WO2000006771A3 - Nucleic acid labeling compounds - Google Patents

Nucleic acid labeling compounds Download PDF

Info

Publication number
WO2000006771A3
WO2000006771A3 PCT/US1999/012390 US9912390W WO0006771A3 WO 2000006771 A3 WO2000006771 A3 WO 2000006771A3 US 9912390 W US9912390 W US 9912390W WO 0006771 A3 WO0006771 A3 WO 0006771A3
Authority
WO
WIPO (PCT)
Prior art keywords
nucleic acid
labeling compounds
acid labeling
compounds
derivative
Prior art date
Application number
PCT/US1999/012390
Other languages
French (fr)
Other versions
WO2000006771A9 (en
WO2000006771A2 (en
Inventor
Glenn H Mcgall
Anthony D Barone
Original Assignee
Affymetrix Inc
Glenn H Mcgall
Anthony D Barone
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 Affymetrix Inc, Glenn H Mcgall, Anthony D Barone filed Critical Affymetrix Inc
Priority to CA002339016A priority Critical patent/CA2339016A1/en
Priority to EP99937150A priority patent/EP1124838B1/en
Priority to AT99937150T priority patent/ATE296833T1/en
Priority to JP2000562553A priority patent/JP2002521495A/en
Priority to AU52035/99A priority patent/AU5203599A/en
Priority to DE69925624T priority patent/DE69925624T2/en
Publication of WO2000006771A2 publication Critical patent/WO2000006771A2/en
Publication of WO2000006771A3 publication Critical patent/WO2000006771A3/en
Publication of WO2000006771A9 publication Critical patent/WO2000006771A9/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/052Imidazole radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/06Pyrimidine radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/06Pyrimidine radicals
    • C07H19/10Pyrimidine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/12Triazine radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H21/00Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids

Abstract

Nucleic acid labeling compounds containing heterocyclic derivatives are disclosed. The heterocyclic derivative containing compounds are synthesized by condensing a heterocyclic derivative with a cyclic group (e.g. a ribofuranose derivative). The labeling compounds are suitable for enzymatic attachment to a nucleic acid, either terminally or internally, to provide a mechanism of nucleic acid detection.
PCT/US1999/012390 1998-07-31 1999-07-20 Nucleic acid labeling compounds WO2000006771A2 (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
CA002339016A CA2339016A1 (en) 1998-07-31 1999-07-20 Nucleic acid labeling compounds
EP99937150A EP1124838B1 (en) 1998-07-31 1999-07-20 Nucleic acid labeling compounds
AT99937150T ATE296833T1 (en) 1998-07-31 1999-07-20 NUCLEIC ACID MARKING COMPOUNDS
JP2000562553A JP2002521495A (en) 1998-07-31 1999-07-20 Nucleic acid labeling compound
AU52035/99A AU5203599A (en) 1998-07-31 1999-07-20 Nucleic acid labeling compounds
DE69925624T DE69925624T2 (en) 1998-07-31 1999-07-20 Nucleic Acid MARKING CONNECTIONS

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US09/126,645 US20010018514A1 (en) 1998-07-31 1998-07-31 Nucleic acid labeling compounds
US09/126,645 1998-07-31

Publications (3)

Publication Number Publication Date
WO2000006771A2 WO2000006771A2 (en) 2000-02-10
WO2000006771A3 true WO2000006771A3 (en) 2001-06-21
WO2000006771A9 WO2000006771A9 (en) 2002-08-22

Family

ID=22425958

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1999/012390 WO2000006771A2 (en) 1998-07-31 1999-07-20 Nucleic acid labeling compounds

Country Status (8)

Country Link
US (5) US20010018514A1 (en)
EP (2) EP1124838B1 (en)
JP (2) JP2002521495A (en)
AT (1) ATE296833T1 (en)
AU (1) AU5203599A (en)
CA (1) CA2339016A1 (en)
DE (1) DE69925624T2 (en)
WO (1) WO2000006771A2 (en)

