CA2367868C - 4,7-dichlororhodamine dyes useful as molecular probes - Google Patents
4,7-dichlororhodamine dyes useful as molecular probes Download PDFInfo
- Publication number
- CA2367868C CA2367868C CA002367868A CA2367868A CA2367868C CA 2367868 C CA2367868 C CA 2367868C CA 002367868 A CA002367868 A CA 002367868A CA 2367868 A CA2367868 A CA 2367868A CA 2367868 C CA2367868 C CA 2367868C
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- Prior art keywords
- hydrogen
- polynucleotide
- labeled
- nucleoside
- tide
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- 238000002515 oligonucleotide synthesis Methods 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 150000002972 pentoses Chemical class 0.000 description 1
- 125000001805 pentosyl group Chemical group 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- PTMHPRAIXMAOOB-UHFFFAOYSA-L phosphoramidate Chemical compound NP([O-])([O-])=O PTMHPRAIXMAOOB-UHFFFAOYSA-L 0.000 description 1
- 150000008300 phosphoramidites Chemical class 0.000 description 1
- 125000003386 piperidinyl group Chemical group 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 102000054765 polymorphisms of proteins Human genes 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000005588 protonation Effects 0.000 description 1
- 239000012521 purified sample Substances 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000007894 restriction fragment length polymorphism technique Methods 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- MYIOYATURDILJN-UHFFFAOYSA-N rhodamine 110 Chemical compound [Cl-].C=12C=CC(N)=CC2=[O+]C2=CC(N)=CC=C2C=1C1=CC=CC=C1C(O)=O MYIOYATURDILJN-UHFFFAOYSA-N 0.000 description 1
- 239000002336 ribonucleotide Substances 0.000 description 1
- 125000002652 ribonucleotide group Chemical group 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 238000007480 sanger sequencing Methods 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- JRPHGDYSKGJTKZ-UHFFFAOYSA-K selenophosphate Chemical compound [O-]P([O-])([O-])=[Se] JRPHGDYSKGJTKZ-UHFFFAOYSA-K 0.000 description 1
- 238000007873 sieving Methods 0.000 description 1
- 238000001542 size-exclusion chromatography Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- BEOOHQFXGBMRKU-UHFFFAOYSA-N sodium cyanoborohydride Chemical compound [Na+].[B-]C#N BEOOHQFXGBMRKU-UHFFFAOYSA-N 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 239000013076 target substance Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- 229940113082 thymine Drugs 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 238000013519 translation Methods 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 229960000523 zalcitabine Drugs 0.000 description 1
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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Organic Chemistry (AREA)
- Genetics & Genomics (AREA)
- General Health & Medical Sciences (AREA)
- Biotechnology (AREA)
- Engineering & Computer Science (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Investigating Or Analysing Biological Materials (AREA)
- Plural Heterocyclic Compounds (AREA)
- Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Pyrane Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/277,793 | 1999-03-27 | ||
| US09/277,793 US6080852A (en) | 1996-06-27 | 1999-03-27 | 4,7-dichlororhodamine dyes |
| 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 CA2367868A1 (en) | 2000-10-05 |
| CA2367868C true 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 (enExample) |
| EP (2) | EP1386946B1 (enExample) |
| JP (3) | JP3848838B2 (enExample) |
| AT (2) | ATE438691T1 (enExample) |
