C2-Symmetric Ferrocene-Bis(ureido)peptides : Synthesis, Conformation and Solid-State Structure (CROSBI ID 157850)
Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija
Podaci o odgovornosti
Lapić, Jasmina ; Djaković, Senka ; Cetina, Mario ; Heinze, Katja ; Rapić, Vladimir
engleski
C2-Symmetric Ferrocene-Bis(ureido)peptides : Synthesis, Conformation and Solid-State Structure
The extension of peptide derivatives of ferrocene-1, 1-dicarboxylic acid by formal insertion of NH units between ferrocene and peptide strands results in ferrocene-bis(ureido)peptides. Experimentally, alanine and dialanine methyl esters were attached to the 1- and 1-position of 1, 1-diisocyanoferrocene to give the corresponding bis(ureido)peptide derivatives 3 and 4. The conformation of 3 has been determined in the solid state by X-ray crystallography. In solution the preferred conformation of 3 and 4 has been elucidated by NMR, IR and CD spectroscopy in concert with DFT calculations. The secondary structure of ferrocene-bis(ureido)peptides 3 and 4 is determined by double bifurcated intramolecular hydrogen bonds (IHBs). The different stability of the secondary structures of 3 and 4 is due to different types of IHBs.
conformation analysis; density functional calculations; hydrogen bonds; metallocenes; peptides
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Podaci o izdanju
(1)
2010.
106-114
objavljeno
1434-1948
10.1002/ejic.200900679