Orthoester protecting groups
OwnerStephen A. Scaringeinventor
Life of this patent
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Abstract
Novel orthoesters are provided which can be used as a 2'-hydroxyl protecting groups or 2'-modification in the synthesis of polymers containing ribonucleic acid (RNA) nucleotides. The RNA comprising the orthoester can be handled and analyzed while 2'-modified, thereby minimizing potential degradation. The orthoester is stable during oligonucleotide synthesis. The orthoester is subsequently modified and can then be removed under mild acidic conditions. The ease and dependability of this process and the quality of the RNA product synthesized with this invention are comparable to that previously associated only with DNA synthesis.
Claims19
An oligonucleotide comprising a moiety of the formula:
- ##STR13## wherein R is any appropriate ligand that protects the oxygen.
An oligonucleotide comprising the structure:
- ##STR14## wherein X.sub.1, X.sub.2, X.sub.3 are the same or different and are any atoms, selected from the group consisting of Cl, H, O, S and N or appropriate ligands.
An oligonucleotide wherein a functional group has attached thereto the structure:
- ##STR15## wherein R is hydrogen or any appropriate ligand that protects the oxygen.
An oligonucleotide comprising the following structure:
- ##STR16## wherein R.sub.3 is any appropriate ligand, X.sub.4 and X.sub.5 are the same or different atom, selected from the group consisting of Cl, H, O, S and N and wherein X.sub.1, X.sub.2, X.sub.3 are the same or different and are any atoms, selected from the group consisting of Cl, H, O, S and N or appropriate ligands.
An oligonucleotide comprising the following structure, ##STR17## wherein X.sub.4 and X.sub.5 are the same or different atom, selected from the group consisting of Cl, H, O, S and N.
A process to synthesize polymers or oligonucleotides which utilizes any of the compounds, polymers or oligonucleotides according to any of the preceding claims.
A process to synthesize polymers or oligonucleotides which utilizes any of the compounds, structures and modifications as in any of the preceding claims and wherein the internucleotide linkage(s) is(are) oxidized before completion of oligonucleotide synthesis.
A compound of the formula:
- ##STR18## wherein R is selected from the group consisting of an ester, carbonate, silyl ether and sulfonate.
Dependencies are inferred from the claim text.