BR0108771A - Processos para a preparação de um triéster de fosforotioato, e de oligonucleotìdeo desprotegido, fosforotioato de oligonucleotìdeo, ou oligonucleotìdeo/fosforotioato de oligonucleotìdeo mistos - Google Patents
Processos para a preparação de um triéster de fosforotioato, e de oligonucleotìdeo desprotegido, fosforotioato de oligonucleotìdeo, ou oligonucleotìdeo/fosforotioato de oligonucleotìdeo mistosInfo
- Publication number
- BR0108771A BR0108771A BR0108771-1A BR0108771A BR0108771A BR 0108771 A BR0108771 A BR 0108771A BR 0108771 A BR0108771 A BR 0108771A BR 0108771 A BR0108771 A BR 0108771A
- Authority
- BR
- Brazil
- Prior art keywords
- oligonucleotide
- phosphorothioate
- triester
- processes
- preparation
- Prior art date
Links
- 108091034117 Oligonucleotide Proteins 0.000 title abstract 5
- 238000000034 method Methods 0.000 title abstract 4
- -1 phosphorothioate triester Chemical class 0.000 title abstract 2
- 238000002360 preparation method Methods 0.000 title abstract 2
- RYYWUUFWQRZTIU-UHFFFAOYSA-K thiophosphate Chemical compound [O-]P([O-])([O-])=S RYYWUUFWQRZTIU-UHFFFAOYSA-K 0.000 title 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 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
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 230000008878 coupling Effects 0.000 abstract 1
- 239000007822 coupling agent Substances 0.000 abstract 1
- 238000010168 coupling process Methods 0.000 abstract 1
- 238000005859 coupling reaction Methods 0.000 abstract 1
- 239000002777 nucleoside Substances 0.000 abstract 1
- 125000003835 nucleoside group Chemical group 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 239000011593 sulfur Substances 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
Classifications
-
- 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
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/16—Esters of thiophosphoric acids or thiophosphorous acids
- C07F9/165—Esters of thiophosphoric 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
-
- 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)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Biotechnology (AREA)
- Engineering & Computer Science (AREA)
- Saccharide Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Luminescent Compositions (AREA)
Abstract
"PROCESSOS PARA A PREPARAçãO DE UM TRIéSTER DE FOSFOROTIOATO, E DE OLIGONUCLEOTìDEO DESPROTEGIDO, FOSFOROTIOATO DE OLIGONUCLEOTìDEO, OU OLIGONUCLEOTìDEO/FOSFOROTIOATO DE OLIGONUCLEOTìDEO MISTOS". é provido um processo para a síntese de um triéster de fosforotioato. O processo compreende o acoplamento de um H-fosfonato com um álcool, na presença de uma solução, que compreende tanto um agente de acoplamento como um agente de transferência de enxofre. Preferivelmente, o H-fosfonato e o álcool são oligonucleotídeos ou nucleosídeos protegidos.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0004889.2A GB0004889D0 (en) | 2000-03-01 | 2000-03-01 | Synthesis of oligonucleotides |
| PCT/GB2001/000764 WO2001064702A1 (en) | 2000-03-01 | 2001-02-23 | Process for the preparation of phosphorothioate triesters |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BR0108771A true BR0108771A (pt) | 2002-11-26 |
