Highly efficient asymmetric reduction of arylpropionic aldehydes by horse liver alcohol dehydrogenase through dynamic kinetic resolution.
The enantioselective synthesis of (2S)-2-phenylpropanol and (2S)-2-(4-iso-butylphenyl)propanol ((S)-Ibuprofenol) has been achieved by means of Horse Liver Alcohol Dehydrogenase (HLADH) in buffered aqueous solution or buffered organic solvent mixtures; under the reaction conditions, a dynamic kinetic resolution (DKR) process was realized with good reaction yields and enantiomeric ratios.
Giacomini
Daria
D
Department of Chemistry G. Ciamician, Alma Mater Studiorum University of Bologna, Via Selmi 2, 40126, Bologna, Italy. daria.giacomini@unibo.it
Galletti
Paola
P
Quintavalla
Arianna
A
Gucciardo
Gabriele
G
Paradisi
Francesca
F
D000426:Alcohol Dehydrogenase / Q000378:metabolism*; D000447:Aldehydes / Q000737:chemistry* / Q000378:metabolism*; D000818:Animals; D006736:Horses; D007700:Kinetics; D008099:Liver / Q000201:enzymology*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D020005:Propanols / Q000737:chemistry; D011422:Propionates / Q000737:chemistry*; D012997:Solvents; D013237:Stereoisomerism
D000447:Aldehydes; D020005:Propanols; D011422:Propionates; D012997:Solvents; C439395:1-phenylpropanol; D000426:Alcohol Dehydrogenase; C029658:propionic acid