| Reference | [1]. Ryoji MITSUI, Seiho SHINYA, Yuichi ICHIYAMA, Kenta KUDO, Takuo TSUNO & Mitsuo TANAKA<br />
(2007) Site-Specific and Asymmetric Hydrolysis of Prochiral 2-Phenyl-1,3-propanediol Diacetate by a Bacterial Esterase from an Isolated Strain, Bioscience, Biotechnology, and Biochemistry, 71:8, 1858-1864,<br />
DOI: 10.1271/bbb.70019<br />
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[2]. Chunlei Lin, Yoshikazu Hiraga, Kazuo Masaki, Haruyuki Iefuji, Katsuo Ohkata,<br />
Comparison of the chiral recognition of prochiral substrates in the acetylation reaction by a novel lipase (CSL) from the yeast, Cryptococcus spp. S-2 with immobilized PPL: Enzyme-catalyzed desymmetrization and asymmetrization of prochiral 2-substituted 1,3-propanediols by CSL and immobilized PPL,<br />
Journal of Molecular Catalysis B: Enzymatic, Volume 38, Issue 1,2006, Pages 1-10, ISSN 1381-1177,<br />
https://doi.org/10.1016/j.molcatb.2005.09.012. (https://www.sciencedirect.com/science/article/pii/S138111770500158X) Abstract: In order to elucidate the nature of a novel lipase (CSL), isolated from the yeast Cryptococcus spp. S-2, in chiral recognition by comparison with that of immobilized PPL, the desymmetrization and asymmetrization of prochiral 2-phenyl-1,3-propanediol (1a), 2-benzyl-1,3-propanediol (1b), 2-methyl-2-phenyl-1,3-propanediol (1c), 2-benzyl-2-methyl-1,3-propanediol (1d), 2-ethyl-2-phenyl-1,3-propanediol (1e), and 2-benzyl-2-ethyl-1,3-propanediol (1f) by acetylation was investigated. Acetylation of 1a with excess vinyl acetate by the CSL-enzyme catalyst gave the corresponding monoacetate 2a with high enantioselectivity (80% ee) in 46% yield. Very high levels of desymmetrization were observed in the tertiary systems of 1c–f, giving the corresponding monoacetates 2c–f, respectively, in >97%. In the desymmetrization of diols 1a, 1c, 1d, and 1f, the sense of chiral differentiation of CSL was opposite to that of immobilized porcine pancreatic lipase (PPL). Keywords: Lipase; Desymmetrization; Asymmetrization; 2-Substituted 1,3-propanediol; Cryptococcus
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