The mechanism of the metal ion promoted cleavage of RNA phosphodiester bonds involves a general acid catalysis by the metal aquo ion on the departureof the leaving group

Citation
S. Mikkola et al., The mechanism of the metal ion promoted cleavage of RNA phosphodiester bonds involves a general acid catalysis by the metal aquo ion on the departureof the leaving group, J CHEM S P2, (8), 1999, pp. 1619-1625
Citations number
55
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2
ISSN journal
03009580 → ACNP
Issue
8
Year of publication
1999
Pages
1619 - 1625
Database
ISI
SICI code
0300-9580(199908):8<1619:TMOTMI>2.0.ZU;2-F
Abstract
A series of uridine 3'-alkyl phosphates and 3'-aryl phosphates were synthes ised and their cleavage was studied in the presence of Zn2+ aquo ions. A be ta(lg) value was determined for the Zn2+ promoted cleavage of both types of compounds. Comparison of the results obtained to those reported previously for the cleavage of the same substrates in the absence of metal ion cataly sts suggests that the alkyl leaving group departs as an alcohol in the pres ence of metal ion catalysts. Furthermore, metal ion catalysts seem to enhan ce the departure. The aryl leaving group, in contrast, departs as an oxyani on.