In:
Helvetica Chimica Acta, Wiley, Vol. 101, No. 7 ( 2018-07)
Abstract:
Chemical alkylation of DNA produces potentially toxic and mutagenic damage such as O 6 ‐alkylguanine ( O 6 ‐alkylG) adducts. Non‐natural nucleoside analogues that pair with DNA adducts provide a potential basis for studying damaged DNA . Herein, we evaluated the base pairing properties of elongated nucleoside analogues containing napthalene‐derived tricyclic nucleobases as DNA adduct‐pairing nucleoside analogues in DNA hybridization probes. DNA duplex melting studies revealed that the elongated nucleoside analogs formed more stable base pairs opposite O 6 ‐alkylG than G and were better able to distinguish between G, O 6 ‐alkylG, and an abasic site than any previously described nucleoside analogue. DNA duplexes containing an elongated base analogue exhibited different fluorescence intensities when paired opposite O 6 ‐alkylG vs . G or abasic sites. Their selectivity for stabilizing alkylated DNA make the elongated hydrophobic base analogues improved candidates for incorporating into DNA hybridization probes targeting O 6 ‐alkylG.
Type of Medium:
Online Resource
ISSN:
0018-019X
,
1522-2675
DOI:
10.1002/hlca.201800066
Language:
English
Publisher:
Wiley
Publication Date:
2018
detail.hit.zdb_id:
74-7
detail.hit.zdb_id:
1475013-2