| AU (1) | AU772329B2 (enExample) |
| CA (1) | CA2367868C (enExample) |
| DE (2) | DE60014051T8 (enExample) |
| ES (2) | ES2329562T3 (enExample) |
| WO (1) | WO2000058406A1 (enExample) |
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| US5936087A (en) | 1997-11-25 | 1999-08-10 | The Perkin-Elmer Corporation | Dibenzorhodamine dyes |
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| WO2002030944A2 (en) * | 2000-10-11 | 2002-04-18 | Applera Corporation | Fluorescent nucleobase conjugates having anionic linkers |
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| US6689391B2 (en) | 2001-03-30 | 2004-02-10 | Council Of Scientific & Industrial Research | Natural non-polar fluorescent dye from a non-bioluminescent marine invertebrate, compositions containing the said dye and its uses |
| WO2002079327A1 (en) | 2001-03-30 | 2002-10-10 | Council Of Scientific And Industrial Research | A natural fluorescent dye obtained from a marine invertebrate, compositions containing the said dye and their uses |
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| KR20200033954A (ko) | 2017-08-02 | 2020-03-30 | 더 리젠츠 오브 더 유니버시티 오브 캘리포니아 | 인간의 신경을 표적화하는 최적화된 펩티드 및 영상 유도된 수술, 진단 및 치료적 전달에서의 이의 용도 |
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| JP7721399B2 (ja) | 2020-11-26 | 2025-08-12 | キヤノン株式会社 | 新規化合物、及び硫化水素検出用の構造体 |
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-
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- 1999-03-27 US US09/277,793 patent/US6080852A/en not_active Expired - Lifetime
-
2000
- 2000-03-24 CA CA002367868A patent/CA2367868C/en not_active Expired - Fee Related
- 2000-03-24 ES ES03025777T patent/ES2329562T3/es not_active Expired - Lifetime
- 2000-03-24 JP JP2000608692A patent/JP3848838B2/ja not_active Expired - Lifetime
- 2000-03-24 WO PCT/US2000/008003 patent/WO2000058406A1/en not_active Ceased
- 2000-03-24 EP EP03025777A patent/EP1386946B1/en not_active Expired - Lifetime
- 2000-03-24 AU AU37732/00A patent/AU772329B2/en not_active Ceased
- 2000-03-24 EP EP00916662A patent/EP1165694B1/en not_active Expired - Lifetime
- 2000-03-24 DE DE60014051T patent/DE60014051T8/de active Active
- 2000-03-24 AT AT03025777T patent/ATE438691T1/de not_active IP Right Cessation
- 2000-03-24 AT AT00916662T patent/ATE277128T1/de not_active IP Right Cessation
- 2000-03-24 DE DE60042706T patent/DE60042706D1/de not_active Expired - Lifetime
- 2000-03-24 ES ES00916662T patent/ES2226801T3/es not_active Expired - Lifetime
- 2000-05-25 US US09/578,920 patent/US6713622B1/en not_active Expired - Lifetime
-
2005
- 2005-11-04 JP JP2005321635A patent/JP4732130B2/ja not_active Expired - Fee Related
-
2010
- 2010-08-20 JP JP2010185648A patent/JP2011016813A/ja not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| DE60014051T8 (de) | 2006-04-27 |
| WO2000058406A1 (en) | 2000-10-05 |
| EP1165694B1 (en) | 2004-09-22 |
| DE60014051D1 (de) | 2004-10-28 |
| JP3848838B2 (ja) | 2006-11-22 |
| EP1386946B1 (en) | 2009-08-05 |
| JP2006151973A (ja) | 2006-06-15 |
| ES2226801T3 (es) | 2005-04-01 |
| AU772329B2 (en) | 2004-04-22 |
| EP1165694A1 (en) | 2002-01-02 |
| EP1386946A1 (en) | 2004-02-04 |
| AU3773200A (en) | 2000-10-16 |
| CA2367868A1 (en) | 2000-10-05 |
| ATE438691T1 (de) | 2009-08-15 |
| JP2002540280A (ja) | 2002-11-26 |
| ATE277128T1 (de) | 2004-10-15 |
| JP2011016813A (ja) | 2011-01-27 |
| JP4732130B2 (ja) | 2011-07-27 |
| US6080852A (en) | 2000-06-27 |
| ES2329562T3 (es) | 2009-11-27 |
| DE60014051T2 (de) | 2006-02-23 |
| US6713622B1 (en) | 2004-03-30 |
| DE60042706D1 (de) | 2009-09-17 |
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