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Metallated Schiff-Base Macromolecules as Alternative Metalloprotein Electron Transfer Intermediates

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Document pages: 21 pages

Abstract: In the construction of biosensors, enzymes function as mediatorsconverting biological signals generated byspecific biological processes, into electrochemical signals. The ideology ofbio-sensor design is retention of electron transfer activity of the enzymeutilizing superior interfacial architecture. In this work a Schiff-basemacromolecule has been synthesized by reflux of 2, 3-diaminonaphthalene andpyrrole-2-carboxaldehyde starting materials. The Schiff-base ligand wassubsequently complexed with FeCl2?4H2O under reflux,to produce the Fe-Schiff-base complex. The Schiff-base ligand andFe-Schiff-base complex were characterized using nuclear magnetic resonance(NMR) spectroscopy, Ultra Violet Visible (UV Vis) spectroscopy, Fouriertransfer infrared resonance (FTIR) andelectron energy loss spectroscopy (EELS) to confirm the structure of thesynthesis products. NMR spectroscopy confirmed the imide linkage of Schiff-baseformation as two symmetrical peaks at 8.1 and 7.7 ppm respectively. Comparisonof starting materials and product spectra by UV Vis spectroscopy confirmed thedisappearance of the diaminonaphthalene peak at 250 nm as evidence of completeconversion to product. FTIR spectroscopy of the Schiff-base ligandconfirmed the formation of the imine bond at 1595 cm-1. EELS spectracomparing FeCl2?4H2O and the Fe-Schiff-base complex,showed good agreement in the energy loss profiles associated with changes tothe electronic arrangement of Fe d-orbitals. EDS clearly identified a spectralband for Fe (7 - 8 eV) in the Fe-Schiff-base complex. Electrochemicalevaluation of the Fe-Schiff-base complex was compared to the electrochemicalsignature of denatured cytochrome-C using cyclic voltammetry and square wavevoltammetry. The Fe2+ Fe3+ quasi-reversible behavior foriron in the metallated complex was observed at -0.430 V vs. Ag AgCl, which is consistent with reference valuesfor iron in macromolecular structures.

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