Families Citing this family (65)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6864059B2 (en) 1996-01-23 2005-03-08 Affymetrix, Inc. Biotin containing C-glycoside nucleic acid labeling compounds
US7282327B2 (en) 1996-01-23 2007-10-16 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
US7423143B2 (en) 1996-01-23 2008-09-09 Affymetrix. Inc. Nucleic acid labeling compounds
US7291463B2 (en) * 1996-01-23 2007-11-06 Affymetrix, Inc. Nucleic acid labeling compounds
CA2255599C (en) 1996-04-25 2006-09-05 Bioarray Solutions, Llc Light-controlled electrokinetic assembly of particles near surfaces
US6582921B2 (en) * 1996-07-29 2003-06-24 Nanosphere, Inc. Nanoparticles having oligonucleotides attached thereto and uses thereof
US7715989B2 (en) 1998-04-03 2010-05-11 Elitech Holding B.V. Systems and methods for predicting oligonucleotide melting temperature (TmS)
US7045610B2 (en) 1998-04-03 2006-05-16 Epoch Biosciences, Inc. Modified oligonucleotides for mismatch discrimination
US6949367B1 (en) 1998-04-03 2005-09-27 Epoch Pharmaceuticals, Inc. Modified oligonucleotides for mismatch discrimination
US6683173B2 (en) 1998-04-03 2004-01-27 Epoch Biosciences, Inc. Tm leveling methods
US7875440B2 (en) 1998-05-01 2011-01-25 Arizona Board Of Regents Method of determining the nucleotide sequence of oligonucleotides and DNA molecules
US6780591B2 (en) 1998-05-01 2004-08-24 Arizona Board Of Regents Method of determining the nucleotide sequence of oligonucleotides and DNA molecules
US20030096321A1 (en) * 1999-05-19 2003-05-22 Jose Remacle Method for the identification and/or the quantification of a target compound obtained from a biological sample upon chips
US6660845B1 (en) * 1999-11-23 2003-12-09 Epoch Biosciences, Inc. Non-aggregating, non-quenching oligomers comprising nucleotide analogues; methods of synthesis and use thereof
US6727356B1 (en) 1999-12-08 2004-04-27 Epoch Pharmaceuticals, Inc. Fluorescent quenching detection reagents and methods
US6800439B1 (en) 2000-01-06 2004-10-05 Affymetrix, Inc. Methods for improved array preparation
JP2003525292A (en) * 2000-03-01 2003-08-26 エポック・バイオサイエンシーズ・インコーポレイテッド Modified oligonucleotides for mismatch discrimination
EP1944310A3 (en) * 2000-03-01 2008-08-06 Epoch Biosciences, Inc. Modified oligonucleotides for mismatch discrimination
US6806361B1 (en) 2000-03-17 2004-10-19 Affymetrix, Inc. Methods of enhancing functional performance of nucleic acid arrays
US6833450B1 (en) 2000-03-17 2004-12-21 Affymetrix, Inc. Phosphite ester oxidation in nucleic acid array preparation
US7005259B1 (en) 2000-06-01 2006-02-28 Affymetrix, Inc. Methods for array preparation using substrate rotation
US9709559B2 (en) 2000-06-21 2017-07-18 Bioarray Solutions, Ltd. Multianalyte molecular analysis using application-specific random particle arrays
DE60117556T2 (en) 2000-06-21 2006-11-02 Bioarray Solutions Ltd. MULTI-ANALYTIC MOLECULAR ANALYSIS THROUGH THE USE OF APPLICATION SPECIFIC RAPID PARTICLE ARRAYS
JP4331476B2 (en) 2000-08-03 2009-09-16 エフ.ホフマン−ラ ロシュ アーゲー Nucleic acid binding compounds containing pyrazolo [3,4-d] pyrimidine analogs of purine-2,6-diamine and uses thereof
AU2002258502A1 (en) 2001-03-12 2002-09-24 Affymetrix, Inc. Nucleic acid labeling compounds
US7262063B2 (en) * 2001-06-21 2007-08-28 Bio Array Solutions, Ltd. Directed assembly of functional heterostructures
WO2003000187A2 (en) * 2001-06-21 2003-01-03 Ariad Pharmaceuticals, Inc. Novel pyrazolo-and pyrrolo-pyrimidines and uses thereof
US7439346B2 (en) * 2001-10-12 2008-10-21 Perkinelmer Las Inc. Nucleic acids arrays and methods of use therefor
NZ532947A (en) 2001-10-15 2006-01-27 Bioarray Solutions Ltd Multiplexed analysis of polymorphic loci by concurrent interrogation and enzyme-mediated detection
AU2003298655A1 (en) 2002-11-15 2004-06-15 Bioarray Solutions, Ltd. Analysis, secure access to, and transmission of array images
EP1565480B1 (en) * 2002-11-22 2018-08-22 Roche Diagnostics GmbH Detectable labeled nucleoside analogs and methods of use thereof
JP4804340B2 (en) 2003-01-17 2011-11-02 ダニスコ エイ/エス Use of lipid acyltransferases
