Premium
Exploring Hoogsteen and Reversed‐Hoogsteen Duplex and Triplex Formation with Tricyclo‐DNA Purine Sequences
Author(s) -
Renneberg Dorte,
Leumann Christian J.
Publication year - 2004
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.200400069
Subject(s) - antiparallel (mathematics) , duplex (building) , dna , pyrimidine , chemistry , stereochemistry , rna , circular dichroism , crystallography , biochemistry , physics , quantum mechanics , magnetic field , gene
The duplex‐ and triplex‐formation properties of the tricyclo‐DNA purine decamer 5′p‐gagaaggaaa‐3′ as a single strand or as part of a hairpin duplex with corresponding parallel and antiparallel pyrimidine DNA and RNA complements, as well as with antiparallel purine DNA and RNA complements, were investigated by UV melting curve analysis, circular dichroism spectroscopy, and gel mobility shift experiments. It was found that tricyclo‐DNA forms very stable duplexes with the pyrimidine RNA and DNA complements not only in the Watson–Crick pairing mode, but also in the Hoogsteen one. Below pH 6.0, the tc‐DNA/DNA and tc‐DNA/RNA Hoogsteen duplexes were found to be more stable than the corresponding Watson–Crick DNA duplexes. Triplexes of the hairpin structure with parallel pyrimidine complements revealed even stronger Hoogsteen pairing relative to the duplexes, presumably due to structural preorganization phenomena. Triplex formation with antiparallel pyrimidine and purine third strands (reversed‐Hoogsteen motif) could not be observed and seem to be unstable.