Oligonucleotide derivatives and production thereof

• US 4,820,812 A
• Filed: 02/20/1987
• Issued: 04/11/1989
• Est. Priority Date: 08/09/1982
• Status: Expired due to Term

• Current Assignee: Wakunaga Seiyaku Kabushiki Kaisha
• Original Assignee: Wakunaga Seiyaku Kabushiki Kaisha
• Inventors: Miyoshi, Kenichi, Fuwa, Toru
• Primary Examiner(s): Brown, Johnnie R.
• Assistant Examiner(s): NOT, DEFINED
• Application Number:
  US07/016,889
• Time in Patent Office: 781 Days
• Field of Search: 536/27, 536/28, 536/29
• US Class Current: 536/25.5
• 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: Y02P 20/55 Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Abstract

An oligonucleotide derivative having an amino group protected with an eliminatable group bonded through a phosphate group and a spacer with an appropriate length to the 5'"'"'-end of an oligonucleotide protected suitably at the 3'"'"'-hydroxyl group and the base moiety of the nucleotide, and an immobilized oligonucleotide derivative having a Sepharose carrier bonded to the amino group in place of said protective group are disclosed. Methods for production of these derivatives are also disclosed.

Claims

1. An immobilized oligodeoxyribonucleotide represented by the formula:

##STR8## wherein B is a base residue comprising a nucleoside selected from the group consisting of adenine, guanine, cytosine and thymine;

R₁ is a straight or branched divalent hydrocarbon group having 2 to 20 carbon atoms;

m is an integer from 0 to 6;

n is an integer from 0 to 40;

m+n is an integer from 1 to 46; and

wherein each B in the formula is the same or different from the other.

2. The immobilized oligodeoxyribonucleotide according to claim 1, wherein the [Sepharose] is a residue from cyanogen bromide-activated Sepharose or activated CH Sepharose.

3. The immobilized oligodeoxyribonucleotide according to claim 1, wherein said straight or branched divalent hydrocarbon group having 2 to 20 carbon atoms is attached to the 5'"'"'-phosphate end of the oligodeoxyribonucleotide.

4. The immobilized oligodeoxyribonucleotide according to claim 1, wherein R¹ is a straight or branched alkylene group having 2 to 12 carbon atoms.