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Molecules 2017, 22(5), 760; doi:10.3390/molecules22050760

Synthesis of Aminoglycoside-2′-O-Methyl Oligoribonucleotide Fusions

1
Department of Chemistry, University of Turku, Vatselankatu 2, 20014 Turku, Finland
2
Centre of New Technologies, University of Warsaw, Banacha 2c, 02 097 Warsaw, Poland
3
College of Inter-Faculty Individual Studies in Mathematics and Natural Sciences, University of Warsaw, Banacha 2c, 02 097 Warsaw, Poland
*
Author to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Received: 24 April 2017 / Revised: 4 May 2017 / Accepted: 6 May 2017 / Published: 8 May 2017
(This article belongs to the Special Issue Synthesis and Applications of Oligonucleotide Conjugates)
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Abstract

Phosphoramidite building blocks of ribostamycin (3 and 4), that may be incorporated at any position of the oligonucleotide sequence, were synthesized. The building blocks, together with a previously described neomycin-modified solid support, were applied for the preparation of aminoglycoside-2′-O-methyl oligoribonucleotide fusions. The fusions were used to clamp a single strand DNA sequence (a purine-rich strand of c-Myc promoter 1) to form triple helical 2′-O-methyl RNA/DNA-hybrid constructs. The potential of the aminoglycoside moieties to stabilize the triple helical constructs were studied by UV-melting profile analysis. View Full-Text
Keywords: aminoglycosides; triple helices; oligonucleotide conjugates aminoglycosides; triple helices; oligonucleotide conjugates
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Granqvist, L.; Kraszewski, A.; Tähtinen, V.; Virta, P. Synthesis of Aminoglycoside-2′-O-Methyl Oligoribonucleotide Fusions. Molecules 2017, 22, 760.

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