Oligonucleotides having selectably cleavable and/or abasic sites

• US 5,430,136 A
• Filed: 07/27/1990
• Issued: 07/04/1995
• Est. Priority Date: 10/16/1984
• Status: Expired due to Fees

• Current Assignee: Chiron Diagnostics Corp (Bayer AG)
• Original Assignee: Chiron Corporation (Novartis Ag)
• Inventors: Urdea, Michael S., Horn, Thomas
• Primary Examiner(s): Robinson, Douglas W.
• Assistant Examiner(s): Kunz, Gary L.
• Application Number:
  US07/559,961
• Time in Patent Office: 1,803 Days
• Field of Search: 536/27, 536/24.31, 536/24.32, 536/24.3, 435/6
• US Class Current: 536/24.3
• CPC Class Codes: C07B 2200/11 Compounds covalently bound to a solid support
• CPC Class Codes: C07F 9/10 Phosphatides, e.g. lecithin
• CPC Class Codes: C07F 9/2429 of arylalkanols
• CPC Class Codes: C07F 9/65515 the oxygen atom being part of a five-membered ring
• CPC Class Codes: C07H 15/18 Acyclic radicals, substituted by carbocyclic rings
• CPC Class Codes: C07H 19/06 Pyrimidine radicals
• CPC Class Codes: C07H 19/10 with the saccharide radical esterified by phosphoric or polyphosphoric acids
• CPC Class Codes: C07H 21/00 Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids
• CPC Class Codes: C07H 23/00 Compounds containing boron, silicon, or a metal, e.g. chelates, vitamin B12 esters with inorganic acids C07H11/00; metal salts, see parent compounds
• CPC Class Codes: C12Q 1/6813 Hybridisation assays
• CPC Class Codes: C12Q 1/6816 characterised by the detection means C12Q1/6804 takes precedence
• CPC Class Codes: C12Q 1/6823 Release of bound markers
• CPC Class Codes: C12Q 1/6827 for detection of mutation or polymorphism
• CPC Class Codes: C12Q 1/683 involving restriction enzymes, e.g. restriction fragment length polymorphism [RFLP]
• CPC Class Codes: C12Q 2523/107 Chemical cleaving agents
• CPC Class Codes: C12Q 2523/319 Photocleavage, photolysis, photoactivation
• CPC Class Codes: C12Q 2525/119 incorporating abasic sites
• CPC Class Codes: C12Q 2525/131 incorporating a restriction site
• CPC Class Codes: C12Q 2535/119 Double strand sequencing

Abstract

Polynucleotides containing abasic, cleavable sites are provided. These polynucleotides are useful in a variety of biochemical and chemical contexts, particularly in solid phase nucleic acid hybridization assays because a captured probe can be released from the support. The polynucleotides have the structure ##STR1## where R is selected from the group consisting of 2-nitrobenzyl, 4-penten-1-yl, ##STR2## where R'"'"', R_i and R_j are as defined herein. One of the preferred embodiments is a polynucleotide where R is ##STR3##

Claims

1. A polynucleotide having the structure ##STR23## wherein DNA₁ is a first segment of DNA;

DNA₂ is a second segment of DNA; and

R is selected from the group consisting of 2-nitrobenzyl, 4-penten-1-yl, ##STR24## in which R'"'"' is hydrogen, aryl or aralkyl;

the R_i are indepenedently selected from the group consisting of amino, nitro, halogeno, hydroxyl, lower alkyl and lower alkoxy;

the R_j are independently selected from the group consisting of amino, nitro, halogeno, hydroxyl, lower alkyl and lower alkoxy;

i is zero, 1, 2 or 3; and

j is zero, 1, 2, 3 or 4.

2. The polynucleotide of claim 1 wherein R is ##STR25##

3. The polynucleotide of claim 1 wherein R is 2-nitrobenzyl.

4. The polynucleotide of claim 1 wherein R is ##STR26##

5. The polynucleotide of claim 1 wherein R is ##STR27##

6. The polynucleotide of claim 5 wherein R'"'"', R_i, and R_j are hydrogen.

7. The polynucleotide of claim 1 wherein R is 4-pentyl-1-yl.

8. The polynucleotide of claim 1 wherein R is ##STR28##