WO2001016150A3 - Nucleoside analogues - Google Patents

Nucleoside analogues Download PDF

Info

Publication number
WO2001016150A3
WO2001016150A3 PCT/GB2000/003301 GB0003301W WO0116150A3 WO 2001016150 A3 WO2001016150 A3 WO 2001016150A3 GB 0003301 W GB0003301 W GB 0003301W WO 0116150 A3 WO0116150 A3 WO 0116150A3
Authority
WO
WIPO (PCT)
Prior art keywords
sugar
analogue
nucleoside analogues
reporter moiety
backbone
Prior art date
Application number
PCT/GB2000/003301
Other languages
French (fr)
Other versions
WO2001016150A2 (en
Inventor
Clifford Smith
William Jonathan Cummins
Robert James Domett Nairne
Original Assignee
Nycomed Amersham Plc
Clifford Smith
William Jonathan Cummins
Robert James Domett Nairne
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Nycomed Amersham Plc, Clifford Smith, William Jonathan Cummins, Robert James Domett Nairne filed Critical Nycomed Amersham Plc
Priority to EP00958770A priority Critical patent/EP1208109A2/en
Priority to JP2001519713A priority patent/JP2003508406A/en
Priority to AU70192/00A priority patent/AU7019200A/en
Priority to CA002382324A priority patent/CA2382324A1/en
Publication of WO2001016150A2 publication Critical patent/WO2001016150A2/en
Publication of WO2001016150A3 publication Critical patent/WO2001016150A3/en

Links

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
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D249/12—Oxygen or sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D249/14—Nitrogen atoms
    • 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
    • C07H19/052—Imidazole radicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Biochemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
  • Saccharide Compounds (AREA)
  • Investigating Or Analysing Biological Materials (AREA)

Abstract

Compounds having structure (I) where X is CH or N, Y is -CO-, -CONW-, -O-, -S-, -SO-, -SO2-, -NWCO-, -NW-, or -OCO-, W is the same or different at different places in the molecule and each is H or alkyl or aryl or Rp or -Ln-Rp, Ln is a linker group, Rp is a reporter moiety, and Q is a sugar or a sugar analogue or a nucleic acid backbone or backbone analogue, provided that at least one reporter moiety Rp is present, provide nucleoside triphosphates which are good enzyme substrates.
PCT/GB2000/003301 1999-08-31 2000-08-30 Nucleoside analogues WO2001016150A2 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
EP00958770A EP1208109A2 (en) 1999-08-31 2000-08-30 Nucleoside analogues
JP2001519713A JP2003508406A (en) 1999-08-31 2000-08-30 Nucleoside analog
AU70192/00A AU7019200A (en) 1999-08-31 2000-08-30 Nucleoside analogues
CA002382324A CA2382324A1 (en) 1999-08-31 2000-08-30 Nucleoside analogues

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP99306887 1999-08-31
EP99306887.3 1999-08-31

Publications (2)

Publication Number Publication Date
WO2001016150A2 WO2001016150A2 (en) 2001-03-08
WO2001016150A3 true WO2001016150A3 (en) 2001-11-15

Family

ID=8241600

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/GB2000/003301 WO2001016150A2 (en) 1999-08-31 2000-08-30 Nucleoside analogues

Country Status (5)

Country Link
EP (1) EP1208109A2 (en)
JP (1) JP2003508406A (en)
AU (1) AU7019200A (en)
CA (1) CA2382324A1 (en)
WO (1) WO2001016150A2 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004048397A2 (en) * 2002-11-22 2004-06-10 Roche Diagnostics Gmbh Detectable labeled nucleoside analogs and methods of use thereof
US7977108B2 (en) 2005-07-25 2011-07-12 Roche Molecular Systems, Inc. Method for detecting a mutation in a repetitive nucleic acid sequence

