Stereoelectronic effects in the reaction of aromatic substrates catalysed by Halomonas elongata transaminase and its mutants

Contente, Martina Letizia; Planchestainer, Matteo; Molinari, Francesco; Paradisi, Francesca

Abstract

A transaminase from Halomonas elongata and four mutants generated by an in silico-based design, were recombinantly produced in E. coli, purified and applied to the amination of mono-substituted aromatic carbonyl-derivatives. While benzaldehyde derivatives resulted excellent substrates, only NO2-acetophenones were transformed into the (S)-amine with high enantioselectivity. The different behaviour of wild-type and mutated transaminases was assessed by in silico substrate binding mode studies.

Citation

Contente, M. L., Planchestainer, M., Molinari, F., & Paradisi, F. (in press). Stereoelectronic effects in the reaction of aromatic substrates catalysed by Halomonas elongata transaminase and its mutants. Organic and Biomolecular Chemistry, 14, https://doi.org/10.1039/C6OB01629D

• Journal Article Type: Article
• Acceptance Date: Sep 6, 2016
• Online Publication Date: Sep 6, 2016
• Deposit Date: Nov 29, 2016
• Publicly Available Date: Nov 29, 2016
• Journal: Organic and Biomolecular Chemistry
• Print ISSN: 1477-0520
• Electronic ISSN: 1477-0539
• Publisher: Royal Society of Chemistry
• Peer Reviewed: Peer Reviewed
• Volume: 14
• DOI: https://doi.org/10.1039/C6OB01629D
• Public URL: https://nottingham-repository.worktribe.com/output/818927
• Publisher URL: http://pubs.rsc.org/en/Content/ArticleLanding/2016/OB/C6OB01629D#!divAbstract