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izvor podataka: crosbi

The size of aryl linker between two polyaza-cyclophane moieties controls the binding selectivity to ds-RNA vs ds-DNA (CROSBI ID 189774)

Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija

González-García, Jorge ; Uzelac, Lidija ; Kralj, Marijeta ; Llinares, José M. ; García-España, Enrique ; Piantanida, Ivo The size of aryl linker between two polyaza-cyclophane moieties controls the binding selectivity to ds-RNA vs ds-DNA // Organic & biomolecular chemistry, (2013), 11; 2154-2161. doi: 10.1039/c3ob00032j

Podaci o odgovornosti

González-García, Jorge ; Uzelac, Lidija ; Kralj, Marijeta ; Llinares, José M. ; García-España, Enrique ; Piantanida, Ivo

engleski

The size of aryl linker between two polyaza-cyclophane moieties controls the binding selectivity to ds-RNA vs ds-DNA

Aryl-linked (pyridine- vs. phenanthroline-) bis- polyaza pyridinophane scorpiands PYPOD and PHENPOD strongly bind to the double stranded DNA and RNA, whereby very intriguing RNA over DNA selectivity is finely tuned by aryl-linker length and aromatic surface. Moreover, PYPOD and PHENPOD dimer formation at high compound/polynucleotide ratios is highly sensitive to the fine interplay between steric and binding properties of compound-dimers and DNA minor groove/RNA major groove. That is demonstrated by significantly different induced CD spectra, which allow spectroscopic differentiation between various DNA/RNA secondary structures. Significantly higher (micromolar) antiproliferative effect of PYPOD and PHENPOD on human cell lines with respect to previously reported pyridine-based tripodal aliphatic polyamines is attributed to masked positive charges and increased hydrophobicity of novel compounds, resulting in more efficient membrane permeation and cellular uptake.

polyaza-cyclophane ; DNA ; RNA ; selectivity ; antiproliferative activity

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Podaci o izdanju

(11)

2013.

2154-2161

objavljeno

1477-0520

10.1039/c3ob00032j

Povezanost rada

Kemija, Temeljne medicinske znanosti

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