Photoligation of self-assembled DNA constructs containing anthracene-functionalized 2'-amino-LNA monomers

Karol Pasternak; Anna Pasternak; Pankaj Gupta; Rakesh N Veedu; Jesper Wengel

doi:10.1016/j.bmc.2011.10.052

Photoligation of self-assembled DNA constructs containing anthracene-functionalized 2'-amino-LNA monomers

Bioorg Med Chem. 2011 Dec 15;19(24):7407-15. doi: 10.1016/j.bmc.2011.10.052. Epub 2011 Oct 20.

Authors

Karol Pasternak¹, Anna Pasternak, Pankaj Gupta, Rakesh N Veedu, Jesper Wengel

Affiliation

¹ Nucleic Acid Center, Department of Physics and Chemistry, University of Southern Denmark, Campusvej 55, 5230 Odense M, Denmark.

PMID: 22079866
DOI: 10.1016/j.bmc.2011.10.052

Abstract

Efficient synthesis of a novel anthracene-functionalized 2'-amino-LNA phosphoramidite derivative is described together with its incorporation into oligodeoxynucleotides. Two DNA strands with the novel 2'-N-anthracenylmethyl-2'-amino-LNA monomers can be effectively cross-linked by photoligation at 366 nm in various types of DNA constructs. Successful application of three differently functionalized 2'-amino-LNA monomers in self-assembled higher ordered structures for simultaneous cross-linking and monitoring of assembly formation is furthermore demonstrated.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Anthracenes / chemical synthesis
Anthracenes / chemistry*
Base Sequence
DNA / chemical synthesis
DNA / chemistry*
Oligonucleotides / chemical synthesis
Oligonucleotides / chemistry*
Organophosphorus Compounds / chemical synthesis
Organophosphorus Compounds / chemistry
Photochemical Processes

Substances

Anthracenes
Oligonucleotides
Organophosphorus Compounds
amino-LNA
phosphoramidite
DNA
anthracene