tailieunhanh - Báo cáo khoa học: New application of firefly luciferase ) it can catalyze the enantioselective thioester formation of 2-arylpropanoic acid

We introduce a new application of firefly luciferase (EC ). The firefly luciferases belong to a large superfamily that includes rat liver long-chain acyl-CoA synthetase (LACS1). LACS1 is the enzyme that is involved in the deracemization process of 2-arylpropanoic acid and catalyzes the enantioselective thioester formation of R-acids. | ỊFEBS Journal New application of firefly luciferase - it can catalyze the enantioselective thioester formation of 2-arylpropanoic acid Dai-Ichiro Kato1 Keisuke Teruya1 Hiromitsu Yoshida1 Masahiro Takeo1 Seiji Negoro1 and Hiromichi Ohta2 1 Graduate Schoolof Engineering University of Hyogo Japan 2 Department of Biosciences and Informatics Keio University Japan Keywords acyl-CoA synthetase enantiomer firefly luciferase kinetic resolution nonsteroidal anti-inflamatory drugs Correspondence . Kato Graduate Schoolof Engineering University of Hyogo 2167 Shosha Himeji Hyogo 671-2201 Japan Fax 81 79 267 4891 Tel 81 79 267 4969 E-mail kato@ Received 22 February 2007 revised 4 June 2007 accepted 5 June 2007 doi We introduce a new application of firefly luciferase EC . The firefly luciferases belong to a large superfamily that includes rat liver long-chain acyl-CoA synthetase LACS1 . LACS1 is the enzyme that is involved in the deracemization process of 2-arylpropanoic acid and catalyzes the enantioselective thioester formation of R-acids. Based on the similarity of the reaction mechanisms and the sequences between firefly luciferase and LACS1 we predicted that firefly luciferase also has thioesterification activity toward 2-arylpropanoic acid. From an investigation using three kinds of luciferases from North American firefly and Japanese fireflies we have confirmed that these luciferases exhibit an enantioselective thioester formation activity and the R-form is transformed to a thioester in preference to the S-form in the presence of ATP Mg2 and CoASH. The enantiomeric excesses of unreacted recovered acid and thioester were determined by chiral phase HPLC analysis and the resulting 2-arylpropanoyl-CoAs were identified by high resolution mass spectroscopy. The Km and kcat values of thermostable luciferase from Luciola lateralis LUC-H toward ketoprofen were determined as mM and s-1 respectively. The .

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