Naslov
Anion binding properties of two pentameric homocyclopeptides in acetonitrile and methanol

Autori
Horvat, Gordan ; Petters, Ivan ; Jakuš, Ivana ; Vidović, Nikolina ; Cindro, Nikola ; Speranza, Giovanna ; Tomišić, Vladislav

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

Izvornik
27th Croatian Meeting of Chemists and Chemical Engineers and 5th Symposium Vladimir Prelog : Book of Abstracts / Marković, Dean ; Meštrović, Ernest ; Namjesnik, Danijel ; Tomašić, Vesna - Zagreb : Hrvatsko kemijsko društvo, 2021, 173-173

Skup
27. hrvatski skup kemičara i kemijskih inženjera (27HSKIKI)

Mjesto i datum
Veli Lošinj, Hrvatska, 05.10.2021. - 08.10.2021

Vrsta sudjelovanja
Poster

Vrsta recenzije
Domaća recenzija

Ključne riječi
anion-binding ; cyclohomopeptides ; MD simulation ; NMR ; spectrophotometry ; thermodynamics

Sažetak
A class of macrocyclic compounds that contains amide groups in their backbone and can be used as selective receptors of anionic species are cyclopeptides.[1-2] Rather good complexation properties of these compounds can be attributed to the remarkable hydrogen-bonding donor properties of the amide groups. In addition, the well- structured, yet sufficiently flexible structure of the cyclopeptides, as well as the presence of multiple functional groups oriented in the appropriate direction, with the additional possibility of modifying the peptide backbone and/or the side chains, contribute to the high efficiency and selectivity for anion binding of these receptors. Here we present the studies of halides and oxoanions binding with two penta homocyclopeptide ligands, cyclopentaphenylalanine and cyclopentaleucine. In the case of cyclopentaphenylalanine, binding studies were carried out in acetonitrile by spectrophotometric titrations, making use of the phenyl rings as chromophores, while the affinity of cyclopentaleucine towards anions in methanol was tested by NMR and microcalorimetric titrations. Structural insight regarding the free receptors and their anion complexes was obtained by molecular dynamics simulations. ACKNOWLEDGEMENTS: This work was supported by the Croatian Science Foundation under project IP-2019- 04-9560 (MacroSol). REFERENCES [1] G. Horvat, S. Tarana, N. Vidović, N. Cindro, G. Speranza, V. Tomišić, J. Mol. Liq. 2021, In Press [2] R. B. P. Elmes, K. A. Jolliffe, Chem. Commun. 2015, 51, 4951–4968

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA