CA2367868A1 - 4,7-dichlororhodamine dyes useful as molecular probes - Google Patents
4,7-dichlororhodamine dyes useful as molecular probes Download PDFInfo
- Publication number
- CA2367868A1 CA2367868A1 CA002367868A CA2367868A CA2367868A1 CA 2367868 A1 CA2367868 A1 CA 2367868A1 CA 002367868 A CA002367868 A CA 002367868A CA 2367868 A CA2367868 A CA 2367868A CA 2367868 A1 CA2367868 A1 CA 2367868A1
- Authority
- CA
- Canada
- Prior art keywords
- hydrogen
- lower alkyl
- linking group
- sulfonate
- chlorine
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H21/00—Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids
Abstract
A set of 4,7-dichlororhodamine compounds useful as fluorescent dyes are disclosed having the structures (I) and (VI) wherein R1-R6 are hydrogen, fluorine, chlorine, lower alkyl, lower alkene, lower alkyne, sulfonate, sulfone, amino, amido, nitrile, lower alkoxy, linking group, or, when taken together, R1 and R6 is benzo, or, when taken together, R4 and R5 is benzo; R7-R10, R12-R16 and R18 may be hydrogen, fluorine, chlorine, lower alkyl, lower alkene, lower alkyne, sulfonate, sulfone, amino, amido, nitrile, lower alkoxy, linking group;
R11 and R17 may be hydrogen, lower alkyl, lower alkene, lower alkyne, phenyl, aryl, linking group; Y1-Y4 are hydrogen, lower alkyl, or cycloalkyl, or, when taken together, Y1 and R2, Y2 and R1, Y3 and R3, and/or Y4 and R4 is propano, ethano, or substituted forms thereof; and X1-X3 taken separately are hydrogen, chlorine, fluorine, lower alkyl, carboxylate, sulfonate, hydroxymethyl, and linking group, or any combinations thereof. In another aspect, the invention includes reagents labeled with the 4,7-dichlororhodamine dye compounds, including deoxynucleotides, dideoxynucleotides, and polynucleotides. In an additional aspect, the invention includes methods utilizing such dye compounds and reagents including dideoxy polynucleotide sequencing and fragment analysis methods.
R11 and R17 may be hydrogen, lower alkyl, lower alkene, lower alkyne, phenyl, aryl, linking group; Y1-Y4 are hydrogen, lower alkyl, or cycloalkyl, or, when taken together, Y1 and R2, Y2 and R1, Y3 and R3, and/or Y4 and R4 is propano, ethano, or substituted forms thereof; and X1-X3 taken separately are hydrogen, chlorine, fluorine, lower alkyl, carboxylate, sulfonate, hydroxymethyl, and linking group, or any combinations thereof. In another aspect, the invention includes reagents labeled with the 4,7-dichlororhodamine dye compounds, including deoxynucleotides, dideoxynucleotides, and polynucleotides. In an additional aspect, the invention includes methods utilizing such dye compounds and reagents including dideoxy polynucleotide sequencing and fragment analysis methods.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US09/277,793 US6080852A (en) | 1996-06-27 | 1999-03-27 | 4,7-dichlororhodamine dyes |
US09/277,793 | 1999-03-27 | ||
PCT/US2000/008003 WO2000058406A1 (en) | 1999-03-27 | 2000-03-24 | 4,7-dichlororhodamine dyes useful as molecular probes |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2367868A1 true CA2367868A1 (en) | 2000-10-05 |
CA2367868C CA2367868C (en) | 2007-06-19 |
Family
ID=23062373
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002367868A Expired - Fee Related CA2367868C (en) | 1999-03-27 | 2000-03-24 | 4,7-dichlororhodamine dyes useful as molecular probes |
Country Status (9)
Country | Link |
---|---|
US (2) | US6080852A (en) |
EP (2) | EP1386946B1 (en) |
JP (3) | JP3848838B2 (en) |
AT (2) | ATE277128T1 (en) |
AU (1) | AU772329B2 (en) |
CA (1) | CA2367868C (en) |
DE (2) | DE60042706D1 (en) |
ES (2) | ES2226801T3 (en) |
WO (1) | WO2000058406A1 (en) |
Families Citing this family (68)
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-
1999
- 1999-03-27 US US09/277,793 patent/US6080852A/en not_active Expired - Lifetime
-
2000
- 2000-03-24 EP EP03025777A patent/EP1386946B1/en not_active Expired - Lifetime
- 2000-03-24 EP EP00916662A patent/EP1165694B1/en not_active Expired - Lifetime
- 2000-03-24 CA CA002367868A patent/CA2367868C/en not_active Expired - Fee Related
- 2000-03-24 DE DE60042706T patent/DE60042706D1/en not_active Expired - Lifetime
- 2000-03-24 AU AU37732/00A patent/AU772329B2/en not_active Ceased
- 2000-03-24 JP JP2000608692A patent/JP3848838B2/en not_active Expired - Lifetime
- 2000-03-24 AT AT00916662T patent/ATE277128T1/en not_active IP Right Cessation
- 2000-03-24 ES ES00916662T patent/ES2226801T3/en not_active Expired - Lifetime
- 2000-03-24 AT AT03025777T patent/ATE438691T1/en not_active IP Right Cessation
- 2000-03-24 ES ES03025777T patent/ES2329562T3/en not_active Expired - Lifetime
- 2000-03-24 WO PCT/US2000/008003 patent/WO2000058406A1/en active IP Right Grant
- 2000-03-24 DE DE60014051T patent/DE60014051T8/en active Active
- 2000-05-25 US US09/578,920 patent/US6713622B1/en not_active Expired - Lifetime
-
2005
- 2005-11-04 JP JP2005321635A patent/JP4732130B2/en not_active Expired - Fee Related
-
2010
- 2010-08-20 JP JP2010185648A patent/JP2011016813A/en not_active Withdrawn
Also Published As
Publication number | Publication date |
---|---|
WO2000058406A1 (en) | 2000-10-05 |
CA2367868C (en) | 2007-06-19 |
JP2011016813A (en) | 2011-01-27 |
US6713622B1 (en) | 2004-03-30 |
JP3848838B2 (en) | 2006-11-22 |
EP1386946A1 (en) | 2004-02-04 |
ATE277128T1 (en) | 2004-10-15 |
JP4732130B2 (en) | 2011-07-27 |
DE60014051D1 (en) | 2004-10-28 |
ATE438691T1 (en) | 2009-08-15 |
ES2226801T3 (en) | 2005-04-01 |
DE60014051T8 (en) | 2006-04-27 |
EP1386946B1 (en) | 2009-08-05 |
JP2002540280A (en) | 2002-11-26 |
EP1165694A1 (en) | 2002-01-02 |
JP2006151973A (en) | 2006-06-15 |
ES2329562T3 (en) | 2009-11-27 |
DE60014051T2 (en) | 2006-02-23 |
DE60042706D1 (en) | 2009-09-17 |
US6080852A (en) | 2000-06-27 |
AU772329B2 (en) | 2004-04-22 |
EP1165694B1 (en) | 2004-09-22 |
AU3773200A (en) | 2000-10-16 |
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EEER | Examination request | ||
MKLA | Lapsed |
Effective date: 20190325 |