Synthesis of dipeptides containing photochemically reactive modifiyed tyrosine and evaluation of their dna binding (CROSBI ID 649915)
Prilog sa skupa u zborniku | sažetak izlaganja sa skupa | međunarodna recenzija
Podaci o odgovornosti
Husak, Antonija ; Matić, Josipa ; Piantanida, Ivo ; Basarić, Nikola
engleski
Synthesis of dipeptides containing photochemically reactive modifiyed tyrosine and evaluation of their dna binding
Quinone methides (QMs) are recative intermediates with a potential in the development of new leads for drugs owing to their reactivity with DNA, proteins and enzymes [1]. In particular, some anticancer antibiotics such as mitomycine base their action on metabolic formation of QMs and subsequent DNA cross-linking. Therefore, it is important to investigate different classes of simple QMs as potential anticancer agents. However, QM are reactive intermediates with short inherent lifetimes, so they have to be prepared in situ in the living cells. An excellent methodology for the generation of QMs in the biological systems are photochemical reactions of deamination or dehydration [2]. We have recently demonstrated that tyrosine derivatives can be modified into QM precursors and imbedded in proteins where they remain photochemically reactive [3]. Furthermore, it is known that photo-triggered DNA alkylation by QMs can be significantly enhanced by binding QM precursors to the DNA intercallators [4]. Here we present synthesis of dipeptides 1 and 2 that contain two unnatural amino acids, photochemically reactive tyrosine derivative and aminoacid bearing DNA intercalators- phenantridine [5] or pyrene [6]. Their non-colvalent and photo-triggered covalent DNA binding ability will be investigated.
quinone methides ; peptides ; DNA
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nije evidentirano
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nije evidentirano
nije evidentirano
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Podaci o prilogu
121-121.
2017.
objavljeno
Podaci o matičnoj publikaciji
10th Joint Meeting on Medical Chemistry : Book of Abstracts
Basarić, Nikola ; Namjesnik, Danijel ; Perković, Ivana ; Stepanić, Višnja
Zagreb: Hrvatsko kemijsko društvo
978-953-55232-8-4
Podaci o skupu
10th Joint Meeting of Medicinal Chemistry
poster
25.06.2017-28.06.2017
Dubrovnik, Hrvatska