CA2463719A1 (en) 2003-04-05 2004-10-05 F. Hoffmann-La Roche Ag Nucleotide analogs with six membered rings
US9394565B2 (en) 2003-09-05 2016-07-19 Agena Bioscience, Inc. Allele-specific sequence variation analysis
US7927796B2 (en) 2003-09-18 2011-04-19 Bioarray Solutions, Ltd. Number coding for identification of subtypes of coded types of solid phase carriers
CN1882699A (en) 2003-09-22 2006-12-20 佰尔瑞溶液有限公司 Surface immobilized polyelectrolyte with multiple functional groups capable of covalently bonding to biomolecules
US7563569B2 (en) 2003-10-28 2009-07-21 Michael Seul Optimization of gene expression analysis using immobilized capture probes
ES2533876T3 (en) 2003-10-29 2015-04-15 Bioarray Solutions Ltd Multiplexed nucleic acid analysis by double stranded DNA fragmentation
US7169560B2 (en) 2003-11-12 2007-01-30 Helicos Biosciences Corporation Short cycle methods for sequencing polynucleotides
US7439341B2 (en) 2003-11-14 2008-10-21 Integrated Dna Technologies, Inc. Fluorescence quenching azo dyes, their methods of preparation and use
EP1716254B1 (en) 2004-02-19 2010-04-07 Helicos Biosciences Corporation Methods for analyzing polynucleotide sequences
JP5149622B2 (en) * 2004-05-20 2013-02-20 クエスト ダイアグノスティックス インヴェストメンツ インコーポレイテッド Single label comparative hybridization
DE602005009693D1 (en) * 2004-06-02 2008-10-23 Asm Scient Inc 2 "-NITROBENZYL-MODIFIED RIBONUCLEOTIDE
US7848889B2 (en) 2004-08-02 2010-12-07 Bioarray Solutions, Ltd. Automated analysis of multiplexed probe-target interaction patterns: pattern matching and allele identification
DE602006018861D1 (en) * 2005-01-27 2011-01-27 Quest Diagnostics Invest Inc FAST COMPARATIVE GENOM HYBRIDIZATION
US8486629B2 (en) 2005-06-01 2013-07-16 Bioarray Solutions, Ltd. Creation of functionalized microparticle libraries by oligonucleotide ligation or elongation
US20060292576A1 (en) * 2005-06-23 2006-12-28 Quest Diagnostics Investments Incorporated Non-in situ hybridization method for detecting chromosomal abnormalities
US7977108B2 (en) * 2005-07-25 2011-07-12 Roche Molecular Systems, Inc. Method for detecting a mutation in a repetitive nucleic acid sequence
US7666593B2 (en) 2005-08-26 2010-02-23 Helicos Biosciences Corporation Single molecule sequencing of captured nucleic acids
US8076074B2 (en) 2005-11-29 2011-12-13 Quest Diagnostics Investments Incorporated Balanced translocation in comparative hybridization
US7807359B2 (en) * 2006-12-01 2010-10-05 Quest Diagnostics Investments Incorporated Methods of detecting TPMT mutations
US7507539B2 (en) * 2007-07-30 2009-03-24 Quest Diagnostics Investments Incorporated Substractive single label comparative hybridization
US8093063B2 (en) * 2007-11-29 2012-01-10 Quest Diagnostics Investments Incorporated Assay for detecting genetic abnormalities in genomic nucleic acids
US8039794B2 (en) * 2008-12-16 2011-10-18 Quest Diagnostics Investments Incorporated Mass spectrometry assay for thiopurine-S-methyl transferase activity and products generated thereby
JP5441479B2 (en) * 2009-04-08 2014-03-12 国立大学法人北陸先端科学技術大学院大学 Photoresponsive nucleic acids having an azapyrimidine skeleton
CA2774116A1 (en) * 2009-09-25 2011-03-31 Signature Genomics Laboratories Llc Multiplex (+/-) stranded arrays and assays for detecting chromosomal abnormalities associated with cancer and other diseases
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
US8536323B2 (en) 2010-04-21 2013-09-17 Pierce Biotechnology, Inc. Modified nucleotides
US9206216B2 (en) 2010-04-21 2015-12-08 Pierce Biotechnology, Inc. Modified nucleotides methods and kits
WO2012033848A1 (en) 2010-09-07 2012-03-15 Integrated Dna Technologies, Inc. Modifications for antisense compounds
US20120153139A1 (en) * 2010-12-16 2012-06-21 Exxonmobil Research And Engineering Company Generation of model-of-composition of petroleum by high resolution mass spectrometry and associated analytics
JP6491486B2 (en) * 2015-01-29 2019-03-27 学校法人日本大学 8-aza-3,7-dideazaadenine nucleoside derivatives, 8-aza-3,7-dideazaadenine nucleotide derivatives and polynucleotide derivatives and probes

