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Chemo-enzymatic synthesis of 3-(2-naphthyl)- L-alanine by an aminotransferase from the extreme thermophile, Thermococcus profundus |
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| Authors: | Satoshi Hanzawa Seigo Oe Kenji Tokuhisa Kazuhisa Kawano Tetsuo Kobayashi Toshiaki Kudo Hitoshi Kakidani |
| Affiliation: | (1) Tokyo Research Center, Tosoh Corporation, 2743-1 Hayakawa, Ayase-shi, Kanagawa, 252-1123, Japan;(2) Department of Biological Mechanisms and Function, Graduate School of Bioagricultural Science, Nagoya University, Furo-cho, Chikusa-ku, Nagoya-shi, Aichi, 464-8601, Japan;(3) Laboratory of Microbiology, The Institute of Physical and Chemical Research (RIKEN), 2-1, Hirosawa, Wako-shi, Saitama, 351-0198, Japan |
| Abstract: | Hyper-thermostable aminotransferase from Thermococcus profundus (MsAT) was used to synthesize 3-(2-naphthyl)-l-alanine (Nal) by transamination between its corresponding  -keto acid, 3-(2-naphthyl)pyruvate (NPA) and l-glutamate (Glu) at 70 °C. Equilibrium of this reaction was shifted toward Nal production due to its low solubility, giving rise to Nal precipitate. Optically pure Nal (>99% ee) was synthesized with 93% (mol mol–1) yield from 180 mM NPA and 360 mM Glu. |
| Keywords: | aminotransferase hyper-thermophile naphthylalanine unnatural amino acid |
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