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Nucleic Acids Symposium Series 2005 49(1):347-348; doi:10.1093/nass/49.1.347
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© 2005 Oxford University Press

Incorporation of side-chain groups of basic amino acids into oligonucleotides via the 2'-position of uridine

Eugeny M. Zubin1, Dmitry A. Stetsenko2 *, Anna V. Kachalova1, Michael J. Gait2 and Tatiana S. Oretskaya1

1 Chemistry Department, M. V. Lomonossov Moscow State University, 1 Leninskie Gory, Moscow 119992, Russia, 2 Medical Research Council, Laboratory of Molecular Biology, Hills Road, Cambridge CB2 2QH, UK

Certain amino acids and short peptides are known to act as enhancers of ribozyme-mediated RNA cleavage at low concentration of magnesium ion. Thus, covalent conjugates of oligonucleotides and some amino acids may have a potential for development as sequence-specific artificial ribonucleases. Here we would like to report an incorporation of basic amino acids, lysine and histidine, into oligonucleotides at the 2'-position of a uridine residue. The approach involves the 2'-O-alkylation and attachment of the corresponding amino acid by the {alpha}-amino group through a urethane-type linker.


* Present address: School of Pharmacy and Pharmaceutical Sciences, University of Manchester, Oxford Road, Manchester M13 9PT, UK


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