Single-stranded labelled oligonucleotides, reactive monomers and methods of synthesis

• US 4,948,882 A
• Filed: 05/04/1987
• Issued: 08/14/1990
• Est. Priority Date: 02/22/1983
• Status: Expired due to Term

• Current Assignee: Syngene Incorporated
• Original Assignee: Syngene Incorporated
• Inventors: Ruth, Jerry L.
• Primary Examiner(s): Rollins, John W.
• Assistant Examiner(s): CRANE, LAWRENCE E
• Application Number:
  US07/046,133
• Time in Patent Office: 1,198 Days
• Field of Search: 536/27, 536/28, 536/29
• US Class Current: 536/25.32
• CPC Class Codes: C07H 19/04 Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
• 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: C12Q 1/6813 Hybridisation assays

Abstract

Substantially pure single-stranded oligonucleotides having a preselected sequence of not more than about 200 nucleotides, at least one of which is at a preselected position in the sequence and includes a base with a covalently attached linker arm containing or capable of binding at least one reporter group or solid support. A process for the chemical synthesis of the substantially pure single-stranded oligonucleotide and modified nucleosides useful in such synthesis are provided.

Claims

1. A compound useful as an intermediate in the chemical synthesis of a single-stranded oligonucleotide comprising the structure:

##STR21## wherein B is a pyrimidine or purine base;

R is a linker arm attached to a compound selected from the group consisting of a blocking group, a detectable label and a solid surface;

and provided that ##EQU1##

2. The compound of claim 1 wherein R is

3. The modified nucleoside monomer of claim 1 wherein R is attached at a sterically tolerant site.

4. The modified nucleoside monomer of claim 1 wherein R is attached at the C-5 position when B is a pyrimidine or the C-8 position when B is a purine.