CA2382631C - Poly(ether-thioether), poly(ether-sulfoxide) and poly(ether-sulfone) nucleic acids - Google Patents
Poly(ether-thioether), poly(ether-sulfoxide) and poly(ether-sulfone) nucleic acids Download PDFInfo
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- CA2382631C CA2382631C CA2382631A CA2382631A CA2382631C CA 2382631 C CA2382631 C CA 2382631C CA 2382631 A CA2382631 A CA 2382631A CA 2382631 A CA2382631 A CA 2382631A CA 2382631 C CA2382631 C CA 2382631C
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- ether
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- 229920006393 polyether sulfone Polymers 0.000 title claims abstract description 42
- 102000039446 nucleic acids Human genes 0.000 title description 80
- 108020004707 nucleic acids Proteins 0.000 title description 80
- 150000007523 nucleic acids Chemical class 0.000 title description 76
- 150000001875 compounds Chemical class 0.000 claims abstract description 163
- 238000000034 method Methods 0.000 claims abstract description 85
- 230000008569 process Effects 0.000 claims abstract description 60
- 239000000178 monomer Substances 0.000 claims abstract description 58
- 230000027455 binding Effects 0.000 claims abstract description 34
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 33
- 239000003446 ligand Substances 0.000 claims abstract description 16
- 229920001223 polyethylene glycol Polymers 0.000 claims description 63
- -1 dimethoxytrityl group Chemical group 0.000 claims description 48
- 108020004414 DNA Proteins 0.000 claims description 47
- 125000005647 linker group Chemical group 0.000 claims description 46
- 229920000642 polymer Polymers 0.000 claims description 37
- 102000040430 polynucleotide Human genes 0.000 claims description 33
- 108091033319 polynucleotide Proteins 0.000 claims description 33
- 239000002157 polynucleotide Substances 0.000 claims description 33
- 239000000126 substance Substances 0.000 claims description 22
- 238000009396 hybridization Methods 0.000 claims description 21
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 21
- 102000053602 DNA Human genes 0.000 claims description 20
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 claims description 17
- 229910052799 carbon Inorganic materials 0.000 claims description 16
- 230000000295 complement effect Effects 0.000 claims description 15
- 125000003277 amino group Chemical group 0.000 claims description 14
- 239000001257 hydrogen Substances 0.000 claims description 13
- 229910052739 hydrogen Inorganic materials 0.000 claims description 13
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- 125000004429 atom Chemical group 0.000 claims description 12
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- 229910052717 sulfur Inorganic materials 0.000 claims description 10
- 125000000101 thioether group Chemical group 0.000 claims description 10
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- 125000004434 sulfur atom Chemical group 0.000 claims description 9
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- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 8
- 125000001033 ether group Chemical group 0.000 claims description 8
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical group [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 claims description 7
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- CAAULPUQFIIOTL-UHFFFAOYSA-N methyl dihydrogen phosphate Chemical compound COP(O)(O)=O CAAULPUQFIIOTL-UHFFFAOYSA-N 0.000 claims description 5
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- 125000005519 fluorenylmethyloxycarbonyl group Chemical group 0.000 claims description 3
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- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 claims description 3
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 3
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- 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 description 17
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- UQCWXKSHRQJGPH-UHFFFAOYSA-M tetrabutylazanium;fluoride;hydrate Chemical compound O.[F-].CCCC[N+](CCCC)(CCCC)CCCC UQCWXKSHRQJGPH-UHFFFAOYSA-M 0.000 description 1
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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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/06—Pyrimidine radicals
- C07H19/10—Pyrimidine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/16—Purine radicals
- C07H19/20—Purine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Communicable Diseases (AREA)
- Virology (AREA)
- Oncology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US38499599A | 1999-08-30 | 1999-08-30 | |
| US09/384,995 | 1999-08-30 | ||
| US09/411,862 US6348583B1 (en) | 1999-08-30 | 1999-10-04 | Poly(ether-thioether), poly(ether-sulfoxide) and poly(ether-sulfone) nucleic acids |
| US09/411,862 | 1999-10-04 | ||
