Design of maleimide-functionalised electrodes for covalent attachment of proteins through free surface cysteine groups.
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 (≈7.5 pmol cm(-2) ).
Chemistry, Faculty of Natural and Environmental Sciences, University of Southampton, Southampton, SO17 1BJ (UK).
Emma J
EJ
Wright
Maciej
M
Sosna
Sally
S
Bloodworth
Jeremy D
JD
Kilburn
Philip N
PN
Bartlett
D000081:Acetamides / Q000737:chemistry; D015374:Biosensing Techniques; D003545:Cysteine / Q000737:chemistry*; D045304:Cytochromes c / Q000737:chemistry*; D003959:Diamines / Q000737:chemistry*; D004563:Electrochemistry; D004566:Electrodes; D008301:Maleimides / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D011506:Proteins / Q000737:chemistry*; D013499:Surface Properties
D000081:Acetamides; D003959:Diamines; D008301:Maleimides; D011506:Proteins; C000599309:mono-N-Boc-hexamethylenediamine; D045304:Cytochromes c; C000599308:N-(2-aminoethyl)acetamide; D003545:Cysteine
cyclic voltammetry; electrochemistry; proteins; solid-phase synthesis