Two series of peptides of different length and rigidity, based on the strongly helicogenic α-aminoisobutyric acid (Aib) residue and containing a terminal ferrocene (Fc) unit, Fc−CO-(Aib)n−OMe (An, n = 1−5, OMe, methoxy) and Z−(Aib)n−NH−Fc (Bn, n = 1−5, Z, benzyloxycarbonyl), were prepared and investigated. We utilized the oxidation-state sensitive, spectroscopic tags of peptides, the CO and NH groups, to map charge delocalization triggered by oxidation of the terminal ferrocene.
Mapping charge delocalization in a peptide chain triggered by oxidation of a terminal ferrocene moiety
MORETTO, ALESSANDRO;DONOLI, ALESSANDRO;CARDENA, ROBERTA;TONIOLO, CLAUDIO;SANTI, SAVERIO
2010
Abstract
Two series of peptides of different length and rigidity, based on the strongly helicogenic α-aminoisobutyric acid (Aib) residue and containing a terminal ferrocene (Fc) unit, Fc−CO-(Aib)n−OMe (An, n = 1−5, OMe, methoxy) and Z−(Aib)n−NH−Fc (Bn, n = 1−5, Z, benzyloxycarbonyl), were prepared and investigated. We utilized the oxidation-state sensitive, spectroscopic tags of peptides, the CO and NH groups, to map charge delocalization triggered by oxidation of the terminal ferrocene.
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