WO1996008578A3 - Improved procedure for the solid phase synthesis of oligonucleotides - Google Patents
Improved procedure for the solid phase synthesis of oligonucleotides Download PDFInfo
- Publication number
- WO1996008578A3 WO1996008578A3 PCT/US1995/011302 US9511302W WO9608578A3 WO 1996008578 A3 WO1996008578 A3 WO 1996008578A3 US 9511302 W US9511302 W US 9511302W WO 9608578 A3 WO9608578 A3 WO 9608578A3
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- solid phase
- capping
- oligonucleotides
- phase synthesis
- improved procedure
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 4
- 108091034117 Oligonucleotide Proteins 0.000 title abstract 3
- 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 title 1
- 238000010532 solid phase synthesis reaction Methods 0.000 title 1
- 239000007787 solid Substances 0.000 abstract 2
- 238000011109 contamination Methods 0.000 abstract 1
- 239000012467 final product Substances 0.000 abstract 1
- 239000002777 nucleoside Substances 0.000 abstract 1
- 150000003833 nucleoside derivatives Chemical class 0.000 abstract 1
- 238000002515 oligonucleotide synthesis Methods 0.000 abstract 1
- 239000007790 solid phase Substances 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)
Abstract
An improved method of solid phase oligonucleotide synthesis is presented. The method results in lesser contamination of the final product with N-1, N-2, and other failure sequences. The method comprises employing a second capping step after initial loading and capping of the solid support and before addition of the second nucleoside. Further diminution in the N-1 oligonucleotide content can be realized when this second capping stepped is used in combination with loading the support to higher densities than have previously been deemed acceptable and by cleaving the full length oligonucleotide from the solid support using mildly basic conditions.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP95932418A EP0779892A2 (en) | 1994-09-06 | 1995-09-05 | Improved procedure for the solid phase synthesis of oligonucleotides |
| AU35469/95A AU3546995A (en) | 1994-09-06 | 1995-09-05 | Improved procedure for the solid phase synthesis of oligonucleotides |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US30133794A | 1994-09-06 | 1994-09-06 | |
| US08/301,337 | 1994-09-06 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| WO1996008578A2 WO1996008578A2 (en) | 1996-03-21 |
| WO1996008578A3 true WO1996008578A3 (en) | 1996-05-30 |
Family
ID=23162922
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/US1995/011302 WO1996008578A2 (en) | 1994-09-06 | 1995-09-05 | Improved procedure for the solid phase synthesis of oligonucleotides |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP0779892A2 (en) |
| AU (1) | AU3546995A (en) |
| CA (1) | CA2199246A1 (en) |
| WO (1) | WO1996008578A2 (en) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0040099A1 (en) * | 1980-05-14 | 1981-11-18 | ens BIO LOGICALS INC. | Polynucleotide synthesis |
| US4458066A (en) * | 1980-02-29 | 1984-07-03 | University Patents, Inc. | Process for preparing polynucleotides |
-
1995
- 1995-09-05 AU AU35469/95A patent/AU3546995A/en not_active Abandoned
- 1995-09-05 WO PCT/US1995/011302 patent/WO1996008578A2/en not_active Application Discontinuation
- 1995-09-05 CA CA 2199246 patent/CA2199246A1/en not_active Withdrawn
- 1995-09-05 EP EP95932418A patent/EP0779892A2/en not_active Withdrawn
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4458066A (en) * | 1980-02-29 | 1984-07-03 | University Patents, Inc. | Process for preparing polynucleotides |
| EP0040099A1 (en) * | 1980-05-14 | 1981-11-18 | ens BIO LOGICALS INC. | Polynucleotide synthesis |
Non-Patent Citations (2)
| Title |
|---|
| M.J. DAMHA ET AL.: "An improved procedure for derivatization of controlled-pore glass beads for solid-phase oligonucleotide synthesis", NUCLEIC ACIDS RES., vol. 18, pages 3813 - 21 * |
| R.P. IYER AND S. AGRAWAL: "Improved procedure for the reduction of N-1 content in synthetic oligonucleotides", NUCLEOSIDES, NUCLEOTIDES, vol. 14, pages 1349 - 57 * |
Also Published As
| Publication number | Publication date |
|---|---|
| AU3546995A (en) | 1996-03-29 |
| CA2199246A1 (en) | 1996-03-21 |
| EP0779892A2 (en) | 1997-06-25 |
| WO1996008578A2 (en) | 1996-03-21 |
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