Abstract
AbstractThe ferrocene peptide conjugates of diarginine (MeO‐Fc‐Arg‐Arg‐NH2) (1) and aspartic acid [Boc‐Fca‐Asp(OH)‐OH] (2) were found to form a stable 1:1 associate in aqueous solution. The molecular recognition was achieved through a combination of multipoint hydrogen bonding (H‐bonding) sites and a guanidinium‐carboxylate ion pair. The associate stoichiometry was confirmed by using ESI‐MS and NMR experiments; the NMR titration curve shows multiple equilibria with stepwise interconversion from 1:2 → 1:1 binding ratios, and the electrochemical behaviour of the ferrocenyl groups (Fc, Fca) confirm the formation of an ion pair. The CD spectra in the peptide region exhibit a characteristic absorption of a more ordered structure, while the ferrocene helical chirality remains intact. The solid‐state IR measurements exclude the involvement of the amide backbone in the interaction.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
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