Conversion of a Cyanhydrin Compound into S-( - )-3-Phenyllactic Acid by Enantioselective Hydrolytic Activity of Pseudomonas sp. BC-18

Article abstract of DOI:10.1271/bbb.60.1279

A Pseudomonas strain, named BC-18, which can convert racemic phenylacetaldehyde-cyanhydrin (3-phenyllactonitrile) enantioselectively to S-( - )-3-phenyllactic acid (S-PLA), was isolated from soil. Although PLA produced with intact cells contained the S enantiomers of approximately 75% enantiomeric excess (% e.e.), repeated crystallization gave a higher purity (99.8% e.e.) of the S configuration product. Production of S-PLA was significantly increased when 2.0% (w/v) of calcium chloride were added to the reaction mixture for precipitation of S-PLA. Chemical mutagenesis yielded a mutant strain, named BC348-9, with 16 times higher activity (40mU/OD₆₃₀), compared with that of the parent strain (2.5mU/OD₆₃₀). When the mutant strain BC348-9 was used, approximately 18g/OD₆₃₀ was produced, which is 12 times higher than that of the parent strain. The final accumulation of PLA exceeded 6.0%, 1.2 times higher than that of the parent strain.

Full text of DOI:10.1271/bbb.60.1279

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Conversion of a Cyanhydrin Compound into S-(-)-3-
Phenyllactic Acid by Enantioselective Hydrolytic
Activity of Pseudomonas sp. BC-18
Yoshihiro Hashimotoa, Etsuko Kobayashia, Takakazu Endoa, Makoto Nishiyamaab & Sueharu
Horinouchiac
a Central Research Laboratory, Nitto Chemical Industry Co., Ltd., 10–1 Daikoku-cho,
Tsurumi-ku, Yokohama-shi, Kanagawa 230, Japan
b Biotechnology Research Center, The University of Tokyo, Yayoi 1–1–1, Bunkyo-ku, Tokyo
113, Japan
c Department of Biotechnology, The University of Tokyo, Yayoi 1–1–1, Bunkyo-ku, Tokyo
113, Japan
Published online: 12 Jun 2014.
To cite this article: Yoshihiro Hashimoto, Etsuko Kobayashi, Takakazu Endo, Makoto Nishiyama & Sueharu Horinouchi
(1996) Conversion of a Cyanhydrin Compound into S-(-)-3-Phenyllactic Acid by Enantioselective Hydrolytic Activity of
Pseudomonas sp. BC-18, Bioscience, Biotechnology, and Biochemistry, 60:8, 1279-1283, DOI: 10.1271/bbb.60.1279
To link to this article: http://dx.doi.org/10.1271/bbb.60.1279
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