| PCT/IL2000/000432 WO2001016365A1 (en) | 1999-08-30 | 2000-07-21 | Poly(ether-thioether), poly(ether-sulfoxide) and poly(ether-sulfone) nucleic acids |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2382631A1 CA2382631A1 (en) | 2001-03-08 |
| CA2382631C true CA2382631C (en) | 2010-09-28 |
Family
ID=27010846
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2382631A Expired - Lifetime CA2382631C (en) | 1999-08-30 | 2000-07-21 | Poly(ether-thioether), poly(ether-sulfoxide) and poly(ether-sulfone) nucleic acids |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US6348583B1 (enExample) |
| EP (1) | EP1208234A4 (enExample) |
| JP (1) | JP4542296B2 (enExample) |
| AU (1) | AU769619B2 (enExample) |
| CA (1) | CA2382631C (enExample) |
| WO (1) | WO2001016365A1 (enExample) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7135191B2 (en) * | 1997-09-04 | 2006-11-14 | Zsolt Istvan Hertelendy | Urogenital or anorectal transmucosal vaccine delivery system |
| US8071740B2 (en) * | 2000-11-17 | 2011-12-06 | Vascular Biogenics Ltd. | Promoters exhibiting endothelial cell specificity and methods of using same for regulation of angiogenesis |
| AU2003222427B8 (en) * | 2000-11-17 | 2010-04-29 | Vascular Biogenics Ltd. | Promoters exhibiting endothelial cell specificity and methods of using same |
| US6838452B2 (en) | 2000-11-24 | 2005-01-04 | Vascular Biogenics Ltd. | Methods employing and compositions containing defined oxidized phospholipids for prevention and treatment of atherosclerosis |
| JP4542311B2 (ja) | 2001-01-29 | 2010-09-15 | バイオ−ラッド ラボラトリーズ インコーポレイテッド | 核酸誘導体 |
| US6949368B2 (en) * | 2001-01-30 | 2005-09-27 | The Trustees Of Princeton University | Compositions and methods for enhancing polynucleotide amplification reactions |
| US7592446B2 (en) | 2001-03-22 | 2009-09-22 | Georgia State University Research Foundation, Inc. | Synthesis of selenium-derivatized nucleosides, nucleotides, phosphoramidites, triphosphates and nucleic acids |
| JP2002338688A (ja) * | 2001-05-15 | 2002-11-27 | Sumitomo Chem Co Ltd | 精ポリエーテルスルホンの製造方法 |
| NZ532348A (en) | 2001-10-19 | 2006-06-30 | Vascular Biogenics Ltd | Polynucleotide constructs comprising ligand binding domains, effector domains of apoptosis signaling molecules and a promoter or enhancer and their use in gene therapy |
| US7807847B2 (en) | 2004-07-09 | 2010-10-05 | Vascular Biogenics Ltd. | Process for the preparation of oxidized phospholipids |
| US9006217B2 (en) | 2007-01-09 | 2015-04-14 | Vascular Biogenics Ltd. | High-purity phospholipids |
| US8569529B2 (en) | 2007-01-09 | 2013-10-29 | Vascular Biogenics Ltd. | High-purity phospholipids |
| US7936453B2 (en) | 2008-04-04 | 2011-05-03 | Emcore Corporation | Terahertz frequency domain spectrometer with integrated dual laser module |
| CN104788492A (zh) * | 2008-11-06 | 2015-07-22 | 脉管生物生长有限公司 | 氧化的脂质化合物和其用途 |
| KR101224828B1 (ko) * | 2009-05-14 | 2013-01-22 | (주)바이오니아 | ｓｉＲＮＡ 접합체 및 그 제조방법 |
| US9879012B2 (en) * | 2012-03-29 | 2018-01-30 | Regents Of The University Of Colorado, A Body Corporate | Click nucleic acids |
| EP3223824B1 (en) | 2014-11-26 | 2021-01-06 | Vascular Biogenics Ltd. | Oxidized lipids and treatment or prevention of fibrosis |
| US9771385B2 (en) | 2014-11-26 | 2017-09-26 | Vascular Biogenics Ltd. | Oxidized lipids |
| US20230183283A1 (en) * | 2016-10-14 | 2023-06-15 | Bonac Corporation | Novel glycoside compound and production method therefor |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0215942B1 (en) * | 1985-03-15 | 1995-07-12 | Antivirals Inc. | Polynucleotide assay reagent and method |
| US5216141A (en) * | 1988-06-06 | 1993-06-01 | Benner Steven A | Oligonucleotide analogs containing sulfur linkages |
| DK51092D0 (da) * | 1991-05-24 | 1992-04-15 | Ole Buchardt | Oligonucleotid-analoge betegnet pna, monomere synthoner og fremgangsmaade til fremstilling deraf samt anvendelser deraf |
| GB2284208A (en) * | 1993-11-25 | 1995-05-31 | Pna Diagnostics As | Nucleic acid analogues with a chelating functionality for metal ions |
| US5656611A (en) * | 1994-11-18 | 1997-08-12 | Supratek Pharma Inc. | Polynucleotide compositions |
| US5908845A (en) * | 1996-10-30 | 1999-06-01 | Segev; David | Polyether nucleic acids |
-
1999
- 1999-10-04 US US09/411,862 patent/US6348583B1/en not_active Expired - Lifetime
-
2000
- 2000-07-21 EP EP00946256A patent/EP1208234A4/en not_active Withdrawn
- 2000-07-21 CA CA2382631A patent/CA2382631C/en not_active Expired - Lifetime
- 2000-07-21 WO PCT/IL2000/000432 patent/WO2001016365A1/en not_active Ceased
- 2000-07-21 JP JP2001520910A patent/JP4542296B2/ja not_active Expired - Fee Related
- 2000-07-21 AU AU60126/00A patent/AU769619B2/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| JP4542296B2 (ja) | 2010-09-08 |
| WO2001016365A1 (en) | 2001-03-08 |
| US6348583B1 (en) | 2002-02-19 |
| AU769619B2 (en) | 2004-01-29 |
| EP1208234A4 (en) | 2009-12-30 |
| AU6012600A (en) | 2001-03-26 |
| CA2382631A1 (en) | 2001-03-08 |
| EP1208234A1 (en) | 2002-05-29 |
| JP2003508062A (ja) | 2003-03-04 |
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