WO2001016151A1 - Acide nucleique a photocouplage reversible et phosphoroamidite - Google Patents
Acide nucleique a photocouplage reversible et phosphoroamidite Download PDFInfo
- Publication number
- WO2001016151A1 WO2001016151A1 PCT/JP2000/005715 JP0005715W WO0116151A1 WO 2001016151 A1 WO2001016151 A1 WO 2001016151A1 JP 0005715 W JP0005715 W JP 0005715W WO 0116151 A1 WO0116151 A1 WO 0116151A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- nucleic acid
- reversible
- dna
- photocoupling
- photocleavage
- Prior art date
Links
- 108020004707 nucleic acids Proteins 0.000 title claims abstract description 18
- 150000007523 nucleic acids Chemical class 0.000 title claims abstract description 18
- 102000039446 nucleic acids Human genes 0.000 title claims abstract description 18
- 230000002441 reversible effect Effects 0.000 title claims abstract description 17
- SXADIBFZNXBEGI-UHFFFAOYSA-N phosphoramidous acid Chemical compound NP(O)O SXADIBFZNXBEGI-UHFFFAOYSA-N 0.000 title 1
- 238000010168 coupling process Methods 0.000 claims abstract description 10
- 230000008878 coupling Effects 0.000 claims abstract description 9
- 238000005859 coupling reaction Methods 0.000 claims abstract description 9
- 238000000034 method Methods 0.000 claims description 7
- 230000003287 optical effect Effects 0.000 claims description 7
- 150000008300 phosphoramidites Chemical class 0.000 claims description 6
- 230000001678 irradiating effect Effects 0.000 claims description 4
- 229920000642 polymer Polymers 0.000 claims description 4
- 229920001222 biopolymer Polymers 0.000 abstract 1
- 108020004414 DNA Proteins 0.000 description 12
- 238000003776 cleavage reaction Methods 0.000 description 8
- 108090000623 proteins and genes Proteins 0.000 description 7
- 230000007017 scission Effects 0.000 description 7
- 229940104302 cytosine Drugs 0.000 description 5
- 229920002554 vinyl polymer Polymers 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 4
- OPTASPLRGRRNAP-UHFFFAOYSA-N cytosine Natural products NC=1C=CNC(=O)N=1 OPTASPLRGRRNAP-UHFFFAOYSA-N 0.000 description 4
- 102000004169 proteins and genes Human genes 0.000 description 4
- -1 vinyl cytosine Chemical compound 0.000 description 4
- CEQJZGYGJSOEEL-UHFFFAOYSA-N 6-(ethenylamino)-1h-pyrimidin-2-one Chemical compound C=CNC1=CC=NC(=O)N1 CEQJZGYGJSOEEL-UHFFFAOYSA-N 0.000 description 3
- 108020004491 Antisense DNA Proteins 0.000 description 3
- 239000003816 antisense DNA Substances 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000002243 precursor Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- 108091032973 (ribonucleotides)n+m Proteins 0.000 description 2
- NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 description 2
- 101001007348 Arachis hypogaea Galactose-binding lectin Proteins 0.000 description 2
- 230000000975 bioactive effect Effects 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 239000002777 nucleoside Substances 0.000 description 2
- 150000003833 nucleoside derivatives Chemical class 0.000 description 2
- 230000001443 photoexcitation Effects 0.000 description 2
- 238000006303 photolysis reaction Methods 0.000 description 2
- 230000015843 photosynthesis, light reaction Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 230000002194 synthesizing effect Effects 0.000 description 2
- 238000002560 therapeutic procedure Methods 0.000 description 2
- 238000000862 absorption spectrum Methods 0.000 description 1
- 230000002862 amidating effect Effects 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 238000010533 azeotropic distillation Methods 0.000 description 1
