DE69918149T8 - Verbessertes verfahren zur oligonucleotid-synthese - Google Patents
Verbessertes verfahren zur oligonucleotid-synthese Download PDFInfo
- Publication number
- DE69918149T8 DE69918149T8 DE69918149T DE69918149T DE69918149T8 DE 69918149 T8 DE69918149 T8 DE 69918149T8 DE 69918149 T DE69918149 T DE 69918149T DE 69918149 T DE69918149 T DE 69918149T DE 69918149 T8 DE69918149 T8 DE 69918149T8
- Authority
- DE
- Germany
- Prior art keywords
- oligonucleotide synthesis
- ppm
- solvent
- improved method
- present
- 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.)
- Active
Links
- 238000000034 method Methods 0.000 title abstract 5
- 238000002515 oligonucleotide synthesis Methods 0.000 title abstract 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 abstract 3
- 239000003153 chemical reaction reagent Substances 0.000 abstract 2
- 239000002777 nucleoside Substances 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- 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
- 150000003833 nucleoside derivatives Chemical class 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 150000008300 phosphoramidites Chemical class 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 239000007790 solid phase Substances 0.000 abstract 1
- 230000002194 synthesizing effect Effects 0.000 abstract 1
- 238000005406 washing Methods 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/11—Compounds covalently bound to a solid support
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Saccharide Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Tea And Coffee (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US167165 | 1998-10-06 | ||
| US09/167,165 US6069243A (en) | 1998-10-06 | 1998-10-06 | Process for oligonucleotide synthesis |
| PCT/US1999/022892 WO2000020431A1 (en) | 1998-10-06 | 1999-10-01 | Improved process for oligonucleotide synthesis |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE69918149D1 DE69918149D1 (de) | 2004-07-22 |
| DE69918149T2 DE69918149T2 (de) | 2005-06-09 |
| DE69918149T8 true DE69918149T8 (de) | 2005-09-29 |
Family
ID=22606209
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69918149T Active DE69918149T8 (de) | 1998-10-06 | 1999-10-01 | Verbessertes verfahren zur oligonucleotid-synthese |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US6069243A (de) |
| EP (1) | EP1119578B1 (de) |
| AT (1) | ATE269351T1 (de) |
| AU (1) | AU6409399A (de) |
| DE (1) | DE69918149T8 (de) |
| WO (1) | WO2000020431A1 (de) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2790955B1 (fr) | 1999-03-19 | 2003-01-17 | Assist Publ Hopitaux De Paris | Utilisation d'oligonucleotides stabilises comme principe actif antitumoral |
| US6610842B1 (en) * | 1999-05-06 | 2003-08-26 | Isis Pharmaceuticals, Inc. | Processes for the synthesis of oligomers using phosphoramidite compositions |
| US7135565B2 (en) * | 2000-07-28 | 2006-11-14 | Agilent Technologies, Inc. | Synthesis of polynucleotides using combined oxidation/deprotection chemistry |
| DE10041539A1 (de) * | 2000-08-24 | 2002-03-07 | Febit Ferrarius Biotech Gmbh | Neue Amiditderivate zur Synthese von Polymeren auf Oberflächen |
| US6693187B1 (en) * | 2000-10-17 | 2004-02-17 | Lievre Cornu Llc | Phosphinoamidite carboxlates and analogs thereof in the synthesis of oligonucleotides having reduced internucleotide charge |
| US6768005B2 (en) | 2000-12-20 | 2004-07-27 | Avecia Limited | Process |
| EP2332954A3 (de) * | 2000-12-05 | 2011-12-21 | Avecia Biotechnology, Inc. | Verfahren zur Herstellung von Phosphorothionatoligonukleotiden |
| CN1489633A (zh) * | 2001-01-30 | 2004-04-14 | ISISҩ�﹫˾ | 检测二氯乙酸中的水合三氯乙醛的方法 |
| US6852850B2 (en) * | 2001-10-31 | 2005-02-08 | Agilent Technologies, Inc. | Use of ionic liquids for fabrication of polynucleotide arrays |
| US6858720B2 (en) | 2001-10-31 | 2005-02-22 | Agilent Technologies, Inc. | Method of synthesizing polynucleotides using ionic liquids |
| US6696298B2 (en) | 2001-12-07 | 2004-02-24 | Biosearch Technologies, Inc. | Multi-channel reagent dispensing apparatus |