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3352849A (en) * 1965-10-24 1967-11-14 Merck & Co Inc 6-aza-2'-deoxyuridines
US3891623A (en) * 1971-05-04 1975-06-24 Schering Ag Process for preparing cytidines
US4594339A (en) * 1982-04-06 1986-06-10 Sloan-Kettering Institute For Cancer Research Anti-herpes virus compositions containing 5-substituted 1-2'(deoxy-2-'-substituted-β-d-arabinofuranosyl)pyrimedene nucleosides
WO1992002258A1 (en) * 1990-07-27 1992-02-20 Isis Pharmaceuticals, Inc. Nuclease resistant, pyrimidine modified oligonucleotides that detect and modulate gene expression
WO1997027317A1 (en) * 1996-01-23 1997-07-31 Affymetrix, Inc. Nucleic acid analysis techniques
WO1997028176A1 (en) * 1996-02-01 1997-08-07 Amersham Pharmacia Biotech Uk Limited Nucleoside analogues
WO1997039120A2 (en) * 1996-04-17 1997-10-23 Aronex Pharmaceuticals, Inc. Antisense inhibitors of vascular endothelial growth factor (vefg/vpf) expression

Family Cites Families (65)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US389162A (en) 1888-09-04 George a
GB721016A (en) 1952-07-08 1954-12-29 Gen Motors Corp Improved refrigerator
NL154598B (en) 1970-11-10 1977-09-15 Organon Nv PROCEDURE FOR DETERMINING AND DETERMINING LOW MOLECULAR COMPOUNDS AND PROTEINS THAT CAN SPECIFICALLY BIND THESE COMPOUNDS AND TEST PACKAGING.
US3817837A (en) 1971-05-14 1974-06-18 Syva Corp Enzyme amplification assay
US3939350A (en) 1974-04-29 1976-02-17 Board Of Trustees Of The Leland Stanford Junior University Fluorescent immunoassay employing total reflection for activation
US3996345A (en) 1974-08-12 1976-12-07 Syva Company Fluorescence quenching with immunological pairs in immunoassays
US4277437A (en) 1978-04-05 1981-07-07 Syva Company Kit for carrying out chemically induced fluorescence immunoassay
US4275149A (en) 1978-11-24 1981-06-23 Syva Company Macromolecular environment control in specific receptor assays
US4427633A (en) 1980-07-03 1984-01-24 Beckman Instruments, Inc. Gas mixing apparatus for metastable transfer emission spectroscopy
US4366241A (en) 1980-08-07 1982-12-28 Syva Company Concentrating zone method in heterogeneous immunoassays
US4711955A (en) * 1981-04-17 1987-12-08 Yale University Modified nucleotides and methods of preparing and using same
US4948882A (en) * 1983-02-22 1990-08-14 Syngene, Inc. Single-stranded labelled oligonucleotides, reactive monomers and methods of synthesis
JPS6010174A (en) 1983-06-29 1985-01-19 Fuji Photo Film Co Ltd Screening method of gene by auto radiography
FR2552164B1 (en) * 1983-09-21 1986-12-26 Snecma COMPRESSOR DISC WITH INTEGRATED CENTRIPTIC ACCELERATOR FOR SUCTION OF AIR IN A GAS TURBINE COOLING DEVICE
CA1260372A (en) 1984-04-27 1989-09-26 Elazar Rabbani Hybridization method for the detection of genetic materials
JPS61109797A (en) 1984-11-01 1986-05-28 Yuki Gosei Yakuhin Kogyo Kk Labeled nucleotide and labeled polynucleotide
US4981783A (en) 1986-04-16 1991-01-01 Montefiore Medical Center Method for detecting pathological conditions
US5151507A (en) 1986-07-02 1992-09-29 E. I. Du Pont De Nemours And Company Alkynylamino-nucleotides
CA1340806C (en) 1986-07-02 1999-11-02 James Merrill Prober Method, system and reagents for dna sequencing
US5242796A (en) 1986-07-02 1993-09-07 E. I. Du Pont De Nemours And Company Method, system and reagents for DNA sequencing
US4987066A (en) 1986-11-07 1991-01-22 Max Planck-Gesellschaft Zur Forderung Der Wissenschaften E.V. Process for the detection of restriction fragment length polymorphisms in eukaryotic genomes
US5202231A (en) 1987-04-01 1993-04-13 Drmanac Radoje T Method of sequencing of genomes by hybridization of oligonucleotide probes
US6211158B1 (en) 1987-04-10 2001-04-03 Roche Diagnostics Gmbh Desazapurine-nucleotide derivatives, processes for the preparation thereof, pharmaceutical compositions containing them and the use thereof for nucleic acid sequencing and as antiviral agents
AU622426B2 (en) 1987-12-11 1992-04-09 Abbott Laboratories Assay using template-dependent nucleic acid probe reorganization
EP0322311B1 (en) 1987-12-21 1994-03-23 Applied Biosystems, Inc. Method and kit for detecting a nucleic acid sequence
GB8810400D0 (en) 1988-05-03 1988-06-08 Southern E Analysing polynucleotide sequences
CA1341584C (en) 1988-04-06 2008-11-18 Bruce Wallace Method of amplifying and detecting nucleic acid sequences
US5002867A (en) 1988-04-25 1991-03-26 Macevicz Stephen C Nucleic acid sequence determination by multiple mixed oligonucleotide probes
AU3869289A (en) 1988-07-14 1990-02-05 Baylor College Of Medicine Solid phase assembly and reconstruction of biopolymers