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS61171497A (en) * 1985-01-25 1986-08-02 Takeda Chem Ind Ltd Lure nucleotide
WO1994021658A1 (en) * 1993-03-15 1994-09-29 Kalman Thomas I Antiviral imidazolinone nucleoside derivatives
WO1998016186A2 (en) * 1996-10-16 1998-04-23 Icn Pharmaceuticals, Inc. Monocyclic l-nucleosides, analogs and uses thereof

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS61171497A (en) * 1985-01-25 1986-08-02 Takeda Chem Ind Ltd Lure nucleotide
WO1994021658A1 (en) * 1993-03-15 1994-09-29 Kalman Thomas I Antiviral imidazolinone nucleoside derivatives
WO1998016186A2 (en) * 1996-10-16 1998-04-23 Icn Pharmaceuticals, Inc. Monocyclic l-nucleosides, analogs and uses thereof

Non-Patent Citations (8)

* Cited by examiner, † Cited by third party
Title
BEDU E ET AL: "Novel 2'-Deoxycytidine Analogues as pH Independent Substitutes of Protonated Cytosines in Triple Helix Forming Oligonucleotides", TETRAHEDRON LETTERS,NL,ELSEVIER SCIENCE PUBLISHERS, AMSTERDAM, vol. 40, no. 5, 29 January 1999 (1999-01-29), pages 835 - 838, XP004151459, ISSN: 0040-4039 *
DATABASE CHEMABS [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; JIANG, XIANG-JUN ET AL: "Synthesis of a novel antiretroviral thymidine analog: 1-(2-deoxy-.beta.-D-ribofuranosyl)-4-acetylimidazolin-2-one (imidine)", XP002161694, retrieved from STN Database accession no. 121:83843 *
DATABASE WPI Section Ch Week 198637, Derwent World Patents Index; Class B03, AN 1986-242387, XP002131974 *
FUKUDA T. ET AL.: "An alternative to the mixed probe method in DNA hybridization: synthetic "lure" nucleotide for the ambiguous position of codons", Z. NATURFORSCH., vol. 41b, 1986, pages 1571 - 1579, XP002161692 *
HAGENMAIER, HANSPAUL ET AL: "Metabolites of microorganisms. 182. Structure elucidation of the nucleoside antibiotic nikkomycin X", LIEBIGS ANN. CHEM. (1979), (10), 1494-502, XP002131972 *
KALMAN, T. I. ET AL: "Mechanism of inhibition of HIV reverse transcriptase by 1-(2-deoxy-.beta.-D-ribofuranosyl)-4-acetylimidazolin-2-one (imidine)", NUCLEOSIDES NUCLEOTIDES (APRIL-MAY 1999), 18(4 & 5), 847-848, XP002161693 *
NUCLEOSIDES NUCLEOTIDES (1994), 13(1-3), 379-88 *
SCHMIDT R -M ET AL: "BIOSYNTHESIS OF 4-FORMYL-4-IMIDAYOLINE-2-ON THE HETEROCYCLIC BASE OF NIKKOMYCIN X", ZEITSCHRIFT FUER NATURFORSCHUNG. SECTION C. BIOSCIENCES,XX,XX, vol. 41, no. 1/02, 1986, pages 135 - 140, XP000884825, ISSN: 0341-0382 *

Also Published As

Publication number Publication date
WO2001016150A2 (en) 2001-03-08
EP1208109A2 (en) 2002-05-29
JP2003508406A (en) 2003-03-04
AU7019200A (en) 2001-03-26
CA2382324A1 (en) 2001-03-08

