Ribonucleoside derivatives with 3′-aminoxy groups
View Patent ↗This invention claims ribonucleosides and their derivatives, including triphosphates, that have a 3′-ONH 2 moiety instead of a 3′-OH moiety.
1. A compound having the structure:
or one of its salts, wherein B is a heterocycle selected from the group consisting of
wherein Su indicates the point of attachment of the heterocycle to the sugar, R is either H, CH 3 , or a functionalized side chain, X is either N or C—R, and M is selected from the group consisting of hydrogen, monophosphate, diphosphates, or triphosphate.
2. A composition that comprises an aqueous solution containing a compound having the structure:
or one of its salts, wherein B is a heterocycle selected from the group consisting of
wherein Su indicates the point of attachment of the heterocycle to the sugar, R is either H, CH 3 , or a functionalized side chain, X is either N or C—R, and M is selected from the group consisting of hydrogen, monophosphate, diphosphates, or triphosphate.
3. The composition of claim 2 , wherein said aqueous solution is buffered.
4. The composition of claim 2 , wherein said aqueous solution also contains an enzyme.
5. The composition of claim 4 , wherein said enzyme is a DNA polymerase, and RNA polymerase, a reverse transcriptase, or a terminal transferase.
6. A process for adding to a primer a nucleotide analog, said process comprising contacting said primer in an aqueous solution containing an enzyme and a triphosphate having the structure:
or one of its salts, wherein B is a heterocycle selected from the group consisting of
wherein Su indicates the point of attachment of the heterocycle to the sugar, R is either H, CH 3 , or a functionalized side chain, X is either N or C—R, and M is triphosphate.
7. The process of claim 6 , wherein said enzyme is a DNA polymerase, and RNA polymerase, a reverse transcriptase, or a terminal transferase.
8. A compound having the structure:
or one of its salts, wherein B is a heterocycle selected from the group consisting of
9. The compound of claim 8 , wherein said B heterocycle is selected from the group consisting of
and R is either H or CH 3 .
10. A compound having the structure:
or one of its salts, wherein B is a heterocycle selected from the group consisting of
wherein Su indicates the point of attachment of the heterocycle to the sugar, R is either H, CH 3 , or a functionalized side chain, X is either N or C—R, and M is selected from the group consisting of hydrogen, monophosphate, diphosphates, or triphosphate.
11. The compound of claim 10 , wherein said B heterocycle is selected from the group consisting of
and R is either H or CH 3 .
12. The compound of claim 11 , wherein said B heterocycle is either thymine or uracil.
13. A composition that comprises an aqueous solution containing a compound having the structure:
or one of its salts, wherein B is a heterocycle selected from the group consisting of
wherein Su indicates the point of attachment of the heterocycle to the sugar, R is either H, CH 3 , or a functionalized side chain, X is either N or C—R, and M is selected from the group consisting of hydrogen, monophosphate, diphosphates, or triphosphate.
14. The composition of claim 13 , wherein said B heterocycle is selected from the group consisting of
and R is either H or CH 3 .
15. The composition of claim 13 or claim 14 , wherein said aqueous solution is buffered.
16. The composition of claim 13 or claim 14 , wherein said aqueous solution also contains an enzyme.
17. The composition of claim 16 , wherein said enzyme is a DNA polymerase, and RNA polymerase, a reverse transcriptase, or a terminal transferase.
18. A process for adding to a primer a nucleotide analog, said process comprising contacting said primer in an aqueous solution containing an enzyme and a triphosphate having the structure:
or one of its salts, wherein B is a heterocycle selected from the group consisting of
wherein Su indicates the point of attachment of the heterocycle to the sugar, R is either H, CH 3 , or a functionalized side chain, X is either N or C—R, and M is triphosphate.
19. The process of claim 18 , wherein said enzyme is a DNA polymerase, and RNA polymerase, a reverse transcriptase, or a terminal transferase.