N-(2-ferrocene-ethyl)maleimide: a new electroactive sulphydryl-specific reagent for cysteine-containing peptides and proteins.
We report the synthesis and application of a specific electroactive label, N-(2-ferrocene-ethyl)maleimide, which provides new redox properties to organic compounds and proteins possessing sulphydryl groups. Its reaction conditions with the cysteine-containing peptide, glutathione, and a terminal monooxygenase enzyme, cytochrome P450cam are presented. The labelled peptide and enzyme acquired reversible electrochemical properties due to the attached ferrocene moiety.
Di Gleria
K
K
New Chemistry Laboratory, University of Oxford, UK.
Hill
H A
HA
Wong
L L
LL
D001409:Bacillus cereus / Q000201:enzymology; D019475:Camphor 5-Monooxygenase; D003545:Cysteine / Q000737:chemistry*; D003577:Cytochrome P-450 Enzyme System / Q000737:chemistry; D004563:Electrochemistry; D004926:Escherichia coli / Q000201:enzymology; D005296:Ferrous Compounds / Q000138:chemical synthesis / Q000737:chemistry; D005978:Glutathione / Q000737:chemistry; D008301:Maleimides / Q000138:chemical synthesis / Q000737:chemistry; D000075163:Metallocenes; D006899:Mixed Function Oxygenases / Q000737:chemistry; D010084:Oxidation-Reduction; D010455:Peptides / Q000737:chemistry*; D011506:Proteins / Q000737:chemistry*; D013439:Sulfhydryl Reagents / Q000138:chemical synthesis / Q000737:chemistry; D001618:beta-Lactamases / Q000737:chemistry
D005296:Ferrous Compounds; D008301:Maleimides; D000075163:Metallocenes; C100759:N-(2-ferrocene-ethyl)maleimide; D010455:Peptides; D011506:Proteins; D013439:Sulfhydryl Reagents; D003577:Cytochrome P-450 Enzyme System; D006899:Mixed Function Oxygenases; D019475:Camphor 5-Monooxygenase; D001618:beta-Lactamases; D005978:Glutathione; D003545:Cysteine