Journal
CHEMCATCHEM
Volume 12, Issue 4, Pages 995-998Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cctc.201902128
Keywords
arylethylamines; biocatalysis; enzyme cascades; ammonia lyases; decarboxylases
Categories
Funding
- RCUK [BB/L013762/1, BB/M027791/1, BB/M02903411, BB/M028836/1]
- ERC [788231-ProgrES-ERC-2017-ADG]
- European Union [289646, 115360]
- EFPIA companies'
- BBSRC [BB/M028836/1, BB/M027791/1, BB/L013762/1] Funding Source: UKRI
- EPSRC [EP/S01778X/1] Funding Source: UKRI
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The conversion of carboxylic acids, such as acrylic acids, to amines is a transformation that remains challenging in synthetic organic chemistry. Despite the ubiquity of similar moieties in natural metabolic pathways, biocatalytic routes seem to have been overlooked for this purpose. Herein we present the conception and optimisation of a two-enzyme system, allowing the synthesis of beta-phenylethylamine derivatives from readily-available ring-substituted cinnamic acids. After characterisation of both parts of the reaction in a two-step approach, a set of conditions allowing the one-pot biotransformation was optimised. This combination of a reversible deaminating and irreversible decarboxylating enzyme, both specific for the amino acid intermediate in tandem, represents a general method by which new strategies for the conversion of carboxylic acids to amines could be designed.
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