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US 12,673,968 B2Granted
Modified guanines
AssigneeNuclera Ltd
InventorsGordon Ross McInroy, Martin Edward Fox, Puneet Srivastava, Michal Robert Matuszewski
Life of this patent
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Abstract
The present invention relates to a compound according to Formula (1a) or (1b): wherein R1; R3; Y and X are defined herein, and their use in methods of nucleic acid synthesis.
Claims18
A compound according to Formula (1a) or (1b):
- wherein,
- R1 is a phosphate or polyphosphate group or salt thereof, optionally containing one or more sulfur atoms;
- R3 is selected from H, OH, F, OCH3, or OCH2CH2OMe;
- and
- either X is N and Y is N, or X is CR2 and Y is CH or N, where
- R2 is an electron withdrawing group (EWG) selected from the group consisting of:
- F, Cl, nitrile;
- halomethyl, dihalomethyl, trihalomethyl;
- SOR4;
- SO2R4;
- SO3R4;
- COR4;
- CO2R4;
- CONR4R5;
- wherein R4 and R5 are independently selected from H and C1-6 alkyl optionally substituted with OH or halo atoms.
12 more elements
A method of synthesizing a compound according to formula (1a):
- wherein
- R1 is a phosphate or polyphosphate group or salt thereof, optionally containing one or more sulfur atoms;
- R3 is selected from H, OH, F, OCH3, or OCH2CH2OMe;
- and
- either X is N and Y is N, or X is CR2 and Y is CH or N, where
- R2 is an electron withdrawing group (EWG) selected from the group consisting of:
- F, Cl, nitrile;
- halomethyl, dihalomethyl, trihalomethyl;
- SOR4;
- SO2R4;
- SO3R4;
- COR4;
- CO2R4;
- CONR4R5;
- wherein R4 and R5 are independently selected from H and C1-6 alkyl optionally substituted with OH or halo atoms;
- comprising taking a compound according to Formula (1b):
- wherein,
- R1 is a phosphate or polyphosphate group or salt thereof, optionally containing one or more sulfur atoms;
- R3 is selected from H, OH, F, OCH3, or OCH2CH2OMe;
- and
- either X is N and Y is N, or X is CR2 and Y is CH or N, where
- R2 is an electron withdrawing group (EWG) selected from the group consisting of:
- F, Cl, nitrile;
- halomethyl, dihalomethyl, trihalomethyl;
- SOR4;
- SO2R4;
- SO3R4;
- COR4;
- CO2R4;
- CONR4R5;
- wherein R4 and R5 are independently selected from H and C1-6 alkyl optionally substituted with OH or halo atoms;
- and treating the compounds of Formula (1b) with an aminooxy compound.
29 more elements
An oligonucleotide according to Formula (1a) or (1b):
- wherein,
- R1 is an oligonucleotide;
- R3 is selected from H, OH, F, OCH3, or OCH2CH2OMe;
- and
- either X is N and Y is N, or X is CR2 and Y is CH or N, where R2 is an electron withdrawing group (EWG) selected from the group consisting of:
- F, Cl, nitrile;
- halomethyl, dihalomethyl, trihalomethyl;
- SOR4;
- SO2R4;
- SO3R4;
- COR4;
- CO2R4;
- CONR4R5;
- wherein R4 and R5 are independently selected from H and C1-6 alkyl optionally substituted with OH or halo atoms.
11 more elements
Dependencies are inferred from the claim text.