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Highly Efficient Oxidation of Amines to Aldehydes with Flow‐based Biocatalysis
Author(s) -
Contente Martina L.,
Dall'Oglio Federica,
Tamborini Lucia,
Molinari Francesco,
Paradisi Francesca
Publication year - 2017
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201701147
Subject(s) - biocatalysis , chemistry , transaminase , aqueous solution , substrate (aquarium) , aldehyde , organic chemistry , amine gas treating , combinatorial chemistry , chromatography , catalysis , reaction mechanism , enzyme , oceanography , geology
A new mild and efficient process for the aqueous preparation of aldehydes, which are employed as flavour and fragrance components in food, beverage, cosmetics, as well as in pharmaceuticals, was developed using a continuous‐flow approach based on an immobilised pure transaminase‐packed bed reactor. HEWT, an ω‐transaminase from the haloadapted bacterium Halomonas elongata, has been selected for its excellent stability and substrate scope. Sixteen different amines were rapidly (3–15 min) oxidised to the corresponding aldehydes (90 to 99 %) with only 1 to 5 equivalents of sodium pyruvate. The process was fully automated, allowing for the in‐line recovery of the pure aldehydes (chemical purity >99 % and isolated yields above 80 %), without any further work‐up procedure.