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Photophysical properties and photochemical reactivity of tripeptides containing quinone methide precursors


Husak, Antonija; Basarić, Nikola
Photophysical properties and photochemical reactivity of tripeptides containing quinone methide precursors // CECP 2018 - Central European Coference on Photochemistry
Bad Hofgastein, 2018. str. P30-P30 (poster, međunarodna recenzija, sažetak, znanstveni)


Naslov
Photophysical properties and photochemical reactivity of tripeptides containing quinone methide precursors

Autori
Husak, Antonija ; Basarić, Nikola

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
CECP 2018 - Central European Coference on Photochemistry / - Bad Hofgastein, 2018, P30-P30

Skup
CECP 2018 - Central European Coference on Photochemistry

Mjesto i datum
Bad Hofgastein, 04-08.02.2018

Vrsta sudjelovanja
Poster

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
Peptides, tryptophan, quinone methides, photodeamination, DNA binding

Sažetak
Quinone methides (QMs) are reactive intermediates in the chemistry and photochemistry of phenols involved in a large number of chemical and biological processes such as enzyme inhibition, DNA alkylation and cross-linking [1]. Furthermore, it has been demonstrated that QMs exhibit antiproliferative activity, showing potential to be developed into anticancer drugs [2]. One strategy to enhance QMs reactivity with DNA and their antiproliferative activity is to bind the QM precursors to DNA intercallators [3]. We have recently demonstrated that modified tyrosine incorporated in oligopeptides can deliver QMs in the photochemical deamination reaction [3]. Herein we present photophysical properties and photochemical reactivity of tripeptide 1 that contains QM precursor - modified tyrosine and the TrpTrp dipeptide. The TrpTrpTyr sequence was chosen due to its known DNA binding ability [4], as well as fluorescent properties of Trp. Non-covalent and covalent binding of tripeptide 1 to DNA was assayed by fluorescence and CD titrations and by irradiations in the presence of DNA, respectively.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Projekt / tema
HRZZ-IP-2014-09-6312 - Supramolekulska kontrola fotokemijskih reakcija eliminacije (Nikola Basarić, )

Ustanove
Institut "Ruđer Bošković", Zagreb