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

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

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-me...

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Main Authors: Lotta Granqvist, Andrzej Kraszewski, Ville Tähtinen, Pasi Virta
Format: Article
Language:English
Published: MDPI AG 2017-05-01
Series:Molecules
Subjects:
aminoglycosides
triple helices
oligonucleotide conjugates
Online Access:http://www.mdpi.com/1420-3049/22/5/760
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spelling doaj-275d628e84c6403c9e999d85693159692020-11-25T00:51:47ZengMDPI AGMolecules1420-30492017-05-0122576010.3390/molecules22050760molecules22050760Synthesis of Aminoglycoside-2′-O-Methyl Oligoribonucleotide FusionsLotta Granqvist0Andrzej Kraszewski1Ville Tähtinen2Pasi Virta3Department of Chemistry, University of Turku, Vatselankatu 2, 20014 Turku, FinlandCentre of New Technologies, University of Warsaw, Banacha 2c, 02 097 Warsaw, PolandDepartment of Chemistry, University of Turku, Vatselankatu 2, 20014 Turku, FinlandDepartment of Chemistry, University of Turku, Vatselankatu 2, 20014 Turku, FinlandPhosphoramidite 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.http://www.mdpi.com/1420-3049/22/5/760aminoglycosidestriple helicesoligonucleotide conjugates
collection DOAJ
language English
format Article
sources DOAJ
author Lotta Granqvist
Andrzej Kraszewski
Ville Tähtinen
Pasi Virta
spellingShingle Lotta Granqvist
Andrzej Kraszewski
Ville Tähtinen
Pasi Virta
Synthesis of Aminoglycoside-2′-O-Methyl Oligoribonucleotide Fusions
Molecules
aminoglycosides
triple helices
oligonucleotide conjugates
author_facet Lotta Granqvist
Andrzej Kraszewski
Ville Tähtinen
Pasi Virta
author_sort Lotta Granqvist
title Synthesis of Aminoglycoside-2′-O-Methyl Oligoribonucleotide Fusions
title_short Synthesis of Aminoglycoside-2′-O-Methyl Oligoribonucleotide Fusions
title_full Synthesis of Aminoglycoside-2′-O-Methyl Oligoribonucleotide Fusions
title_fullStr Synthesis of Aminoglycoside-2′-O-Methyl Oligoribonucleotide Fusions
title_full_unstemmed Synthesis of Aminoglycoside-2′-O-Methyl Oligoribonucleotide Fusions
title_sort synthesis of aminoglycoside-2′-o-methyl oligoribonucleotide fusions
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2017-05-01
description 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.
topic aminoglycosides
triple helices
oligonucleotide conjugates
url http://www.mdpi.com/1420-3049/22/5/760
work_keys_str_mv AT lottagranqvist synthesisofaminoglycoside2omethyloligoribonucleotidefusions
AT andrzejkraszewski synthesisofaminoglycoside2omethyloligoribonucleotidefusions
AT villetahtinen synthesisofaminoglycoside2omethyloligoribonucleotidefusions
AT pasivirta synthesisofaminoglycoside2omethyloligoribonucleotidefusions
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