Participation of an additional 4 '-hydroxymethyl group in the cleavage and isomerization of ribonucleoside 3 '-phosphodiesters




Lain L, Lonnberg H, Lonnberg T

PublisherRoyal Soc Chemistry

2015

Organic and Biomolecular Chemistry

ORGANIC & BIOMOLECULAR CHEMISTRY

Org Biomol Chem

13

16

4737

4742

6

1477-0520

DOIhttps://doi.org/10.1039/c5ob00400d(external)



4'-(Hydroxymethyl) uridylyl-3',5'-thymidine, an RNA model bearing an extra hydroxymethyl group at the 4'-position of the 3'-linked nucleoside, has been prepared and its cleavage and isomerization reactions studied over a wide pH range (from 0 to 12). Overall, the pH-rate profiles of these reactions were very similar to those of uridylyl-3',5'-uridine (UpU) - only a very modest acceleration was observed under acidic and neutral conditions. Evidently, hydrogen bond assistance by the additional hydroxymethyl function does not play a significant role.




Last updated on 2024-26-11 at 14:12