Exploring Hoogsteen and reversed-Hoogsteen duplex and triplex formation with tricyclo-DNA purine sequences

Renneberg, Dorte; Leumann, Christian (2004). Exploring Hoogsteen and reversed-Hoogsteen duplex and triplex formation with tricyclo-DNA purine sequences. ChemBioChem, 5(8), pp. 1114-1118. Wiley-VCH 10.1002/cbic.200400069

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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

Item Type:

Journal Article (Original Article)

Division/Institute:

08 Faculty of Science > Department of Chemistry, Biochemistry and Pharmaceutical Sciences (DCBP)

UniBE Contributor:

Renneberg, Dorte, Leumann, Christian

Subjects:

500 Science > 570 Life sciences; biology
500 Science > 540 Chemistry

ISSN:

1439-4227

Publisher:

Wiley-VCH

Language:

English

Submitter:

Christian Leumann

Date Deposited:

16 Jun 2014 11:02

Last Modified:

05 Dec 2022 14:34

Publisher DOI:

10.1002/cbic.200400069

Uncontrolled Keywords:

analysis, antiparallel, Biochemistry, chemistry, circular, Circular Dichroism, DNA, duplex, DUPLEXES, gel mobility, hairpin, Hoogsteen, motif, parallel, properties, purine, pyrimidine, RNA, Structure, tricyclo-DNA, Triplex

BORIS DOI:

10.7892/boris.53214

URI:

https://boris.unibe.ch/id/eprint/53214

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