Naslov
New types of heteroannularly substituted ferrocene peptides

Autori
Bilić, Josipa

Vrsta, podvrsta i kategorija rada
Ocjenski radovi, diplomski rad, diplomski

Fakultet
Prehrambeno-biotehnološki fakultet

Mjesto
Zagreb

Datum
02.07

Godina
2012

Stranica
35

Mentor
Djaković, Senka

Ključne riječi
ferrocene; peptides; oxime; IHB; synthesis; conformational analysis; spectroscopy

Sažetak
Among artificial peptide building blocks the 1, 1'-disubstituted ferrocene scaffold has attracted particular interest because of its unique properties and potential usage in biomedical, nano- and material sciences. Herein we report the synthesis and characterization of unsymmetrical disubstituted ferrocene peptides type I (NOH(CH3)C-Fn-CO-AA-OCH3) and II (NOH(CH3)C-Fn-NH-AA-Boc) with oxime subunit on 1’-cyclopentadienyl ring as potential hydrogen donor/acceptor of hydrogen bond. Prepared bioconjugates I and II were characterized by FTIR, NMR and CD spectroscopy. Conformational analysis of prepared unsymmetrically substituted ferrocene compounds type I and II has shown presence of week to medium intramolecular hydrogen bonds. Positive Cotton effects have been associated with P-helical ferrocene units while negative Cotton effects are considered to be indicative of M-helical ferrocene chromophores which suggest that in this case compounds I form predominantly P-helical conformations while compounds II form M-helical conformations.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

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