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Pregled bibliografske jedinice broj: 815217

The impact of alpha-hydrazino acids embedded in short fluorescent peptides on peptide interactions with DNA and RNA


Suć, Josipa; Tumir, Lidija-Marija; Glavaš-Obrovac, Ljubica; Jukić, Marijana; Piantanida, Ivo; Jerić, Ivanka
The impact of alpha-hydrazino acids embedded in short fluorescent peptides on peptide interactions with DNA and RNA // Organic & biomolecular chemistry, 14 (2016), 21; 4865-4874 doi:10.1039/c6ob00425c (međunarodna recenzija, članak, znanstveni)


Naslov
The impact of alpha-hydrazino acids embedded in short fluorescent peptides on peptide interactions with DNA and RNA

Autori
Suć, Josipa ; Tumir, Lidija-Marija ; Glavaš-Obrovac, Ljubica ; Jukić, Marijana ; Piantanida, Ivo ; Jerić, Ivanka

Izvornik
Organic & biomolecular chemistry (1477-0520) 14 (2016), 21; 4865-4874

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
Hydrazino ; peptidomimetic ; DNA/RNA ; interactions

Sažetak
Series of novel hydrazino-based peptidomimetics and analogues comprising N-terminal lysine and C-terminal phenanthridinyl-L-alanine were prepared. Presented results demonstrate up till now unknown possibility to finely modulate peptide interaction with DNA/RNA by α-hydrazino group insertion and how different positioning of two α-hydrazino groups in peptide controls binding to various double stranded and single stranded DNA and RNA. All peptidomimetics bind with 1-10 micromolar affinity to ds-DNA/RNA, whereby binding mode is combination of electrostatic interactions and hydrophobic interactions within DNA/RNA grooves. Insertion of α-hydrazino group into peptide systematically decreased its fluorimetric response to DNA/RNA binding in line: mono-hydrazino<alternating-hydrazino<sequential-hydrazino group. Binding studies to ss-polynucleotides suggest intercalation of phenanthridine between polynucleotide bases, whereby affinity and fluorimetric response decrease with the number of α-hydrazino groups in peptide sequence. Particularly interesting was interaction of two sequential α-hydrazino acids-peptidomimetic with poly rG, characterised by specific strong increase of CD bands, while all other peptide/ssRNA combinations gave only CD-bands decrease. All mentioned interactions could also be reversibly controlled by pH, due to the protonation of the fluorophore.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Projekt / tema
HRZZ-1302
HRZZ-IP-2013-11-1477 - Višenamjensko očitavanje DNA / RNA sekundarne strukture molekularnim kemijskim senzorima (Ivo Piantanida, )

Ustanove
Institut "Ruđer Bošković", Zagreb,
Medicinski fakultet, Osijek

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • Arts & Humanities Citation Index (A&HCI)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus
  • MEDLINE


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