WO1994000473A3 - Pentavalent synthesis of oligonucleotides containing stereospecific alkylphosphonates and arylphosphonates - Google Patents

Pentavalent synthesis of oligonucleotides containing stereospecific alkylphosphonates and arylphosphonates Download PDF

Info

Publication number
WO1994000473A3
WO1994000473A3 PCT/US1993/006277 US9306277W WO9400473A3 WO 1994000473 A3 WO1994000473 A3 WO 1994000473A3 US 9306277 W US9306277 W US 9306277W WO 9400473 A3 WO9400473 A3 WO 9400473A3
Authority
WO
WIPO (PCT)
Prior art keywords
methods
stereospecific
oligonucleotides
synthesis
arylphosphonates
Prior art date
Application number
PCT/US1993/006277
Other languages
French (fr)
Other versions
WO1994000473A2 (en
Inventor
Eric Wickstrom
Alexander V. Lebedev
Original Assignee
Research Corporation Technologies, Inc.
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 Research Corporation Technologies, Inc. filed Critical Research Corporation Technologies, Inc.
Priority to AU46611/93A priority Critical patent/AU4661193A/en
Publication of WO1994000473A2 publication Critical patent/WO1994000473A2/en
Publication of WO1994000473A3 publication Critical patent/WO1994000473A3/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N15/00—Mutation or genetic engineering; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification; Use of hosts therefor
    • C12N15/09—Recombinant DNA-technology
    • C12N15/11—DNA or RNA fragments; Modified forms thereof; Non-coding nucleic acids having a biological activity
    • C12N15/113—Non-coding nucleic acids modulating the expression of genes, e.g. antisense oligonucleotides; Antisense DNA or RNA; Triplex- forming oligonucleotides; Catalytic nucleic acids, e.g. ribozymes; Nucleic acids used in co-suppression or gene silencing
    • 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
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
    • C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
    • C12Q1/68—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving nucleic acids
    • C12Q1/6813—Hybridisation assays
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
    • C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
    • C12Q1/68—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving nucleic acids
    • C12Q1/6876—Nucleic acid products used in the analysis of nucleic acids, e.g. primers or probes
    • C12Q1/6883—Nucleic acid products used in the analysis of nucleic acids, e.g. primers or probes for diseases caused by alterations of genetic material
    • C12Q1/6886—Nucleic acid products used in the analysis of nucleic acids, e.g. primers or probes for diseases caused by alterations of genetic material for cancer
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N2310/00—Structure or type of the nucleic acid
    • C12N2310/30—Chemical structure
    • C12N2310/32—Chemical structure of the sugar
    • C12N2310/321—2'-O-R Modification

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • General Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Health & Medical Sciences (AREA)
  • Microbiology (AREA)
  • Physics & Mathematics (AREA)
  • Biophysics (AREA)
  • Analytical Chemistry (AREA)
  • Immunology (AREA)
  • Biomedical Technology (AREA)
  • Pathology (AREA)
  • Oncology (AREA)
  • Hospice & Palliative Care (AREA)
  • Plant Pathology (AREA)
  • Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
  • Saccharide Compounds (AREA)

Abstract

The present invention provides a method for making R stereospecific alkyl- and aryl-phosphonate linkages between nucleotides. These methods can be used for automated synthesis of oligonucleotides having sequential R stereospecific alkyl- and aryl-phosphonate linkages. The present invention is also directed to the oligonucleotides having several sequential R phosphonate linkages which were produced by the subject methods. Moreover, the present invention provides methods for using the subject oligonucleotides, including methods for regulating the biosynthesis of a DNA, an RNA or a protein and methods for detecting and isolating complementary nucleic acid targets.
PCT/US1993/006277 1992-06-30 1993-06-30 Pentavalent synthesis of oligonucleotides containing stereospecific alkylphosphonates and arylphosphonates WO1994000473A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU46611/93A AU4661193A (en) 1992-06-30 1993-06-30 Pentavalent synthesis of oligonucleotides containing stereospecific alkylphosphonates and arylphosphonates

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US90777192A 1992-06-30 1992-06-30
US907,771 1992-06-30

Publications (2)

Publication Number Publication Date
WO1994000473A2 WO1994000473A2 (en) 1994-01-06
WO1994000473A3 true WO1994000473A3 (en) 1994-02-17

Family

ID=25424615

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1993/006277 WO1994000473A2 (en) 1992-06-30 1993-06-30 Pentavalent synthesis of oligonucleotides containing stereospecific alkylphosphonates and arylphosphonates

Country Status (2)

Country Link
AU (1) AU4661193A (en)
WO (1) WO1994000473A2 (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2129565A1 (en) * 1993-08-06 1995-02-07 Hiroshi Tanimura Oligonucleotide compounds, their production and use
US5703223A (en) * 1994-09-02 1997-12-30 Thomas Jefferson University Solid phase synthesis of oligonucleotides with stereospecific substituted phosphonate linkages by pentavalent grignard coupling
US6486313B1 (en) 1999-02-18 2002-11-26 Isis Pharmaceuticals, Inc. Oligonucleotides having alkylphosphonate linkages and methods for their preparation
KR20040074594A (en) 2001-05-16 2004-08-25 마이크로로직스 바이오테크, 인코포레이티드 Nucleic acid-based compounds and methods of use thereof