| US7169916B2 (en) * | 2002-04-01 | 2007-01-30 | Isis Pharmaceuticals, Inc. | Chloral-free DCA in oligonucleotide synthesis |
| US9403865B2 (en) * | 2012-08-15 | 2016-08-02 | Ionis Pharmaceuticals, Inc. | Method of preparing oligomeric compounds using modified capping protocols |
| WO2014120861A2 (en) * | 2013-01-31 | 2014-08-07 | Isis Pharmaceuticals, Inc. | Method of preparing oligomeric compounds using modified coupling protocols |
| EP2782332B1 (de) | 2013-03-22 | 2017-08-30 | Harvest Imaging bvba | Digitalkamera mit Fokuserkennungspixeln zur Lichtmessung |
| US10040048B1 (en) | 2014-09-25 | 2018-08-07 | Synthego Corporation | Automated modular system and method for production of biopolymers |
| US20190076814A1 (en) | 2017-09-11 | 2019-03-14 | Synthego Corporation | Biopolymer synthesis system and method |
| KR20230119197A (ko) * | 2020-12-18 | 2023-08-16 | 일라이 릴리 앤드 캄파니 | 진동 유동층 올리고뉴클레오티드 합성기 |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US34069A (en) * | 1862-01-07 | Improved combined knife, fork, and spoon | ||
| US4500707A (en) * | 1980-02-29 | 1985-02-19 | University Patents, Inc. | Nucleosides useful in the preparation of polynucleotides |
| US5132418A (en) * | 1980-02-29 | 1992-07-21 | University Patents, Inc. | Process for preparing polynucleotides |
| US4458066A (en) * | 1980-02-29 | 1984-07-03 | University Patents, Inc. | Process for preparing polynucleotides |
| 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 |
| US4415732A (en) * | 1981-03-27 | 1983-11-15 | University Patents, Inc. | Phosphoramidite compounds and processes |
| US4517338A (en) * | 1983-06-20 | 1985-05-14 | Chiron Corporation | Multiple reactor system and method for polynucleotide synthesis |
| 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 |
| US5034506A (en) * | 1985-03-15 | 1991-07-23 | Anti-Gene Development Group | Uncharged morpholino-based polymers having achiral intersubunit linkages |
| US5459255A (en) * | 1990-01-11 | 1995-10-17 | Isis Pharmaceuticals, Inc. | N-2 substituted purines |
| 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 |
| US5138045A (en) * | 1990-07-27 | 1992-08-11 | Isis Pharmaceuticals | Polyamine conjugated oligonucleotides |
| US5378825A (en) * | 1990-07-27 | 1995-01-03 | Isis Pharmaceuticals, Inc. | Backbone modified oligonucleotide analogs |
| US5218105A (en) * | 1990-07-27 | 1993-06-08 | Isis Pharmaceuticals | Polyamine conjugated oligonucleotides |
| US5539082A (en) * | 1993-04-26 | 1996-07-23 | Nielsen; Peter E. | Peptide nucleic acids |
| US5210264A (en) * | 1992-01-10 | 1993-05-11 | Isis Pharmaceuticals, Inc. | S-(2,4-dichlorobenzyl)-β-cyanoethyl phosphorothioate diester |
| US5571902A (en) * | 1993-07-29 | 1996-11-05 | Isis Pharmaceuticals, Inc. | Synthesis of oligonucleotides |
| US5440068A (en) * | 1993-12-30 | 1995-08-08 | The Standard Oil Company | Acetonitrile purification via an adsorption-based process |
| US5889136A (en) * | 1995-06-09 | 1999-03-30 | The Regents Of The University Of Colorado | Orthoester protecting groups in RNA synthesis |
| US5902881A (en) * | 1997-03-03 | 1999-05-11 | Isis Pharmaceuticals, Inc. | Reagent useful for synthesizing sulfurized oligonucleotide analogs |
-
1998
- 1998-10-06 US US09/167,165 patent/US6069243A/en not_active Expired - Lifetime
-
1999
- 1999-10-01 EP EP99951708A patent/EP1119578B1/de not_active Expired - Lifetime
- 1999-10-01 AU AU64093/99A patent/AU6409399A/en not_active Abandoned
- 1999-10-01 AT AT99951708T patent/ATE269351T1/de not_active IP Right Cessation
- 1999-10-01 WO PCT/US1999/022892 patent/WO2000020431A1/en not_active Ceased
- 1999-10-01 DE DE69918149T patent/DE69918149T8/de active Active
Also Published As
| Publication number | Publication date |
|---|---|
| DE69918149T2 (de) | 2005-06-09 |
| AU6409399A (en) | 2000-04-26 |
| EP1119578A1 (de) | 2001-08-01 |
| EP1119578A4 (de) | 2002-04-17 |
| ATE269351T1 (de) | 2004-07-15 |
| DE69918149D1 (de) | 2004-07-22 |
| US6069243A (en) | 2000-05-30 |
| EP1119578B1 (de) | 2004-06-16 |
| WO2000020431A1 (en) | 2000-04-13 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8364 | No opposition during term of opposition |