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Chemical Deprenylation of N 6 ‐Isopentenyladenosine (i 6 A) RNA
Author(s) -
Cheng HouPing,
Yang XiaoHui,
Lan Ling,
Xie LiJun,
Chen Chuan,
Liu Cuimei,
Chu Jinfang,
Li ZhiYan,
Liu Li,
Zhang TianQi,
Luo DuQiang,
Cheng Liang
Publication year - 2020
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202003360
Subject(s) - cytokinin , rna , arabidopsis thaliana , arabidopsis , shoot , chemistry , incubation , oligonucleotide , biochemistry , biology , stereochemistry , botany , auxin , gene , mutant
N 6 ‐isopentenyladenosine (i 6 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 i 6 A has not been developed. We show that a selected group of oxoammonium cations function as artificial deprenylases to promote highly selective deprenylation of i 6 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 i 6 A.