US4997928A (en) 1988-09-15 1991-03-05 E. I. Du Pont De Nemours And Company Fluorescent reagents for the preparation of 5'-tagged oligonucleotides
US5262536A (en) 1988-09-15 1993-11-16 E. I. Du Pont De Nemours And Company Reagents for the preparation of 5'-tagged oligonucleotides
WO1990003370A1 (en) 1988-09-28 1990-04-05 Microprobe Corporation DERIVATIVES OF PYRAZOLO[3,4-d]PYRIMIDINE
US6040138A (en) 1995-09-15 2000-03-21 Affymetrix, Inc. Expression monitoring by hybridization to high density oligonucleotide arrays
US5424186A (en) 1989-06-07 1995-06-13 Affymax Technologies N.V. Very large scale immobilized polymer synthesis
US5744101A (en) 1989-06-07 1998-04-28 Affymax Technologies N.V. Photolabile nucleoside protecting groups
US5143854A (en) 1989-06-07 1992-09-01 Affymax Technologies N.V. Large scale photolithographic solid phase synthesis of polypeptides and receptor binding screening thereof
US5173260A (en) 1990-09-17 1992-12-22 Eastman Kodak Company Beads fused to a test device support
ES2155822T3 (en) 1990-12-06 2001-06-01 Affymetrix Inc COMPOUNDS AND ITS USE IN A BINARY SYNTHESIS STRATEGY.
EP0834576B1 (en) 1990-12-06 2002-01-16 Affymetrix, Inc. (a Delaware Corporation) Detection of nucleic acid sequences
RU1794088C (en) 1991-03-18 1993-02-07 Институт Молекулярной Биологии Ан@ Ссср Method of dna nucleotide sequence determination and a device for its realization
US5342796A (en) * 1991-05-28 1994-08-30 Sharp Kabushiki Kaisha Method for controlling gate size for semiconduction process
US5422241A (en) 1991-07-03 1995-06-06 Ambion, Inc. Methods for the recovery of nucleic acids from reaction mixtures
US5324633A (en) 1991-11-22 1994-06-28 Affymax Technologies N.V. Method and apparatus for measuring binding affinity
JPH07504087A (en) 1992-02-12 1995-05-11 クロマジェン インク Applications of fluorescent N-nucleosides and fluorescent N-nucleoside structural analogs
CA2130562A1 (en) 1992-02-19 1993-09-02 Alexander B. Chetverin Novel oligonucleotide arrays and their use for sorting, isolating, sequencing, and manipulating nucleic acids
US5543292A (en) 1992-06-16 1996-08-06 Hitachi, Ltd. Process for the measurement of nucleic acids
US6114114A (en) 1992-07-17 2000-09-05 Incyte Pharmaceuticals, Inc. Comparative gene transcript analysis
WO1995011995A1 (en) 1993-10-26 1995-05-04 Affymax Technologies N.V. Arrays of nucleic acid probes on biological chips
EP0705271B1 (en) 1993-06-25 2002-11-13 Affymetrix, Inc. (a Delaware Corporation) Hybridization and sequencing of nucleic acids
RU2041262C1 (en) 1993-08-11 1995-08-09 Институт молекулярной биологии им.В.А.Энгельгардта РАН Method for immobilization of water soluble bioorganic compounds on capillary-porous carrier
RU2041263C1 (en) 1993-08-11 1995-08-09 Геннадий Моисеевич Ершов Method and apparatus for microdosing and dispensing of aqueous solutions onto carrier
RU2041261C1 (en) 1993-08-11 1995-08-09 Институт молекулярной биологии им.В.А.Энгельгардта РАН Method for manufacturing of matrix for detecting of mismatches
AU2360195A (en) 1994-05-05 1995-11-29 Beckman Instruments, Inc. Oligonucleotide repeat arrays
US5571639A (en) 1994-05-24 1996-11-05 Affymax Technologies N.V. Computer-aided engineering system for design of sequence arrays and lithographic masks
US5807522A (en) 1994-06-17 1998-09-15 The Board Of Trustees Of The Leland Stanford Junior University Methods for fabricating microarrays of biological samples
US5795716A (en) 1994-10-21 1998-08-18 Chee; Mark S. Computer-aided visualization and analysis system for sequence evaluation
US6974666B1 (en) 1994-10-21 2005-12-13 Appymetric, Inc. Methods of enzymatic discrimination enhancement and surface-bound double-stranded DNA
DE19509038A1 (en) 1995-03-14 1996-09-19 Boehringer Mannheim Gmbh C-nucleoside derivatives and their use in the detection of nucleic acids
US6174998B1 (en) 1996-03-12 2001-01-16 Roche Diagnostics Gmbh C-nucleoside derivatives and their use in the detection of nucleic acids
US5684142A (en) * 1995-06-07 1997-11-04 Oncor, Inc. Modified nucleotides for nucleic acid labeling
US6965020B2 (en) * 1996-01-23 2005-11-15 Affymetrix, Inc. Nucleic acid labeling compounds
US20010018514A1 (en) * 1998-07-31 2001-08-30 Mcgall Glenn H. Nucleic acid labeling compounds
US6864059B2 (en) * 1996-01-23 2005-03-08 Affymetrix, Inc. Biotin containing C-glycoside nucleic acid labeling compounds
US6228575B1 (en) 1996-02-08 2001-05-08 Affymetrix, Inc. Chip-based species identification and phenotypic characterization of microorganisms
DE19637042A1 (en) 1996-09-12 1998-03-19 Boehringer Mannheim Gmbh Heterocyclic compounds and their use in the detection of nucleic acids

