Naslov
Hydrogen bonding patterns in ferrocene tripeptides

Autori
Kovačević, Monika ; Roca, Sunčica ; Čakić Semenčić, Mojca ; Orešković, Nikolina ; Mezić, Maj ; Radešić, Evelin ; Barišić, Lidija

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

Izvornik
8th CROATIAN MEETING OF CHEMISTS & CHEMICAL ENGINEERS, 6th SYMPOSIUM VLADIMIR PRELOG, BOOK OF ABSTRACTS / Rogošić, Marko - ZAGREB : Hrvatsko društvo kemijskih inženjera i tehnologa (HDKI), 2023, 90-90

Skup
28th CROATIAN MEETING OF CHEMISTS & CHEMICAL ENGINEERS, 6th SYMPOSIUM VLADIMIR PRELOG

Mjesto i datum
Rovinj, Hrvatska, 28.03.2023. - 31.03.2023

Vrsta sudjelovanja
Poster

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
ferocen, sekundarna struktura, konformacijska analiza, peptidomimetici,
(ferrocene, secundary structure, conformational anlysis, peptidomimmetics,)

Sažetak
To achieve the desired biological activity of synthetically produced peptides, several properties are important, such as peptide hydrophobicity, net charge, amphipathic nature, and secondary structure. [1] The secondary structure of ferrocene-derived peptidomimetics can be tuned by the number and type of constitutive amino acids, modification of their chirality, and bulkiness of C- and N-protecting groups, starting from the choice of ferrocene backbone: ferrocene amino acid (Fca) or symmetrically disubstituted ferrocene diacid (−OC−Fn−CO−) and diamine (−NH−Fn−NH−). Our study of ferrocene diamine derived peptides started with Y-Ala-NH-Fn-NH-Ala-Y (Ia, Y=Ac, Boc) and was extended by the preparation of their homologues Ac-AA-NH-Fn-NH-AA- Boc (Ib, AA=Val, Leu, Phe). [2-5] To find out how the side chain of amino acids affects the pattern of hydrogen bonding, we decided to replace an Ala residue with hydrophobic L- and D-amino acids (Leu, Val and Phe) to generate peptidomimetics II (Fig. 1). To investigate whether the dipeptides II adopt ordered conformations supported by IHBs in solution, we performed IR, NMR and CD spectroscopic studies.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA