ATE278702T1 - Verfahren zur synthese von phosphorothioat- oligonukelotiden - Google Patents
Verfahren zur synthese von phosphorothioat- oligonukelotidenInfo
- Publication number
- ATE278702T1 ATE278702T1 AT97954597T AT97954597T ATE278702T1 AT E278702 T1 ATE278702 T1 AT E278702T1 AT 97954597 T AT97954597 T AT 97954597T AT 97954597 T AT97954597 T AT 97954597T AT E278702 T1 ATE278702 T1 AT E278702T1
- Authority
- AT
- Austria
- Prior art keywords
- oligonukelotides
- phosphorothioate
- synthesis
- methods
- novel
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- RYYWUUFWQRZTIU-UHFFFAOYSA-K thiophosphate Chemical compound [O-]P([O-])([O-])=S RYYWUUFWQRZTIU-UHFFFAOYSA-K 0.000 title abstract 2
- 230000015572 biosynthetic process Effects 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- 108091034117 Oligonucleotide Proteins 0.000 abstract 1
- JLCPHMBAVCMARE-UHFFFAOYSA-N [3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-[[3-[[3-[[3-[[3-[[3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methyl [5-(6-aminopurin-9-yl)-2-(hydroxymethyl)oxolan-3-yl] hydrogen phosphate Polymers Cc1cn(C2CC(OP(O)(=O)OCC3OC(CC3OP(O)(=O)OCC3OC(CC3O)n3cnc4c3nc(N)[nH]c4=O)n3cnc4c3nc(N)[nH]c4=O)C(COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3CO)n3cnc4c(N)ncnc34)n3ccc(N)nc3=O)n3cnc4c(N)ncnc34)n3ccc(N)nc3=O)n3ccc(N)nc3=O)n3ccc(N)nc3=O)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)n3cc(C)c(=O)[nH]c3=O)n3cc(C)c(=O)[nH]c3=O)n3ccc(N)nc3=O)n3cc(C)c(=O)[nH]c3=O)n3cnc4c3nc(N)[nH]c4=O)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)O2)c(=O)[nH]c1=O JLCPHMBAVCMARE-UHFFFAOYSA-N 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 150000008300 phosphoramidites Chemical class 0.000 abstract 1
- 230000002194 synthesizing effect Effects 0.000 abstract 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)
- Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Saccharide Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/775,011 US6172217B1 (en) | 1996-12-27 | 1996-12-27 | Method of synthesizing phosphorothioate oligonucleotides |
| PCT/US1997/023601 WO1998029427A1 (en) | 1996-12-27 | 1997-12-12 | Method of synthesizing phosphorothioate oligonucleotides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE278702T1 true ATE278702T1 (de) | 2004-10-15 |
Family
ID=25103044
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT97954597T ATE278702T1 (de) | 1996-12-27 | 1997-12-12 | Verfahren zur synthese von phosphorothioat- oligonukelotiden |
Country Status (9)
| Country | Link |
|---|---|
| US (4) | US6172217B1 (de) |
| EP (1) | EP0948512B1 (de) |
| JP (1) | JP2000511933A (de) |
| KR (1) | KR100458979B1 (de) |
| AT (1) | ATE278702T1 (de) |
| AU (1) | AU721750B2 (de) |
| CA (1) | CA2276213C (de) |
| DE (1) | DE69731112T2 (de) |
| WO (1) | WO1998029427A1 (de) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6172217B1 (en) * | 1996-12-27 | 2001-01-09 | Isis Pharmaceuticals Inc. | Method of synthesizing phosphorothioate oligonucleotides |
| FR2803848B1 (fr) * | 2000-01-19 | 2002-02-15 | Adir | Nouveaux derives de benzenesulfonamide, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| DE10041539A1 (de) * | 2000-08-24 | 2002-03-07 | Febit Ferrarius Biotech Gmbh | Neue Amiditderivate zur Synthese von Polymeren auf Oberflächen |
| US20040198640A1 (en) * | 2003-04-02 | 2004-10-07 | Dharmacon, Inc. | Stabilized polynucleotides for use in RNA interference |
| KR101147147B1 (ko) * | 2004-04-01 | 2012-05-25 | 머크 샤프 앤드 돔 코포레이션 | Rna 간섭의 오프 타겟 효과 감소를 위한 변형된폴리뉴클레오타이드 |
| US7923207B2 (en) | 2004-11-22 | 2011-04-12 | Dharmacon, Inc. | Apparatus and system having dry gene silencing pools |
| US7923206B2 (en) * | 2004-11-22 | 2011-04-12 | Dharmacon, Inc. | Method of determining a cellular response to a biological agent |
| US7935811B2 (en) | 2004-11-22 | 2011-05-03 | Dharmacon, Inc. | Apparatus and system having dry gene silencing compositions |
| WO2008036841A2 (en) | 2006-09-22 | 2008-03-27 | Dharmacon, Inc. | Tripartite oligonucleotide complexes and methods for gene silencing by rna interference |
| KR100886139B1 (ko) * | 2007-11-13 | 2009-02-27 | 주식회사 삼천리제약 | 올리고뉴클레오타이드의 제조방법 |
| US8188060B2 (en) | 2008-02-11 | 2012-05-29 | Dharmacon, Inc. | Duplex oligonucleotides with enhanced functionality in gene regulation |
Family Cites Families (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3687808A (en) | 1969-08-14 | 1972-08-29 | Univ Leland Stanford Junior | Synthetic polynucleotides |
| US4458066A (en) | 1980-02-29 | 1984-07-03 | University Patents, Inc. | Process for preparing polynucleotides |
| US5132418A (en) | 1980-02-29 | 1992-07-21 | University Patents, Inc. | Process for preparing polynucleotides |
| US4500707A (en) | 1980-02-29 | 1985-02-19 | University Patents, Inc. | Nucleosides useful in the preparation of polynucleotides |
| US4415732A (en) | 1981-03-27 | 1983-11-15 | University Patents, Inc. | Phosphoramidite compounds and processes |
| US4668777A (en) | 1981-03-27 | 1987-05-26 | University Patents, Inc. | Phosphoramidite nucleoside compounds |
| US4973679A (en) | 1981-03-27 | 1990-11-27 | University Patents, Inc. | Process for oligonucleo tide synthesis using phosphormidite intermediates |
| USRE34069E (en) | 1983-08-18 | 1992-09-15 | Biosyntech Gmbh | Process for the preparation of oligonucleotides |
| DE3329892A1 (de) | 1983-08-18 | 1985-03-07 | Köster, Hubert, Prof. Dr., 2000 Hamburg | Verfahren zur herstellung von oligonucleotiden |
| GB8607265D0 (en) * | 1986-03-24 | 1986-04-30 | London King S College | Protecting groups of organic synthesis |
| DE68929305T2 (de) | 1988-04-27 | 2002-05-02 | Isis Pharmaceutical, Inc. | Oligoribonukleotid-Derivate und Verwendung davon als Antiviral Arzneimittel |
| US5449769A (en) | 1989-03-06 | 1995-09-12 | Gen-Probe Incorporated | Method and reagent for sulfurization of organophosphorous compounds |
| EP0497875B1 (de) | 1989-10-24 | 2000-03-22 | Isis Pharmaceuticals, Inc. | 2'-modifizierte nukleotide |
| AU651569B2 (en) | 1990-01-11 | 1994-07-28 | Isis Pharmaceuticals, Inc. | Compositions and methods for detecting and modulating RNA activity and gene expression |
| US5212295A (en) | 1990-01-11 | 1993-05-18 | Isis Pharmaceuticals | Monomers for preparation of oligonucleotides having chiral phosphorus linkages |
| US5635488A (en) | 1991-10-15 | 1997-06-03 | Isis Pharmaceuticals, Inc. | Compounds having phosphorodithioate linkages of high chiral purity |
| US5506212A (en) | 1990-01-11 | 1996-04-09 | Isis Pharmaceuticals, Inc. | Oligonucleotides with substantially chirally pure phosphorothioate linkages |
| US5166387A (en) | 1990-01-12 | 1992-11-24 | Applied Biosystems, Inc. | Method of synthesizing sulfurized oligonucleotide analogs with thiuram disulfides |
| US5292875A (en) | 1990-04-20 | 1994-03-08 | Lynx Therapeutics, Inc. | Method of synthesizing sulfurized oligonucleotide analogs |
| US5151510A (en) | 1990-04-20 | 1992-09-29 | Applied Biosystems, Inc. | Method of synethesizing sulfurized oligonucleotide analogs |
| US5672697A (en) * | 1991-02-08 | 1997-09-30 | Gilead Sciences, Inc. | Nucleoside 5'-methylene phosphonates |
| US5512668A (en) | 1991-03-06 | 1996-04-30 | Polish Academy Of Sciences | Solid phase oligonucleotide synthesis using phospholane intermediates |
| US5525719A (en) * | 1991-08-30 | 1996-06-11 | Chemgenes Corporation | N-protected-2'-O-methyl-and N-protected-3'-O-methyl-ribonucleosides and their phosphoramidite derivatives |
| GB9127243D0 (en) | 1991-12-23 | 1992-02-19 | King S College London | Synthesis of phosphorothioate analogues of oligonucleotides |
| JPH08507752A (ja) | 1993-01-08 | 1996-08-20 | ハイブライドン インコーポレイテッド | 二量体ブロックの合成と二量体ブロックを使ったオリゴヌクレオチド結合法 |
| US6015886A (en) * | 1993-05-24 | 2000-01-18 | Chemgenes Corporation | Oligonucleotide phosphate esters |
| US5571902A (en) | 1993-07-29 | 1996-11-05 | Isis Pharmaceuticals, Inc. | Synthesis of oligonucleotides |
| JPH07157498A (ja) | 1993-12-07 | 1995-06-20 | Sankyo Co Ltd | 短鎖ホスホロチオエート結合オリゴデオキシヌクレオチド |
| WO1995026204A1 (en) | 1994-03-25 | 1995-10-05 | Isis Pharmaceuticals, Inc. | Immune stimulation by phosphorothioate oligonucleotide analogs |
| US5405985A (en) | 1994-07-08 | 1995-04-11 | The Goodyear Tire & Rubber Company | Preparation of sulfur-containing organosilicon compounds |
| DE4438918A1 (de) * | 1994-11-04 | 1996-05-09 | Hoechst Ag | Modifizierte Oligonukleotide, deren Herstellung sowie deren Verwendung |
| CA2216844A1 (en) | 1995-03-31 | 1996-10-03 | Drug Delivery System Institute, Ltd. | Amidite derivatives and oligonucleotide derivatives |
| US6172217B1 (en) * | 1996-12-27 | 2001-01-09 | Isis Pharmaceuticals Inc. | Method of synthesizing phosphorothioate oligonucleotides |
| US6649750B1 (en) * | 2000-01-05 | 2003-11-18 | Isis Pharmaceuticals, Inc. | Process for the preparation of oligonucleotide compounds |
-
1996
- 1996-12-27 US US08/775,011 patent/US6172217B1/en not_active Expired - Fee Related
-
1997
- 1997-12-12 DE DE69731112T patent/DE69731112T2/de not_active Expired - Fee Related
- 1997-12-12 EP EP97954597A patent/EP0948512B1/de not_active Expired - Lifetime
- 1997-12-12 KR KR10-1999-7005779A patent/KR100458979B1/ko not_active Expired - Fee Related
- 1997-12-12 JP JP10530137A patent/JP2000511933A/ja not_active Ceased
- 1997-12-12 CA CA002276213A patent/CA2276213C/en not_active Expired - Fee Related
- 1997-12-12 AT AT97954597T patent/ATE278702T1/de not_active IP Right Cessation
- 1997-12-12 WO PCT/US1997/023601 patent/WO1998029427A1/en not_active Ceased
- 1997-12-12 AU AU59009/98A patent/AU721750B2/en not_active Ceased
-
2001
- 2001-01-08 US US09/756,354 patent/US6403781B2/en not_active Expired - Fee Related
-
2002
- 2002-02-06 US US10/068,604 patent/US20020128466A1/en not_active Abandoned
-
2003
- 2003-01-17 US US10/346,659 patent/US6780989B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| AU721750B2 (en) | 2000-07-13 |
| CA2276213A1 (en) | 1998-07-09 |
| EP0948512A4 (de) | 2001-10-24 |
| US6780989B2 (en) | 2004-08-24 |
| US20020128466A1 (en) | 2002-09-12 |
| US6172217B1 (en) | 2001-01-09 |
| DE69731112D1 (de) | 2004-11-11 |
| KR20000069706A (ko) | 2000-11-25 |
| DE69731112T2 (de) | 2006-02-23 |
| US20030114662A1 (en) | 2003-06-19 |
| CA2276213C (en) | 2003-12-02 |
| US20010003132A1 (en) | 2001-06-07 |
| WO1998029427A1 (en) | 1998-07-09 |
| KR100458979B1 (ko) | 2004-12-03 |
| EP0948512B1 (de) | 2004-10-06 |
| AU5900998A (en) | 1998-07-31 |
| US6403781B2 (en) | 2002-06-11 |
| JP2000511933A (ja) | 2000-09-12 |
| EP0948512A1 (de) | 1999-10-13 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| RER | Ceased as to paragraph 5 lit. 3 law introducing patent treaties |