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3352849A (en) * 1965-10-24 1967-11-14 Merck & Co Inc 6-aza-2'-deoxyuridines
US3891623A (en) * 1971-05-04 1975-06-24 Schering Ag Process for preparing cytidines
US4594339A (en) * 1982-04-06 1986-06-10 Sloan-Kettering Institute For Cancer Research Anti-herpes virus compositions containing 5-substituted 1-2'(deoxy-2-'-substituted-β-d-arabinofuranosyl)pyrimedene nucleosides
WO1992002258A1 (en) * 1990-07-27 1992-02-20 Isis Pharmaceuticals, Inc. Nuclease resistant, pyrimidine modified oligonucleotides that detect and modulate gene expression
WO1997027317A1 (en) * 1996-01-23 1997-07-31 Affymetrix, Inc. Nucleic acid analysis techniques
WO1997028176A1 (en) * 1996-02-01 1997-08-07 Amersham Pharmacia Biotech Uk Limited Nucleoside analogues
WO1997039120A2 (en) * 1996-04-17 1997-10-23 Aronex Pharmaceuticals, Inc. Antisense inhibitors of vascular endothelial growth factor (vefg/vpf) expression

Non-Patent Citations (27)

* Cited by examiner, † Cited by third party
Title
AOYAGI M ET AL: "NUCLEOSIDES AND NUCLEOTIDES. 115. SYNTHESIS OF 3-ALKYL-3-DEAZAINOSINS VIA PALLADIUM-CATALYZED INTRAMOLECULAR CYCLIZATION: A NEW CONFORMATIONAL LOCK WITH THE ALKYL GROUP AT THE 3-POSITION OF THE 3-DEAZAINOSINE IN ANTI-CONFORMATION", TETRAHEDRON LETTERS,NL,ELSEVIER SCIENCE PUBLISHERS, AMSTERDAM, vol. 34, no. 1, 1 January 1993 (1993-01-01), pages 103 - 106, XP000653639, ISSN: 0040-4039 *
AVILA, JOSE LUIS ET AL: "Biological action of pyrazolopyrimidine derivatives against Trypanosoma cruzi. Studies in vitro and in vivo", COMP. BIOCHEM. PHYSIOL., C: COMP. PHARMACOL. TOXICOL. (1987), 86C(1), 49-54, XP000982480 *
BASNAK, I. ET AL: "Some 6-aza-5-substituted-2'-deoxyuridines show potent and selective inhibition of herpes simplex virus type 1 thymidine kinase", NUCLEOSIDES NUCLEOTIDES (1998), 17(1-3), 187-206, XP002161228 *
BOBEK, MILAN ET AL: "Nucleic acid components and their analogs. XCVII. Synthesis of 5-hydroxymethyl-6-aza-2'-deoxyuridine and 5-hydroxymethyl-6-aza-2'- deoxycytidine", COLLECT. CZECH. CHEM. COMMUN. (1967), 32(10), 3581-6, XP002161224 *
BRODY, RICHARD S. ET AL: "The purification of orotidine-5'-phosphate decarboxylase from yeast by affinity chromatography", J. BIOL. CHEM. (1979), 254(10), 4238-44, XP002161226 *
CHEMICAL ABSTRACTS, vol. 102, no. 25, 24 June 1985, Columbus, Ohio, US; abstract no. 216761, LAZURKEVICH, Z. V. ET AL: "Growth activity of 6-substituted azauracils" XP002161232 *
CHEMICAL ABSTRACTS, vol. 113, no. 26, 24 December 1990, Columbus, Ohio, US; abstract no. 243960, GALUSHKO, S. V. ET AL: "Reversed-phase HPLC of N4- and O'-derivatives of 6-azacytidine" XP002161231 *
CHEMICAL ABSTRACTS, vol. 74, no. 21, 24 May 1971, Columbus, Ohio, US; abstract no. 112367, CHERNETSKII, V. P. ET AL: "Anomalous nucleosides and related compounds. XIV. Derivatives of 6-azacytidine" XP002161233 *
DEPELLEY, JEAN ET AL: "New non-aromatic triazinic nucleosides: synthesis and antiretroviral evaluation of.beta.-ribosylamine nucleoside analogs", NUCLEOSIDES NUCLEOTIDES (1996), 15(5), 995-1008, XP002161229 *
FIZIOL. BIOKHIM. KUL'T. RAST. (1985), 17(1), 48-54 *
