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Design of Maleimide‐Functionalised Electrodes for Covalent Attachment of Proteins through Free Surface Cysteine Groups
Author(s) -
Wright Emma J.,
Sosna Maciej,
Bloodworth Sally,
Kilburn Jeremy D.,
Bartlett Philip N.
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201400246
Subject(s) - maleimide , covalent bond , chemistry , acetamide , amide , cysteine , redox , polymer chemistry , monolayer , hexamethylenediamine , electrochemistry , electrode , thiol , self assembled monolayer , combinatorial chemistry , organic chemistry , polyamide , enzyme , biochemistry
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 ).