Marine Microorganisms as Source of Stereoselective Esterases and Ketoreductases: Kinetic Resolution of a Prostaglandin Intermediate

Handle URI:
http://hdl.handle.net/10754/575616
Title:
Marine Microorganisms as Source of Stereoselective Esterases and Ketoreductases: Kinetic Resolution of a Prostaglandin Intermediate
Authors:
De Vitis, Valerio; Guidi, Benedetta; Contente, Martina Letizia; Granato, Tiziana Mariarita; Conti, Paola; Molinari, Francesco; Crotti, Elena; Mapelli, Francesca; Borin, Sara S.; Daffonchio, Daniele ( 0000-0003-0947-925X ) ; Romano, Diego
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.
KAUST Department:
Biological and Environmental Sciences and Engineering (BESE) Division; Bioscience Program; Extreme Systems Microbiology Lab
Publisher:
Springer Nature
Journal:
Marine Biotechnology
Issue Date:
30-Sep-2014
DOI:
10.1007/s10126-014-9602-z
Type:
Article
ISSN:
14362228
Sponsors:
F. Mapelli was supported by the Universita degli Studi di Milano, DeFENS, European Social Fund (FSE) and Regione Lombardia (Contract "Dote Ricerca"). This work was supported by the European Community FP7-KBBE.2012.3.2-02 project MACUMBA, grant agreement N. 311975.
Appears in Collections:
Articles; Bioscience Program; Biological and Environmental Sciences and Engineering (BESE) Division

Full metadata record

DC FieldValue Language
dc.contributor.authorDe Vitis, Valerioen
dc.contributor.authorGuidi, Benedettaen
dc.contributor.authorContente, Martina Letiziaen
dc.contributor.authorGranato, Tiziana Mariaritaen
dc.contributor.authorConti, Paolaen
dc.contributor.authorMolinari, Francescoen
dc.contributor.authorCrotti, Elenaen
dc.contributor.authorMapelli, Francescaen
dc.contributor.authorBorin, Sara S.en
dc.contributor.authorDaffonchio, Danieleen
dc.contributor.authorRomano, Diegoen
dc.date.accessioned2015-08-24T08:34:16Zen
dc.date.available2015-08-24T08:34:16Zen
dc.date.issued2014-09-30en
dc.identifier.issn14362228en
dc.identifier.doi10.1007/s10126-014-9602-zen
dc.identifier.urihttp://hdl.handle.net/10754/575616en
dc.description.abstractA 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.en
dc.description.sponsorshipF. Mapelli was supported by the Universita degli Studi di Milano, DeFENS, European Social Fund (FSE) and Regione Lombardia (Contract "Dote Ricerca"). This work was supported by the European Community FP7-KBBE.2012.3.2-02 project MACUMBA, grant agreement N. 311975.en
dc.publisherSpringer Natureen
dc.rightsThe final publication is available at Springer via http://dx.doi.org/10.1007/s10126-014-9602-zen
dc.subjectBiocatalysisen
dc.subjectDeep-sea hypersaline anoxic basins (DHABs)en
dc.subjectEsteraseen
dc.subjectKetoreductaseen
dc.subjectMarine enzymesen
dc.subjectProstaglandinen
dc.subjectStereoselectiveen
dc.titleMarine Microorganisms as Source of Stereoselective Esterases and Ketoreductases: Kinetic Resolution of a Prostaglandin Intermediateen
dc.typeArticleen
dc.contributor.departmentBiological and Environmental Sciences and Engineering (BESE) Divisionen
dc.contributor.departmentBioscience Programen
dc.contributor.departmentExtreme Systems Microbiology Laben
dc.identifier.journalMarine Biotechnologyen
dc.eprint.versionPost-printen
dc.contributor.institutionDepartment of Food Environmental and Nutritional Sciences (DEFENS), University of Milan, via Mangiagalli 25Milan, Italyen
dc.contributor.institutionDepartment of Pharmaceutical Sciences (DISFARM), University of Milan, via Mangiagalli 25Milan, Italyen
kaust.authorDaffonchio, Danieleen
All Items in KAUST are protected by copyright, with all rights reserved, unless otherwise indicated.