title: Marine microorganisms as source of stereoselective esterases and ketoreductases: kinetic resolution of a prostaglandin intermediate.
abstract: A screening among bacterial strains isolated from water-brine interface of the deep hypersaline anoxic basins (DHABs) of the Eastern Mediterranean was carried out for the biocatalytical resolution of racemic propyl ester of anti-2-oxotricyclo[2.2.1.0]heptan-7-carboxylic acid (R,S)-1, a key intermediate for the synthesis of D-cloprostenol. Bacillus horneckiae 15A gave highly stereoselective reduction of (R,S)-1, whereas Halomonas aquamarina 9B enantioselectively hydrolysed (R,S)-1; in both cases, enantiomerically pure unreacted (R)-1 could be easily recovered and purified at molar conversion below 57-58%, showing the potential of DHAB extremophile microbiome and marine-derived enzymes in stereoselective biocatalysis.
authors.affiliation: Department of Food Environmental and Nutritional Sciences (DEFENS), University of Milan, via Mangiagalli 25, 20133, Milan, Italy.
authors.forename: Valerio
authors.initials: V
authors.lastname: De Vitis
authors.forename: Benedetta
authors.initials: B
authors.lastname: Guidi
authors.forename: Martina Letizia
authors.initials: ML
authors.lastname: Contente
authors.forename: Tiziana
authors.initials: T
authors.lastname: Granato
authors.forename: Paola
authors.initials: P
authors.lastname: Conti
authors.forename: Francesco
authors.initials: F
authors.lastname: Molinari
authors.forename: Elena
authors.initials: E
authors.lastname: Crotti
authors.forename: Francesca
authors.initials: F
authors.lastname: Mapelli
authors.forename: Sara
authors.initials: S
authors.lastname: Borin
authors.forename: Daniele
authors.initials: D
authors.lastname: Daffonchio
authors.forename: Diego
authors.initials: D
authors.lastname: Romano
mesh_terms: D000429:Alcohol Oxidoreductases / Q000096:biosynthesis*; D001407:Bacillus / Q000378:metabolism*; D001709:Biotechnology / Q000379:methods; D002264:Carboxylic Acids / Q000378:metabolism*; D002384:Catalysis; D003008:Cloprostenol / Q000378:metabolism; D004950:Esterases / Q000096:biosynthesis*; D020632:Halomonas / Q000378:metabolism*; D008522:Mediterranean Sea; D054712:Salinity; D012623:Seawater / Q000382:microbiology*; D013045:Species Specificity; D013237:Stereoisomerism
chemical_list: D002264:Carboxylic Acids; D003008:Cloprostenol; D000429:Alcohol Oxidoreductases; D004950:Esterases