Back to results
US 2019/0292310 A1Published application
Synthesis of high density molecular dna brushes via organic-phase ring-opening metathesis (co)polymerization
AssigneeNortheastern University
InventorsKe ZHANG, Xuyu TAN
Life of this patent
Estimating the term…
Abstract
The invention provides novel synthetic methods for oligonucleotide polymerization reactions that separate the deprotection and cleavage step following solid-phase oligonucleotide synthesis into two separate steps, thereby providing fully protected hydrophobic oligonucleotides that can be further manipulated in organic solvents. The disclosed methods enable the synthesis of new structures, such as brush DNA and brush RNA polymers and micellar spherical nucleic acids (SNAs
Claims21
A method of synthesizing a protected norbornenyl DNA monomer or protected norbornenyl RNA monomer (protDNA) comprising the steps of:
- 1) providing a controlled pore glass (CPG) solid support for oligonucleotide synthesis, wherein the CPG solid support has covalently bound thereon a disulfide linker;
- 2) conducting a solid-phase oligonucleotide synthesis reaction with ultramild cyanoethyl (CE) phosphoramidites on the CPG solid support to form a protected oligonucleotide having a predetermined nucleotide sequence covalently bound at the 3′ end thereof to the disulfide linker;
- 2) cleaving the disulfide linker under conditions that release the protected oligonucleotide from the solid support, thereby forming a sulfhydryl group at the 3′end of the protected oligonucleotide;
- and
- 3) coupling an iodoacetyl- or a maleimide-functionalized norbornene monomer to the sulfhydryl group of the protected oligonucleotide via a SN2 or Michael addition reaction, respectively, to produce a protected norbornenyl DNA monomer or protected norbornenyl RNA monomer.
2 more elements
Dependencies are inferred from the claim text.