- 230000008827 biological function Effects 0.000 description 1
- 239000007978 cacodylate buffer Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 238000007596 consolidation process Methods 0.000 description 1
- 238000003745 diagnosis Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000012482 interaction analysis Methods 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 1
- 125000006239 protecting group Chemical group 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 238000010532 solid phase synthesis reaction Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 238000011282 treatment Methods 0.000 description 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
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Saccharide Compounds (AREA)
Description
Claims
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE60002821T DE60002821T2 (de) | 1999-08-27 | 2000-08-24 | Reversibel photokuppelnde nukleinsäure und phosphoramidit |
EP00954997A EP1125945B1 (en) | 1999-08-27 | 2000-08-24 | Reversible photocoupling nucleic acid and phosphoroamidite |
US09/830,401 US6593088B1 (en) | 1999-08-27 | 2000-08-24 | Reversible photocoupling nucleic acid and phosphoroamidite |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP11/240685 | 1999-08-27 | ||
JP24068599 | 1999-08-27 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2001016151A1 true WO2001016151A1 (fr) | 2001-03-08 |
Family
ID=17063194
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP2000/005715 WO2001016151A1 (fr) | 1999-08-27 | 2000-08-24 | Acide nucleique a photocouplage reversible et phosphoroamidite |
Country Status (5)
Country | Link |
---|---|
US (1) | US6593088B1 (ja) |
EP (1) | EP1125945B1 (ja) |
DE (1) | DE60002821T2 (ja) |
TW (1) | TWI239337B (ja) |
WO (1) | WO2001016151A1 (ja) |
Families Citing this family (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2002102820A1 (en) | 2001-06-20 | 2002-12-27 | Nuevolution A/S | Nucleoside derivatives for library preparation |
DE10147074A1 (de) * | 2001-09-25 | 2003-05-08 | Beru Ag | Verfahren zum Betreiben einer aus mehreren Heizelementen bestehenden mehrstufigen elektrischen Heizung |
DE20200926U1 (de) * | 2002-01-23 | 2002-04-18 | Hegenscheidt Mfd Gmbh & Co Kg | Festwalzgerät einer Festwalzmaschine für Kurbelwellen |
AU2003218630A1 (en) * | 2002-03-15 | 2003-09-29 | Nuevolution A/S | A building block capable of functional entity transfer to nucleophil |
WO2003078050A2 (en) * | 2002-03-15 | 2003-09-25 | Nuevolution A/S | A building block forming a c-c bond upon reaction |
AU2003218629A1 (en) * | 2002-03-15 | 2003-09-29 | Nuevolution A/S | A building block forming a c-c or a c-hetero atom bond uponreaction |
IL163822A0 (en) * | 2002-03-15 | 2005-12-18 | Nuevolution As | An improved method for synthesising templated molecules |
WO2004013070A2 (en) * | 2002-08-01 | 2004-02-12 | Nuevolution A/S | Multi-step synthesis of templated molecules |
PT1558744E (pt) * | 2002-10-30 | 2011-09-22 | Nuevolution As | Codificação enzimática |
ATE450609T1 (de) * | 2002-12-19 | 2009-12-15 | Nuevolution As | Durch quasizufallsstrukturen und funktionen geführte synthesemethode |
EP1597395A2 (en) * | 2003-02-21 | 2005-11-23 | Nuevolution A/S | Method for producing second-generation library |
WO2004074501A2 (en) * | 2003-02-21 | 2004-09-02 | Nuevolution A/S | A method for obtaining structural information about an encoded molecule |
ATE424455T1 (de) * | 2003-03-20 | 2009-03-15 | Nuevolution As | Ligationsvermittelnde codierung von kleinen molekülen |