GALUSHKO, S. V. ET AL: "Relationship between retention parameters in reversed-phase high-performance liquid chromatography and antitumor activity of some pyrimidine bases and nucleosides", J. CHROMATOGR. (1991), 547(1-2), 161-6, XP000979356 *
HAMILTON, HARRIET W. ET AL: "C4-Substituted 1-.beta.-D-ribofuranosylpyrazolo[3,4-d]pyrimidines as adenosine agonist analogs", J. MED. CHEM. (1983), 26(11), 1601-6, XP002161218 *
HOLY, ANTONIN ET AL: "Oligonucleotidic compounds. XVII. Synthesis of oligonucleotides containing 6-azauridine and 6-azacytidine", COLLECT. CZECH. CHEM. COMMUN. (1967), 32(8), 2980-97, XP002161223 *
JOHNSON, W. TRAVIS ET AL: "The preparation and stability of oligodeoxyribonucleotides containing the deoxyadenosine mimic 1-(2'-deoxy-.beta.-D-ribofuranosyl)imidazole-4- carboxamide", NUCLEIC ACIDS RES. (1997), 25(3), 559-567, XP002135338 *
KHIM. GETEROTSIKL. SOEDIN. (1970), (7), 986 *
LANGER P R ET AL: "ENZYMATIC SYNTHESIS OF BIOTIN-LABELED POLYNUCLEOTIDES: NOVEL NUCLEIC ACID AFFINITY PROBES", PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE USA,US,NEW YORK, NY, vol. 78, no. 11, November 1981 (1981-11-01), pages 6633 - 6637, XP000904705 *
LE BEC, CHRISTINE ET AL: "Derivatives of imidazole-4-carboxamide as substrates for various DNA polymerases", NUCLEOSIDES NUCLEOTIDES (1997), 16(7-9), 1301-1302, XP002135339 *
MITCHELL, WILLIAM L. ET AL: "Synthesis and antiviral properties of 5-(2-substituted vinyl)-6-aza-2'-deoxyuridines", J. MED. CHEM. (1986), 29(5), 809-16, XP002161227 *
NISHIDA, MASAKAZU ET AL: "Facile perfluoroalkylation of uracils and uridines at the C-5 position", J. FLUORINE CHEM. (1993), 63(1-2), 43-52, XP002161230 *
PETRIE C R ET AL: "A NOVEL BIOTINYLATED ADENYLATE ANALOGUE DERIVED FROM PYRAZOLOU3,4-DPYRIMIDINE FOR LABELING DNA PROBES", BIOCONJUGATE CHEMISTRY,US,AMERICAN CHEMICAL SOCIETY, WASHINGTON, vol. 2, no. 6, 1 November 1991 (1991-11-01), pages 441 - 446, XP000572789, ISSN: 1043-1802 *
POCHET, SYLVIE ET AL: "Ambiguous base pairing of 1-(2-deoxy-.beta.-D-ribofuranosyl) imidazole-4-carboxamide during PCR", NUCLEOSIDES NUCLEOTIDES (1997), 16(7-9), 1749-1752, XP000982354 *
PRYSTAS, MIROSLAV ET AL: "Nucleic acids components and their analogs. CXXI. Glycosylation of 6-azathymine by the silylation process", COLLECT. CZECH. CHEM. COMMUN. (1969), 34(3), 1104-7, XP002161225 *
RIDEOUT, JANET L. ET AL: "Pyrazolo[3,4-d]pyrimidine ribonucleosides as anticoccidials. 2. Synthesis and activity of some nucleosides of 4-(alkylamino)-1H- pyrazolo[3,4-d]pyrimidines", J. MED. CHEM. (1982), 25(9), 1040-4, XP002161219 *
ROSEMEYER H. ET AL: "Stereoelectronic effects of modified purines on the sugar conformation of nucleosides and fluorescence properties", NUCLEOSIDES & NUCLEOTIDES, vol. 16, no. 5-6, 1997, pages 821 - 828, XP002161222 *
SEELA F. AND ZULAUF M.: "Synthesis of oligonucleoides containing pyrazolo[3,4-d]-pyrimidines: the influence of 7-substituted 8-aza-7-deazaadenines on the duplex structure and stability", J. CHEM. SOC., PERKIN TRANS. 1, no. 4, 9 February 1999 (1999-02-09), pages 479 - 488, XP002161220 *
SEELA M. AND ZULAUF M.: "Synthesis of 7-alkynylated 8-aza-7-deaza-2'-deoxyadenosines via the Pd-catalysed cross-coupling reaction", J. CHEM. SOC., PERKIN TRANS. 1, no. 19, 1998, pages 3233 - 3239, XP002161221 *
ZH. ANAL. KHIM. (1990), 45(5), 984-9 *