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0411186A1 (en) * 1989-08-01 1991-02-06 Abbott Laboratories DNA probe assay using neutrally charged probe strands
EP0506242A1 (en) * 1991-03-06 1992-09-30 POLISH ACADEMY OF SCIENCES, Center of Molecular and Macromolecular Studies Method and compounds for solid phase synthesis of oligonucleotides and oligonucleotide analogs
US5212295A (en) * 1990-01-11 1993-05-18 Isis Pharmaceuticals Monomers for preparation of oligonucleotides having chiral phosphorus linkages

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0411186A1 (en) * 1989-08-01 1991-02-06 Abbott Laboratories DNA probe assay using neutrally charged probe strands
US5212295A (en) * 1990-01-11 1993-05-18 Isis Pharmaceuticals Monomers for preparation of oligonucleotides having chiral phosphorus linkages
EP0506242A1 (en) * 1991-03-06 1992-09-30 POLISH ACADEMY OF SCIENCES, Center of Molecular and Macromolecular Studies Method and compounds for solid phase synthesis of oligonucleotides and oligonucleotide analogs

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
BRILL W K D ET AL: "Synthesis and P-diastereomeric resolution of nucleoside 3'-O-(S-alkyl) and nucleoside 3'-O-(S-aryl) methylphosphonothioates", TETRAHEDRON LETTERS., vol. 29, no. 11, 1988, OXFORD GB, pages 1227 - 1230 *
LEBEDEV A V ET AL: "Stereospecific coupling reaction for internucleotide methylphosphonothioate linkage", TETRAHEDRON LETTERS., vol. 31, no. 6, 1990, OXFORD GB, pages 855 - 858 *
STEC W.J. ET AL: "Novel route to oligo(deoxyribonucleoside phosphorothioates). Stereocontrolled synthesis of P-chiral oligo(deoxyribonucleoside phosphorothioates)", NUCLEIC ACIDS RESEARCH, vol. 19, no. 21, 1991, ARLINGTON, VIRGINIA US, pages 5883 - 5888 *

Also Published As

Publication number Publication date
AU4661193A (en) 1994-01-24
WO1994000473A2 (en) 1994-01-06

Similar Documents

Publication Publication Date Title
Wood et al. Biological aspects of inorganic polyphosphates
AU2006242387B2 (en) Amplification and cloning of single DNA molecules using rolling circle amplification
Wickner et al. Association of DNA-dependent and-independent ribonucleoside triphosphatase activities with dnaB gene product of Escherichia coli
AU674211B2 (en) Method for generating single-stranded DNA molecules
AU641159B2 (en) Method for the synthesis of ribonucleic acid (RNA)
EP0663447A3 (en) Method of detecting a specific polynucleotide
ATE141956T1 (en) METHOD FOR DUPLICATION OF NUCLEIC ACID SEQUENCES
EP0857788A3 (en) Method for producing nucleoside-5'-phosphate ester
AU4595996A (en) Discontinuous probe design using hybritope mapping
PRICE et al. A novel nucleotide incorporation activity implicated in the editing of mitochondrial transfer RNAs in Acanthamoeba castellanii
WO1994000472A3 (en) Trivalent synthesis of oligonucleotides containing stereospecific alkylphosphonates and arylphosphonates
US5728563A (en) Cyclic nucleotide phosphodiesterase and a method for production thereof
WO1992020796A3 (en) D-type cyclin and uses related thereto
CA2344611C (en) A method for analyzing polynucleotides
Bracha et al. In vitro system for the synthesis of teichoic acid linked to peptidoglycan
De Saizieu et al. Enzymic characterization of Bacillus subtilis GTP cyclohydrolase I. Evidence for a chemical dephosphorylation of dihydroneopterin triphosphate
WO1999016780A3 (en) Genetic sequences, diagnostic and/or quantification methods for the identification of staphylococci strains
CA2264967A1 (en) Method of dna sequencing
WO1994000473A3 (en) Pentavalent synthesis of oligonucleotides containing stereospecific alkylphosphonates and arylphosphonates
CA2180722A1 (en) A method of sequencing short oligonucleotides
Assairi et al. A DNA‐Dependent ATPase of Calf‐Thymus
ATE129286T1 (en) CLONING OF STREPTOMYCES AVERMITILIS GENES FOR BIOSYNTHESIS OF AVERMECTIN AND METHOD FOR USE THEREOF.
WO1996039501A3 (en) Oligonucleotides specific for human papillomavirus
AU2038500A (en) Method for the detection of specific nucleic acid sequences by polymerase nucleotide incorporation
AU4255899A (en) Method for non-radioactive detection of membrane-bonded nucleic acids and test kit

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A2

Designated state(s): AU CA JP KR

AL Designated countries for regional patents

Kind code of ref document: A2

Designated state(s): AT BE CH DE DK ES FR GB GR IE IT LU MC NL PT SE

AK Designated states

Kind code of ref document: A3

Designated state(s): AU CA JP KR

AL Designated countries for regional patents

Kind code of ref document: A3

Designated state(s): AT BE CH DE DK ES FR GB GR IE IT LU MC NL PT SE

DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
121 Ep: the epo has been informed by wipo that ep was designated in this application
NENP Non-entry into the national phase

Ref country code: CA

122 Ep: pct application non-entry in european phase