Ionic tags for synthesis of oligoribonucleotides

Patent metadata

Field	Value
Publication number	US-9920084-B2
Application number	US-201214240067-A
Country	US
Kind code	B2
Filing date	Aug 23, 2012
Priority date	Aug 23, 2011
Publication date	Mar 20, 2018
Grant date	Mar 20, 2018

Abstract

The invention relates to the chemical synthesis of oligonucleotides, e.g., oligoribonucleotides. In another aspect, the invention relates to compounds of formula (II) processes for making these compounds, and the use thereof in the chemical synthesis of oligonucleotides, e.g., oligoribonucleotides. The invention also relates to methods of synthesis of oligomers, including but not limited to oligopeptides, oligosaccharides and oligonucleotides, particularly oligoribonucleotides and also oligodeoxyribonucleotides, in solution systems, and ionic tag linkers for use in methods provided herein.

First claim

What is claimed is:

1. An ionic tag linker comprising a gamma ketoester moiety, an ionic moiety and a linker, wherein the ionic moiety is a charge balancing anion and a cation, wherein the cation is an optionally substituted heterocyclic trivalent sulfonium group, wherein the linker is a an alkyl, glycol or functionalized alkyl, wherein the gamma keto group is directly attached to the linker, and wherein the linker is directly attached to the ionic moiety.

2. The ionic tag linker of claim 1 , wherein the ionic moiety comprises a halide; or wherein the ionic moiety comprises Br − , Cl − or I − .

3. The ionic tag linker of claim 1 , wherein alkyl is C1 to C6 alkyl.

4. The ionic tag linker of claim 1 , wherein the ionic tag linker is attached to the terminal 3′-hydroxyl of an oligoribonucleotide or an oligodeoxyribonucleotide.

5. An ionic tag linker selected from the group consisting of

Assignees

• Damha Masad J
• Hassler Matthew
• Chan Tak Hang
• Nandyala Mallikarjuna Reddy
• Donga Robert Alexander
• The Royal Institution For The Advancement Of Learning/Mcgill Univ
• Hong Kong Polytechnic Univ

Inventors

• Damha Masad J
• Hassler Matthew
• Chan Tak-Hang
• Nandyala Mallikarjuna Reddy
• Donga Robert Alexander

Classifications

• C07F9/5407 Primary

  Acyclic saturated phosphonium compounds · CPC title

• C07D233/60

  with hydrocarbon radicals, substituted by oxygen or sulfur atoms, attached to ring nitrogen atoms · CPC title

• C07F9/65586

  at least one of the hetero rings does not contain nitrogen as ring hetero atom · CPC title

• C07F9/54 Primary

  Quaternary phosphonium compounds · CPC title

• C07F9/5456

  Arylalkanephosphonium compounds · CPC title