aminonaphth-2-ols and their 1-acyl analogues of formula (I), optionally substituted on the amine groups, and/or on the rings by aryl groups: [Image] R 1>H or C(O)-Y; and Y : H, 1-8C alkyl, 2-8C alkenyl or alkynyl. phenyl or other monocyclic or polycyclic aromatic, heterocyclic, or a water solubilizing or linking group; provided that, when R 1>H, then a fused 4-7 membered ring is at ring positions C-12 and C-13, and/or C-1 and C-2.

Inventors:
Scott Conrad Benson
Joe Wye L. Ram
Krishna Gajanan Apadaya
Peggy Ann Radel
Wei Guo Zen
Stephen Michael Menchen
Application Number:
JP2010025761A
Publication Date:
October 02, 2013
Filing Date:
February 08, 2010
Export Citation:
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Assignee:
Applied Biosystems Limited Liability Company
International Classes:
C07C215/86; C07D491/147; C07D209/60; G01N21/78; C07D221/10; C07D311/78; C07D491/14; C07H19/06; C07H19/10; C07H19/14; C07H19/16; C07H19/20; C07H21/00; C07H21/02; C07H21/04; C09B11/02; C09B11/24; C09B11/28; C09K11/06; C12N15/09; C12P19/34; C12Q1/68; G01N27/447; G01N33/58
Domestic Patent References:
JP2053069A
JP50040626A
JP2001524493A
JP2001508494A
JP2000505503A
Foreign References:
EP0805190A1
Attorney, Agent or Firm:
Mitsuo Tanaka
Takuji Yamada
Mitsutaka Iwasaki
Aoyama Aoi
Masayuki Nakagawa
Yasushi Ochiai