Also Published As

Publication number Publication date
US6596856B2 (en) 2003-07-22
EP1124838B1 (en) 2005-06-01
US20050164268A1 (en) 2005-07-28
JP2002521495A (en) 2002-07-16
CA2339016A1 (en) 2000-02-10
JP2006258818A (en) 2006-09-28
EP1124838A2 (en) 2001-08-22
US20010018514A1 (en) 2001-08-30
DE69925624T2 (en) 2006-04-27
AU5203599A (en) 2000-02-21
WO2000006771A9 (en) 2002-08-22
US6844433B2 (en) 2005-01-18
US7491818B2 (en) 2009-02-17
US7179905B2 (en) 2007-02-20
US20040002595A1 (en) 2004-01-01
EP1589025A2 (en) 2005-10-26
US20030232979A1 (en) 2003-12-18
ATE296833T1 (en) 2005-06-15
DE69925624D1 (en) 2005-07-07
WO2000006771A2 (en) 2000-02-10
EP1589025A3 (en) 2006-04-19
US20010044531A1 (en) 2001-11-22

Similar Documents

Publication Publication Date Title
WO2000006771A3 (en) Nucleic acid labeling compounds
WO2002072779A3 (en) Nucleic acid labeling compounds
AU4080997A (en) N6 heterocyclic substituted adenosine derivatives
AU1507199A (en) Novel pyrimidine-5-carboxamide derivatives
BG106440A (en) Nitrogen-heterocyclic derivatives as nos inhibitors
AU6096896A (en) Modified nucleotides for nucleic acid labeling
DK0751144T3 (en) New anthracycline pro-drugs, processes for their preparation, and anti-tumor compositions and a component kit containing these pro-drugs
AU678814B2 (en) Benzofuranyl- and -thiophenyl-alkanecarboxyclic acid derivatives
EP2460884A3 (en) Process for preparing monatin
WO1999059572A8 (en) Gamma-aminobutyric acid derivatives containing, solid compositions and process for preparing the same
CA2217746A1 (en) Sugar compounds
CA2267133A1 (en) Methods for labeling nucleotides, labeled nucleotides and useful intermediates
EP1101755A4 (en) Anthranilic acid derivatives
ZA99873B (en) Novel dihydroxyhexanoic acid derivatives.
IT1307007B1 (en) PRE-ASSEMBLED FRONT GROUP FOR VEHICLES.
AU3050800A (en) Functionalised polynucleotide compound, optionally marked and method for detecting a target nucleic acid
EP1134261A3 (en) Carbon black
CA2130664A1 (en) Antiparasitic Agents
WO2004010842A3 (en) Lipophilic electrophoretic probes
AU2002233272A1 (en) Blends of crystalline and amorphous compounds which can be activated by actinic radiation, method for the production and use thereof
AU1890399A (en) Substances capable of inducing apoptosis
WO2001062765A3 (en) Small molecule modulators of g protein-coupled receptor six
AU4156499A (en) Benzenesulphonamide derivatives as pyruvate dehydrogenase activators
CA2395420A1 (en) Method for production of n-phosphonomethylglycine
AU1889901A (en) Stabilizers for l-ascorbic acid-2-sodium phosphate

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A2

Designated state(s): AE AL AM AT AU AZ BA BB BG BR BY CA CH CN CU CZ DE DK EE ES FI GB GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MD MG MK MN MW MX NO NZ PL PT RO RU SD SE SG SI SK SL TJ TM TR TT 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 SD SL SZ 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)
ENP Entry into the national phase

Ref document number: 2339016

Country of ref document: CA

Ref country code: CA

Ref document number: 2339016

Kind code of ref document: A

Format of ref document f/p: F

WWE Wipo information: entry into national phase

Ref document number: 1999937150

Country of ref document: EP

REG Reference to national code

Ref country code: DE

Ref legal event code: 8642

AK Designated states

Kind code of ref document: A3

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

WWP Wipo information: published in national office

Ref document number: 1999937150

Country of ref document: EP

AK Designated states

Kind code of ref document: C2

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

AL Designated countries for regional patents

Kind code of ref document: C2

Designated state(s): GH GM KE LS MW SD SL SZ 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

COP Corrected version of pamphlet

Free format text: PAGES 1/14-14/14, DRAWINGS, REPLACED BY NEW PAGES 1/14-14/14; DUE TO LATE TRANSMITTAL BY THE RECEIVING OFFICE

WWG Wipo information: grant in national office

Ref document number: 1999937150

Country of ref document: EP