Phosphate replacement MRNA cap analogs
View Patent ↗The present disclosure relates to cap analogs, which can result in high levels of capping efficiency and transcription and improved translation efficiencies. The present disclosure also relates to methods useful for preparing cap analogs and using mRNA species containing such analogs, as well as kits containing the cap analogs.
1. An RNA molecule having a 5′ end comprising a compound of formula (III):
wherein
B 1 is
R a , R b , and R c are H;
R 1 is CH 3 ;
B 2 is
R d , R e , and R f are H;
X 1 is N or N + (CH 3 );
X 2 is O;
R 20 , R 21 , R 22 , and R 23 are H;
R 27 and R 28 are OH;
R 2 is OR 3 ;
R 3 is H or CH 3 ; and
Y 2 is
wherein
indicates an attachment point.
2. The RNA molecule of claim 1 , wherein X 1 is N.
3. The RNA molecule of claim 1 , wherein R 3 is CH 3 .
4. The RNA molecule of claim 1 , wherein X 1 is N + (CH 3 ).
5. The RNA molecule of claim 1 , wherein R 3 is H.
6. The RNA molecule of claim 1 , wherein R 3 is H and X 1 is N.
7. The RNA molecule of claim 1 , wherein R 3 is H and X 1 is N + (CH 3 ).
8. The RNA molecule of claim 1 , wherein R 3 is CH 3 and X 1 is N + (CH 3 ).
9. The RNA molecule of claim 1 , having a 5′ end comprising
wherein
indicates the attachment point.
10. The RNA molecule of claim 9 , wherein X 1 is N.
11. The RNA molecule of claim 9 , wherein R 3 is CH 3 .
12. The RNA molecule of claim 9 , wherein X 1 is N + (CH 3 ).
13. The RNA molecule of claim 9 , wherein R 3 is H.
14. The RNA molecule of claim 9 , wherein R 3 is H and X 1 is N.
15. The RNA molecule of claim 9 , wherein R 3 is H and X 1 is N + (CH 3 ).
16. The RNA molecule of claim 9 , wherein R 3 is CH 3 and X 1 is N + (CH 3 ).
17. The RNA molecule of claim 1 , having a 5′ end comprising
wherein
indicates the attachment point.