Chemical Deprenylation of N6 -Isopentenyladenosine (i6 A) RNA.
Angew Chem Int Ed Engl
; 59(26): 10645-10650, 2020 06 22.
Article
in En
| MEDLINE
| ID: mdl-32198805
ABSTRACT
N6 -isopentenyladenosine (i6 A) is an RNA modification found in cytokinins, which regulate plant growth/differentiation, and a subset of tRNAs, where it improves the efficiency and accuracy of translation. The installation and removal of this modification is mediated by prenyltransferases and cytokinin oxidases, and a chemical approach to selective deprenylation of i6 A has not been developed. We show that a selected group of oxoammonium cations function as artificial deprenylases to promote highly selective deprenylation of i6 A in nucleosides, oligonucleotides, and live cells. Importantly, other epigenetic modifications, amino acid residues, and natural products were not affected. Moreover, a significant phenotype difference in the Arabidopsis thaliana shoot and root development was observed with incubation of the cation. These results establish these small organic molecules as direct chemical regulators/artificial deprenylases of i6 A.
Key words
Full text:
1
Database:
MEDLINE
Main subject:
Piperidines
/
RNA
/
Cyclic N-Oxides
/
Cytokinins
/
Prenylation
/
Isopentenyladenosine
Limits:
Humans
Language:
En
Journal:
Angew Chem Int Ed Engl
Year:
2020
Type:
Article
Affiliation country:
China