title: Practical resolution system for DL-pantoyl lactone using the lactonase from Fusarium oxysporum.
abstract: We developed an enzymatic resolution system for DL-pantoyl lactone that uses immobilized mycelia of Fusarium oxysporum, which produce a lactone-hydrolyzing enzyme (lactonase). The lactonase catalyzes the stereospecific hydrolysis of D-pantoyl lactone. One hundred eighty repeated batch reactions (total reaction time, 3780 h) were made with mycelia entrapped in calcium alginate gels as the catalyst, in the presence of 90 mM CaCl2. With a 300 gl(-1)DL-pantoyl lactone solution as the substrate, the hydrolysis rate for DL-pantoyl lactone was > 40% and the optical purity of D-pantoic acid was 90% enantiomer excess. Immobilized mycelia retained 70% of their initial lactonase activity, even after 180 batch reactions. The estimated half-life of the lactonase activity of the immobilized mycelia was 6000 h, which is 35 times higher than that of the free mycelia. The process has been exploited commercially since 1999.
authors.affiliation: Technical Department, Daiichi Fine Chemical Co., Ltd., 530 Chokeiji, Toyama 933-8511, Japan.
authors.forename: Keiji
authors.initials: K
authors.lastname: Sakamoto
authors.forename: Kohsuke
authors.initials: K
authors.lastname: Honda
authors.forename: Koichi
authors.initials: K
authors.lastname: Wada
authors.forename: Shinji
authors.initials: S
authors.lastname: Kita
authors.forename: Kazuya
authors.initials: K
authors.lastname: Tsuzaki
authors.forename: Hanae
authors.initials: H
authors.lastname: Nose
authors.forename: Michihiko
authors.initials: M
authors.lastname: Kataoka
authors.forename: Sakayu
authors.initials: S
authors.lastname: Shimizu
mesh_terms: D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000737:chemistry / Q000378:metabolism; D002265:Carboxylic Ester Hydrolases / Q000737:chemistry / Q000378:metabolism*; D002384:Catalysis; D004789:Enzyme Activation; D004800:Enzymes, Immobilized; D005670:Fusarium / Q000201:enzymology*; D025282:Mycelium / Q000737:chemistry / Q000378:metabolism*; D010865:Pilot Projects
chemical_list: D004800:Enzymes, Immobilized; C005412:pantolactone; D002265:Carboxylic Ester Hydrolases; C416845:pantoyl lactone hydrolase; D015107:4-Butyrolactone