TY - JOUR
T1 - Recognition and detection of 8-oxo-rG in RNA using the DNA/OMeRNA chimera probes containing fluorescent adenosine-diazaphenoxazine analog
AU - Koga, Yohei
AU - Taniguchi, Yosuke
AU - Kikukawa, Yoshiya
AU - Sasaki, Shigeki
N1 - Funding Information:
We are grateful for the support by a Grant-in-Aid for Scientific Research (B) (Grant Numbers 15H04633 for S.S.) a Grant-in-Aid for Young Scientific (A) (Grant Number 24689006 for Y.T.) and Challenging Exploratory Research (Grant Number 24659047 for Y.T.) from the Japan Society for the Promotion of Science (JSPS). Y.T. also acknowledges support from the Takeda Science Foundation.
Publisher Copyright:
© 2016 Published by Elsevier Ltd.
PY - 2016/3/15
Y1 - 2016/3/15
N2 - Recent studies indicate that oxidative damage to RNA results in dysfunction of translation and eventual pathogenesis. A representative oxidized base in RNA is 8-hydroxyguanosine (8-oxo-rG), however, unlike its DNA counterpart (8-oxo-dG), its role in pathogenesis has not attracted much attention until recently. The 2'-deoxyadenosine derivative with a diazaphenoxazine skeleton at the 6-amino group (Adap) was shown to be selective for 8-oxo-dG in DNA. In this study, the 2'-O-methoxy derivative of Adap (2'-OMeAdap) was designed as a selective molecule for 8-oxo-rG in RNA. 8-Oxo-rG in the homopurine RNA was selectively recognized by the ODN probe incorporating Adap. In contrast, although it was not possible by the Adap-containing ODN prove due to the instability of the corresponding duplex, 8-oxo-rG in homopyrimidine RNA was selectively detected by the 2'-OMeRNA probe incorporating 2'-OMeAdap.
AB - Recent studies indicate that oxidative damage to RNA results in dysfunction of translation and eventual pathogenesis. A representative oxidized base in RNA is 8-hydroxyguanosine (8-oxo-rG), however, unlike its DNA counterpart (8-oxo-dG), its role in pathogenesis has not attracted much attention until recently. The 2'-deoxyadenosine derivative with a diazaphenoxazine skeleton at the 6-amino group (Adap) was shown to be selective for 8-oxo-dG in DNA. In this study, the 2'-O-methoxy derivative of Adap (2'-OMeAdap) was designed as a selective molecule for 8-oxo-rG in RNA. 8-Oxo-rG in the homopurine RNA was selectively recognized by the ODN probe incorporating Adap. In contrast, although it was not possible by the Adap-containing ODN prove due to the instability of the corresponding duplex, 8-oxo-rG in homopyrimidine RNA was selectively detected by the 2'-OMeRNA probe incorporating 2'-OMeAdap.
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U2 - 10.1016/j.bmc.2016.02.001
DO - 10.1016/j.bmc.2016.02.001
M3 - Article
C2 - 26872394
AN - SCOPUS:84968324818
SN - 0968-0896
VL - 24
SP - 1308
EP - 1313
JO - Bioorganic and Medicinal Chemistry
JF - Bioorganic and Medicinal Chemistry
IS - 6
ER -