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CA2215176A1 - C-nucleoside derivatives and their use in the detection of nucleic acids - Google Patents

C-nucleoside derivatives and their use in the detection of nucleic acids

Info

Publication number
CA2215176A1
CA2215176A1 CA002215176A CA2215176A CA2215176A1 CA 2215176 A1 CA2215176 A1 CA 2215176A1 CA 002215176 A CA002215176 A CA 002215176A CA 2215176 A CA2215176 A CA 2215176A CA 2215176 A1 CA2215176 A1 CA 2215176A1
Authority
CA
Canada
Prior art keywords
nucleic acids
pyrimidine
detection
nucleoside derivatives
rna
Prior art date
Legal status (The legal status 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 status listed.)
Granted
Application number
CA002215176A
Other languages
French (fr)
Other versions
CA2215176C (en
Inventor
Klaus Muhlegger
Herbert Von Der Eltz
Frank Seela
Helmut Rosemeyer
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Roche Diagnostics GmbH
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of CA2215176A1 publication Critical patent/CA2215176A1/en
Application granted granted Critical
Publication of CA2215176C publication Critical patent/CA2215176C/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Saccharide Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

The invention concerns pyrrolo-[3,2-d]pyrimidine, pyrazolo-[4,3-d]pyrimidine and pyrimidine-furanosides i.e. so-called C-nucleosides of the general formulae I -- V

(see formula I - V) or appropriate derivatives as well as processes for their production.

The compounds are in particular suitable as substrates for RNA or DNA polymerases and can thus be incorporated into RNA or DNA oligonucleotides. Therefore the compounds are especially suitable for labelling and for detecting nucleic acids and for DNA sequencing.
CA002215176A 1995-03-14 1996-03-12 C-nucleoside derivatives and their use in the detection of nucleic acids Expired - Lifetime CA2215176C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE19509038A DE19509038A1 (en) 1995-03-14 1995-03-14 C-nucleoside derivatives and their use in the detection of nucleic acids
DE19509038.1 1995-03-14
PCT/EP1996/001051 WO1996028460A1 (en) 1995-03-14 1996-03-12 C-nucleoside derivatives and their use in nucleic acid detection

Publications (2)

Publication Number Publication Date
CA2215176A1 true CA2215176A1 (en) 1996-09-19
CA2215176C CA2215176C (en) 2008-01-15

Family

ID=7756550

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002215176A Expired - Lifetime CA2215176C (en) 1995-03-14 1996-03-12 C-nucleoside derivatives and their use in the detection of nucleic acids

Country Status (7)

Country Link
EP (1) EP0815117B1 (en)
JP (1) JP3639308B2 (en)
AT (1) ATE211481T1 (en)
CA (1) CA2215176C (en)
DE (2) DE19509038A1 (en)
ES (1) ES2170222T3 (en)
WO (1) WO1996028460A1 (en)

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8236493B2 (en) 1994-10-21 2012-08-07 Affymetrix, Inc. Methods of enzymatic discrimination enhancement and surface-bound double-stranded DNA
US7423143B2 (en) 1996-01-23 2008-09-09 Affymetrix. Inc. Nucleic acid labeling compounds
US20010018514A1 (en) 1998-07-31 2001-08-30 Mcgall Glenn H. Nucleic acid labeling compounds
US6965020B2 (en) 1996-01-23 2005-11-15 Affymetrix, Inc. Nucleic acid labeling compounds
US7282327B2 (en) 1996-01-23 2007-10-16 Affymetrix, Inc. Nucleic acid labeling compounds
US6864059B2 (en) 1996-01-23 2005-03-08 Affymetrix, Inc. Biotin containing C-glycoside nucleic acid labeling compounds
EP0880598A4 (en) 1996-01-23 2005-02-23 Affymetrix Inc Nucleic acid analysis techniques
US7291463B2 (en) 1996-01-23 2007-11-06 Affymetrix, Inc. Nucleic acid labeling compounds
US7572582B2 (en) 1997-09-12 2009-08-11 Exiqon A/S Oligonucleotide analogues
FR2780059B1 (en) * 1998-06-17 2002-10-11 Bio Merieux METHOD FOR LABELING A RIBONUCLEIC ACID AND BRANDED RNA FRAGMENTS THUS OBTAINED
US6489114B2 (en) 1999-12-17 2002-12-03 Bio Merieux Process for labeling a ribonucleic acid, and labeled RNA fragments which are obtained thereby
US6902891B2 (en) 1999-12-17 2005-06-07 Bio Merieux Process for labeling a nucleic acid
WO2002072779A2 (en) 2001-03-12 2002-09-19 Affymetrix, Inc. Nucleic acid labeling compounds
EP1409503A1 (en) * 2001-07-25 2004-04-21 Celltech R & D Limited Non-natural carbon-linked nucleotides and dinucleotides
AU2003217311A1 (en) * 2002-02-06 2003-09-02 Pierce Milwaukee Llc Base-labeled nucleosides and nucleotides
US7439341B2 (en) 2003-11-14 2008-10-21 Integrated Dna Technologies, Inc. Fluorescence quenching azo dyes, their methods of preparation and use
AU2006251637B2 (en) 2005-05-20 2012-06-14 Integrated Dna Technologies, Inc. Compounds and methods for labeling oligonucleotides
GB0718255D0 (en) * 2007-09-19 2007-10-31 Univ Edinburgh Nucleobase characterisation
WO2011120049A1 (en) 2010-03-26 2011-09-29 Integrated Dna Technologies, Inc. Methods for enhancing nucleic acid hybridization
US9506057B2 (en) 2010-03-26 2016-11-29 Integrated Dna Technologies, Inc. Modifications for antisense compounds
EP2896696B1 (en) 2010-09-07 2017-12-27 Integrated Dna Technologies, Inc. Modifications for antisense compounds

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4584369A (en) * 1981-07-31 1986-04-22 Sloan-Kettering Institute For Cancer Research Anti-leukemic beta-glycosyl C-nucleosides
JP2688759B2 (en) * 1988-02-16 1997-12-10 大塚製薬株式会社 Pseudouridine derivative
JPH02196787A (en) * 1989-01-25 1990-08-03 Otsuka Pharmaceut Co Ltd Pseudouridine derivative
ATE244259T1 (en) * 1992-02-12 2003-07-15 Chromagen Inc USES OF FLUORESCENT N-NUCLEOsides and their analogues
IL107616A0 (en) * 1992-11-18 1994-02-27 Univ Johns Hopkins Formation of triple helix complexes of single stranded nucleic acids using nucleoside oligomers which comprise pyrimidine analogs
JPH09505556A (en) * 1993-08-18 1997-06-03 クロマジェン インク Application of fluorescent N-nucleosides and fluorescent N-nucleoside structural analogues

Also Published As

Publication number Publication date
ES2170222T3 (en) 2002-08-01
JP3639308B2 (en) 2005-04-20
EP0815117A1 (en) 1998-01-07
WO1996028460A1 (en) 1996-09-19
EP0815117B1 (en) 2002-01-02
JPH11503306A (en) 1999-03-26
DE59608542D1 (en) 2002-02-07
DE19509038A1 (en) 1996-09-19
ATE211481T1 (en) 2002-01-15
CA2215176C (en) 2008-01-15

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Legal Events

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MKEX Expiry

Effective date: 20160314