TY - JOUR
T1 - Lipase activity and enantioselectivity of whole cells from a wild-type Aspergillius flavus strain
AU - Solarte, Carmen
AU - Yara-Varón, Edinson
AU - Eras, Jordi
AU - Torres, Mercè
AU - Balcells, Mercè
AU - Canela-Garayoa, Ramon
N1 - Funding Information:
This work was supported in part by a Grant-in-Aid for the Secretaría de Estado de Política Científica y Tecnológica of the Spanish Ministry of Education and Culture (contract grant number: CTQ2009-14699-C02-01 ). The authors are grateful to the Comissionat per a Universitats i Recerca del Departament d’Innovació, Universitats i Empresa de la Generalitat de Catalunya and to the European social Fund (EFS) for the FI grant of Carmen Solarte Orozco and to the Vicerrectorat de Recerca de l’Universitat de Lleida for the UdL grant of Edinson Yara Varón. We also thank Tania Yates for the proofreading of the manuscript.
PY - 2014/2
Y1 - 2014/2
N2 - This study reports the high enantiomeric preference of whole cell lipase from Aspergillus flavus wild-type that allows the preparation of a chiral secondary alcohol. Whole cells prepared from a wild-type Aspergillus flavus strain were used as biocatalysts to prepare (R)-1-phenylethyl acetate. (R)-1-Phenylethanol was esterified into (R)-1-phenylethyl acetate with a 94.6% enantiomeric excess (ee) within 24 h at 40 C and (S)-1-phenylethanol remained in the reaction medium with a >99%ee. Besides, this biocatalyst allows the preparation of ethyl laurate and a mixture of 2-chloro-1-(chloromethyl)ethyl acrylate and 2,3-dichloro-1-propyl acrylate. The ethyl laurate yield was 96%, whereas the synthesis of a mixture of the acrylate regioisomers, 2-chloro-1-(chloromethyl)ethyl acrylate and 2,3-dichloro-1-propyl acrylate gave similar yields to those obtained using commercial lipases.
AB - This study reports the high enantiomeric preference of whole cell lipase from Aspergillus flavus wild-type that allows the preparation of a chiral secondary alcohol. Whole cells prepared from a wild-type Aspergillus flavus strain were used as biocatalysts to prepare (R)-1-phenylethyl acetate. (R)-1-Phenylethanol was esterified into (R)-1-phenylethyl acetate with a 94.6% enantiomeric excess (ee) within 24 h at 40 C and (S)-1-phenylethanol remained in the reaction medium with a >99%ee. Besides, this biocatalyst allows the preparation of ethyl laurate and a mixture of 2-chloro-1-(chloromethyl)ethyl acrylate and 2,3-dichloro-1-propyl acrylate. The ethyl laurate yield was 96%, whereas the synthesis of a mixture of the acrylate regioisomers, 2-chloro-1-(chloromethyl)ethyl acrylate and 2,3-dichloro-1-propyl acrylate gave similar yields to those obtained using commercial lipases.
KW - (R)-1-Phenylethyl acetate
KW - 2,3-Dichloro-1-propyl acrylate
KW - 2-Chloro-1-(chloromethyl)ethyl acrylate
KW - Aspergillus flavus
KW - Ethyl laurate
UR - http://www.scopus.com/inward/record.url?scp=84891540792&partnerID=8YFLogxK
U2 - 10.1016/j.molcatb.2013.12.005
DO - 10.1016/j.molcatb.2013.12.005
M3 - Article
AN - SCOPUS:84891540792
SN - 1381-1177
VL - 100
SP - 78
EP - 83
JO - Journal of Molecular Catalysis B: Enzymatic
JF - Journal of Molecular Catalysis B: Enzymatic
ER -