Bioinspired design of a hybrid bifunctional enzymatic/organic electrocatalyst for site selective alcohol oxidation. Issue 5 (20th December 2017)

• Record Type: Journal Article
• Authors: Lancaster, Louis; Hickey, David P.; Sigman, Matthew S.; Minteer, Shelley D.; Wheeldon, Ian
• Is Part Of: Chemical communications. Volume 54:Issue 5(2018)
• Page Start: 491
• Page End: 494
• Publication Date: 2017-12-20
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c7cc08548f
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : TEMPO and AdhD were chemically conjugated into a bifunctional catalyst that selectively oxidizes primary and secondary alcohols. Abstract : This work combines the thermostable alcohol dehydrogenase D (AdhD) from Pyrococcus furiosus and the organic electrocatalyst TEMPO to create a bifunctional catalyst that selectively oxidizes primary and secondary alcohols. The active sites function independently, can be switched on by changing reaction conditions, and can selectively oxidize a mixture of 1- and 2-butanol. The NAD + -dependent enzyme catalyses the secondary alcohol oxidation at a rate 3-fold faster than the primary alcohol, while the covalently attached 4-glycidyl-TEMPO oxidizes 1-butanol and has negligible activity toward 2-butanol. This hybrid catalytic approach has potential value for selective alcohol oxidations as well as other electrochemical and enzymatic multistep processes in energy conversion and chemical synthesis.