EP1670939B1 (en) | 2003-09-18 | 2009-11-04 | Nuevolution A/S | A method for obtaining structural information concerning an encoded molecule and method for selecting compounds |
WO2005078122A2 (en) * | 2004-02-17 | 2005-08-25 | Nuevolution A/S | Method for enrichment involving elimination by mismatch hybridisation |
ATE447020T1 (de) * | 2004-03-22 | 2009-11-15 | Nuevolution As | Ligationscodierung unter verwendung von oligonukleotidbausteinen |
EP1956089B1 (en) * | 2005-11-17 | 2012-02-08 | Japan Science and Technology Agency | Method for detecting target nucleic acid with specific base sequence and set of nucleic acids for detection |
DE602006018648D1 (de) | 2005-12-01 | 2011-01-13 | Nuevolution As | Enzymvermittelnde kodierungsmethoden für eine effiziente synthese von grossen bibliotheken |
JP4814904B2 (ja) * | 2008-04-16 | 2011-11-16 | 国立大学法人北陸先端科学技術大学院大学 | 核酸類の配列選択的な精製方法 |
ES2713873T3 (es) | 2010-04-16 | 2019-05-24 | Nuevolution As | Complejos bifuncionales y métodos para hacer y utilizar tales complejos |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0324616A2 (en) * | 1988-01-13 | 1989-07-19 | Amoco Corporation | Template-directed photoligation |
JPH1129591A (ja) * | 1997-07-08 | 1999-02-02 | Kansai Shin Gijutsu Kenkyusho:Kk | 人工ヌクレアーゼ機能を有するオリゴデオキシリボヌクレオチド、ならびに、その製造用の中間体、その製造方法および使用方法 |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4849513A (en) * | 1983-12-20 | 1989-07-18 | California Institute Of Technology | Deoxyribonucleoside phosphoramidites in which an aliphatic amino group is attached to the sugar ring and their use for the preparation of oligonucleotides containing aliphatic amino groups |
US5767264A (en) * | 1993-01-22 | 1998-06-16 | Mta Zozponti Kemiai Kutato Intezet | Oligodeoxynucleotides containing 5-alkyl, 5-(1-alkenyl)- and 5-(1-alkynl) pyrimidines |
HU212717B (en) * | 1993-01-22 | 1997-02-28 | Mta Koezponti Kemiai Kutato In | Oligonucleotides containing 5-alkyl-, 5-(1-alkenyl)- or 5-(1-alkynyl)-pyrimidine bases, pharmaceutical compositions containing them and process for their preparation |
-
2000
- 2000-08-24 DE DE60002821T patent/DE60002821T2/de not_active Expired - Fee Related
- 2000-08-24 EP EP00954997A patent/EP1125945B1/en not_active Expired - Lifetime
- 2000-08-24 WO PCT/JP2000/005715 patent/WO2001016151A1/ja active IP Right Grant
- 2000-08-24 US US09/830,401 patent/US6593088B1/en not_active Expired - Lifetime
- 2000-08-25 TW TW089117263A patent/TWI239337B/zh not_active IP Right Cessation
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0324616A2 (en) * | 1988-01-13 | 1989-07-19 | Amoco Corporation | Template-directed photoligation |
JPH1129591A (ja) * | 1997-07-08 | 1999-02-02 | Kansai Shin Gijutsu Kenkyusho:Kk | 人工ヌクレアーゼ機能を有するオリゴデオキシリボヌクレオチド、ならびに、その製造用の中間体、その製造方法および使用方法 |
Non-Patent Citations (3)
Title |
---|
FUJIMOTO KENZO ET AL.: "Template-directed photoreversible ligation of deoxyoligonucleotides via-5-vinyldeoxyuridine", J. AM. CHEM. SOC., vol. 122, no. 23, 14 June 2000 (2000-06-14), pages 5646 - 5647, XP002933956 * |
S.G. RAHIM ET AL.: "Synthesis and biological properties of 2'-deoxy-5-vinyluridine and 2'-deoxy-5-vinylcytidine", NUCLEID ACIDS RESEARCH, vol. 10, no. 17, 1982, pages 5285 - 5295, XP002933957 * |
See also references of EP1125945A4 * |
Also Published As
Publication number | Publication date |
---|---|
DE60002821T2 (de) | 2004-05-06 |
EP1125945B1 (en) | 2003-05-21 |
US6593088B1 (en) | 2003-07-15 |
DE60002821D1 (en) | 2003-06-26 |
TWI239337B (en) | 2005-09-11 |
EP1125945A1 (en) | 2001-08-22 |
EP1125945A4 (en) | 2002-01-02 |
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