Family
ID=9886705
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BR0108771-1A BR0108771A (pt) | 2000-03-01 | 2001-02-23 | Processos para a preparação de um triéster de fosforotioato, e de oligonucleotìdeo desprotegido, fosforotioato de oligonucleotìdeo, ou oligonucleotìdeo/fosforotioato de oligonucleotìdeo mistos |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US7022833B2 (pt) |
| EP (1) | EP1272501B1 (pt) |
| JP (1) | JP2003525305A (pt) |
| KR (1) | KR20030032924A (pt) |
| CN (1) | CN1262557C (pt) |
| AT (1) | ATE266037T1 (pt) |
| AU (2) | AU3576601A (pt) |
| BR (1) | BR0108771A (pt) |
| CA (1) | CA2401083A1 (pt) |
| CZ (1) | CZ20022930A3 (pt) |
| DE (1) | DE60103145T2 (pt) |
| DK (1) | DK1272501T3 (pt) |
| ES (1) | ES2220721T3 (pt) |
| GB (1) | GB0004889D0 (pt) |
| HU (1) | HUP0204249A3 (pt) |
| IL (1) | IL151238A0 (pt) |
| MX (1) | MXPA02008530A (pt) |
| NO (1) | NO20024155L (pt) |
| NZ (1) | NZ520778A (pt) |
| PL (1) | PL362067A1 (pt) |
| WO (1) | WO2001064702A1 (pt) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9717158D0 (en) * | 1997-08-13 | 1997-10-22 | King S College London | Solution synthesis of oligonucleotides and their phosphorothioate analogues |
| WO2003045969A1 (en) * | 2001-11-21 | 2003-06-05 | Avecia Biotechnology Inc. | Coupling reagent for h-phosphonate chemistry |
| EP1386925A1 (en) | 2002-07-31 | 2004-02-04 | Girindus AG | Method for preparing oligonucleotides |
| GB0229423D0 (en) * | 2002-12-18 | 2003-01-22 | Avecia Ltd | Process |
| BRPI0923225A2 (pt) | 2008-12-02 | 2016-10-04 | Chiralgen Ltd | metodo para sintese de acidos nucleicos modificados no atomo de fosforo |
| KR101885383B1 (ko) | 2009-07-06 | 2018-08-03 | 웨이브 라이프 사이언시스 리미티드 | 신규한 핵산 프로드러그 및 그의 사용 방법 |
| JP5868324B2 (ja) | 2010-09-24 | 2016-02-24 | 株式会社Ｗａｖｅ Ｌｉｆｅ Ｓｃｉｅｎｃｅｓ Ｊａｐａｎ | 不斉補助基 |
| CN103796657B (zh) | 2011-07-19 | 2017-07-11 | 波涛生命科学有限公司 | 合成官能化核酸的方法 |
| EP4219516A3 (en) | 2012-07-13 | 2024-01-10 | Wave Life Sciences Ltd. | Chiral control |
| SG11201500239VA (en) | 2012-07-13 | 2015-03-30 | Wave Life Sciences Japan | Asymmetric auxiliary group |
| EP2873674B1 (en) | 2012-07-13 | 2020-05-06 | Shin Nippon Biomedical Laboratories, Ltd. | Chiral nucleic acid adjuvant |
| WO2015108047A1 (ja) | 2014-01-15 | 2015-07-23 | 株式会社新日本科学 | 免疫誘導活性を有するキラル核酸アジュバンド及び免疫誘導活性剤 |
| JPWO2015108048A1 (ja) | 2014-01-15 | 2017-03-23 | 株式会社新日本科学 | 抗腫瘍作用を有するキラル核酸アジュバンド及び抗腫瘍剤 |
| US10322173B2 (en) | 2014-01-15 | 2019-06-18 | Shin Nippon Biomedical Laboratories, Ltd. | Chiral nucleic acid adjuvant having anti-allergic activity, and anti-allergic agent |
| KR102423317B1 (ko) | 2014-01-16 | 2022-07-22 | 웨이브 라이프 사이언시스 리미티드 | 키랄 디자인 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9501465D0 (en) | 1995-01-25 | 1995-03-15 | King S College London | Nucleoside phosphorothioate derivatives,synthesis and use thereof |
| US6096881A (en) * | 1997-05-30 | 2000-08-01 | Hybridon, Inc. | Sulfur transfer reagents for oligonucleotide synthesis |
| GB9717158D0 (en) | 1997-08-13 | 1997-10-22 | King S College London | Solution synthesis of oligonucleotides and their phosphorothioate analogues |
