A1 Vertaisarvioitu alkuperäisartikkeli tieteellisessä lehdessä
Synthesis of Glycosidic (beta-1 ''-> 6,3 ' and 4 ') Site Isomers of Neomycin B and Their Effect on RNA and DNA Triplex Stability
Tekijät: Granqvist Lotta, Tähtinen Ville, Virta Pasi
Kustantaja: MDPI
Julkaisuvuosi: 2019
Journal: Molecules
Tietokannassa oleva lehden nimi: MOLECULES
Lehden akronyymi: MOLECULES
Artikkelin numero: ARTN 580
Vuosikerta: 24
Numero: 3
Sivujen määrä: 13
ISSN: 1420-3049
eISSN: 1420-3049
DOI: https://doi.org/10.3390/molecules24030580
Verkko-osoite: https://www.mdpi.com/1420-3049/24/3/580
Rinnakkaistallenteen osoite: https://research.utu.fi/converis/portal/detail/Publication/39636260
Glycosidic (beta-1 ''-> 6, 3' and 4') site isomers of neomycin B (i.e., neobiosamine (beta-1 ''-> 6, 3' and 4') neamines) have been synthesized in a straightforward manner. Peracetylated neomycin azide was used as a common starting material to obtain neobiosamine glycosyl donor and 6, 3',4'-tri-O-acetyl neamine azide that after simple protecting group manipulation was converted to three different glycosyl acceptors (i.e., 5,6,4'-, 5,3',4'- and 5,6,3'-tri-O-acetyl neamine azide). Glycosylation between the neobiosamine glycosyl donor and the neamine-derived acceptors gave the protected pseudo-tetrasaccharides, which were converted, via global deprotection (deacetylation and reduction of the azide groups), to the desired site isomers of neomycin. The effect of these aminoglycosides on the RNA and DNA triplex stability was studied by UV-melting profile analysis.
Ladattava julkaisu This is an electronic reprint of the original article. |  |
