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Guanosine in a Single Stranded Region of Anticodon Stem–Loop tRNA Models is Prone to Oxidatively Generated Damage Resulting in Dehydroguanidinohydantoin and Spiroiminodihydantoin Lesions
Author(s) -
TomaszewskaAntczak Agnieszka,
Guga Piotr,
Nawrot Barbara,
Pratviel Geneviève
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201406409
Subject(s) - guanine , transfer rna , guanosine , rna , ribose , chemistry , porphyrin , biochemistry , biophysics , biology , nucleotide , gene , enzyme
Oxidation of RNA hairpin models corresponding to anticodon stem–loop (ASL) of transfer RNA led to RNA damage consisting solely of a unique loop guanine oxidation. Manganese porphyrin/oxone treatment of RNA resulted in dehydroguanidinohydantoin ( DGh ; major) and/or spiroiminodihydantoin ( Sp ) lesions. Ribose damage was not observed. This two‐electron transfer oxidation reaction allowed the identification of guanine oxidation products for further study of RNA species carrying a unique lesion at a single G to investigate their biological impact.