| GB9924285D0 (en) | 1999-10-14 | 1999-12-15 | Avecia Ltd | Process |
-
2000
- 2000-03-01 GB GBGB0004889.2A patent/GB0004889D0/en not_active Ceased
-
2001
- 2001-02-23 CA CA002401083A patent/CA2401083A1/en not_active Abandoned
- 2001-02-23 NZ NZ520778A patent/NZ520778A/en unknown
- 2001-02-23 AU AU3576601A patent/AU3576601A/xx active Pending
- 2001-02-23 AT AT01907898T patent/ATE266037T1/de not_active IP Right Cessation
- 2001-02-23 WO PCT/GB2001/000764 patent/WO2001064702A1/en not_active Application Discontinuation
- 2001-02-23 MX MXPA02008530A patent/MXPA02008530A/es not_active Application Discontinuation
- 2001-02-23 EP EP01907898A patent/EP1272501B1/en not_active Expired - Lifetime
- 2001-02-23 PL PL36206701A patent/PL362067A1/xx unknown
- 2001-02-23 AU AU2001235766A patent/AU2001235766B2/en not_active Ceased
- 2001-02-23 CZ CZ20022930A patent/CZ20022930A3/cs unknown
- 2001-02-23 ES ES01907898T patent/ES2220721T3/es not_active Expired - Lifetime
- 2001-02-23 CN CNB018058906A patent/CN1262557C/zh not_active Expired - Fee Related
- 2001-02-23 BR BR0108771-1A patent/BR0108771A/pt not_active IP Right Cessation
- 2001-02-23 DK DK01907898T patent/DK1272501T3/da active
- 2001-02-23 KR KR1020027011442A patent/KR20030032924A/ko not_active Application Discontinuation
- 2001-02-23 US US10/220,353 patent/US7022833B2/en not_active Expired - Lifetime
- 2001-02-23 DE DE60103145T patent/DE60103145T2/de not_active Expired - Fee Related
- 2001-02-23 HU HU0204249A patent/HUP0204249A3/hu unknown
- 2001-02-23 IL IL15123801A patent/IL151238A0/xx unknown
- 2001-02-23 JP JP2001564195A patent/JP2003525305A/ja active Pending
-
2002
- 2002-08-30 NO NO20024155A patent/NO20024155L/no unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JP2003525305A (ja) | 2003-08-26 |
| EP1272501B1 (en) | 2004-05-06 |
| HUP0204249A2 (hu) | 2003-04-28 |
| ATE266037T1 (de) | 2004-05-15 |
| GB0004889D0 (en) | 2000-04-19 |
| US7022833B2 (en) | 2006-04-04 |
| NZ520778A (en) | 2004-05-28 |
| US20030099981A1 (en) | 2003-05-29 |
| CN1406242A (zh) | 2003-03-26 |
| IL151238A0 (en) | 2003-04-10 |
| CN1262557C (zh) | 2006-07-05 |
| AU3576601A (en) | 2001-09-12 |
| NO20024155D0 (no) | 2002-08-30 |
| DE60103145D1 (de) | 2004-06-09 |
| ES2220721T3 (es) | 2004-12-16 |
| NO20024155L (no) | 2002-10-24 |
| KR20030032924A (ko) | 2003-04-26 |
| EP1272501A1 (en) | 2003-01-08 |
| HUP0204249A3 (en) | 2004-08-30 |
| DE60103145T2 (de) | 2005-05-04 |
| CA2401083A1 (en) | 2001-09-07 |
| PL362067A1 (en) | 2004-10-18 |
| WO2001064702A1 (en) | 2001-09-07 |
| DK1272501T3 (da) | 2004-08-16 |
| AU2001235766B2 (en) | 2005-01-27 |
| CZ20022930A3 (cs) | 2002-11-13 |
| MXPA02008530A (es) | 2003-02-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| B08F | Application dismissed because of non-payment of annual fees [chapter 8.6 patent gazette] |
Free format text: REFERENTE A 6O, 7O E 8O ANUIDADES. |
|
| B08K | Patent lapsed as no evidence of payment of the annual fee has been furnished to inpi [chapter 8.11 patent gazette] |
Free format text: REFERENTE AO DESPACHO 8.6 DA RPI 2016 DE 25/08/2009 |