Design of maleimide-functionalised electrodes for covalent attachment of proteins through free surface cysteine groups

Article abstract of DOI:10.1002/chem.201400246

Mixed two-component monolayers on glassy carbon are prepared by electrochemical oxidation of N-(2-aminoethyl)acetamide and mono-N-Boc- hexamethylenediamine in mixed solution. Subsequent N-deprotection, amide coupling and solid-phase synthetic steps lead to electrode-surface functionalisation with maleimide, with controlled partial coverage of this cysteine-binding group at appropriate dilution for covalent immobilisation of a model redox-active protein, cytochrome c, with high coverage (≈7.5pmolcm ^-2). In the mix: A controlled approach to the modification of carbon electrodes with maleimide groups is described for the efficient immobilisation of bovine heart cytochrome c, which is a redox-active model for proteins with free surface cysteine residues (see figure; PG=protecting group, GC=glassy carbon).