Similar Documents

Publication Publication Date Title
AU8552898A (en) Base analogues
CA2230059A1 (en) Propargylethoxyamino nucleotides
CA2278715A1 (en) Aminooxy-modified oligonucleotides
CA2283509A1 (en) Novel bicyclonucleoside and oligonucleotide analogue
WO2004042029A3 (en) Oligomers comprising modified bases for binding cytosine and uracil or thymine and their use
AU4966997A (en) Novel nucleotide analogues
CA2380258A1 (en) Sequence determination of nucleic acids using electronic detection
NZ507913A (en) Novel nucleosides having bicyclic sugar moiety
WO1999067619A3 (en) Compounds and methods for detecting biomolecules
AU4332399A (en) Rna polymerase chain reaction
CA2153898A1 (en) Method for generating single-stranded dna molecules
DE69628959D1 (en) Stabilized compositions of reverse transcriptase and RNA polymerase for nucleic acid amplification
CA2229766A1 (en) Modified primers
DK1178999T3 (en) L-ribo-LNA analogues
WO2009061941A3 (en) Baseless nucleotide analogues and uses thereof
AU1491401A (en) Improving dideoxynucleotide-triphosphate utilization by the hyper-thermophilic dna polymerase from the archaeon pyrococcus furiosus
DK1280813T3 (en) Antiviral pyrimidine nucleoside analogues
WO1989006238A1 (en) 5'-phosphonates 3'-azido-2',3'-dideoxynucleosides
WO2001016150A3 (en) Nucleoside analogues
HUP0300219A2 (en) Compositions and methods for l-nucleosides, l-nucleotides, and their analogs
EP0578776A4 (en) Retrovirus inhibition with antisense nucleic acids complementary to packaging sequences.
AU7612296A (en) Integrated nucleic acid hybridization devices based upon active surface chemistry
AU9302798A (en) Selection of pcr primer pairs to amplify a group of nucleotide sequences
WO2001020017A3 (en) Metal cluster containing nucleotides and nucleic acids, and intermediates therefor
WO2001044266A3 (en) Nucleic acid compounds and screening assays using the same

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A2

Designated state(s): AE AG AL AM AT AU AZ BA BB BG BR BY BZ CA CH CN CR CU CZ DE DK DM DZ EE ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MA MD MG MK MN MW MX MZ NO NZ PL PT RO RU SD SE SG SI SK SL TJ TM TR TT TZ UA UG US UZ VN YU ZA ZW

AL Designated countries for regional patents

Kind code of ref document: A2

Designated state(s): GH GM KE LS MW MZ SD SL SZ TZ UG ZW AM AZ BY KG KZ MD RU TJ TM AT BE CH CY DE DK ES FI FR GB GR IE IT LU MC NL PT SE BF BJ CF CG CI CM GA GN GW ML MR NE SN TD TG

121 Ep: the epo has been informed by wipo that ep was designated in this application
DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
AK Designated states

Kind code of ref document: A3

Designated state(s): AE AG AL AM AT AU AZ BA BB BG BR BY BZ CA CH CN CR CU CZ DE DK DM DZ EE ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MA MD MG MK MN MW MX MZ NO NZ PL PT RO RU SD SE SG SI SK SL TJ TM TR TT TZ UA UG US UZ VN YU ZA ZW

AL Designated countries for regional patents

Kind code of ref document: A3

Designated state(s): GH GM KE LS MW MZ SD SL SZ TZ UG ZW AM AZ BY KG KZ MD RU TJ TM AT BE CH CY DE DK ES FI FR GB GR IE IT LU MC NL PT SE BF BJ CF CG CI CM GA GN GW ML MR NE SN TD TG

WWE Wipo information: entry into national phase

Ref document number: 2000958770

Country of ref document: EP

WWE Wipo information: entry into national phase

Ref document number: 2382324

Country of ref document: CA

ENP Entry into the national phase

Ref country code: JP

Ref document number: 2001 519713

Kind code of ref document: A

Format of ref document f/p: F

WWP Wipo information: published in national office

Ref document number: 2000958770

Country of ref document: EP

WWE Wipo information: entry into national phase

Ref document number: 10069692

Country of ref document: US

REG Reference to national code

Ref country code: DE

Ref legal event code: 8642

WWW Wipo information: withdrawn in national office

Ref document number: 2000958770

Country of ref document: EP