Occurrence of Taurine-Pyruvate Aminotransferase in Bacterial Extract |
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| Authors: | Seizen Toyama Koshin Miyasato Masaaki Yasuda Kenji Soda |
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| Affiliation: | 1. Department of Agricultural and Biological Chemistry, Ryukyu University, Naha, Okinawa 903, Japan;2. Institute for Chemical Research, Kyoto University, Uji, Kyoto-fu611, Japan |
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| Abstract: | Natural ( + )-(1R,2S,3S)-methyl cucurbate (1b) and the ( – )-δ-lactone of 3-epi-cucurbic acid (16) were synthesized from (+)-(1R,6S,7R)-bicyclo [4.3.0] non-3-en-7-ol (5). Asymmetric hydrolysis of the acetate (8) of ( ± )-5 with pancreatin gave optically pure the ( + )-(7R)-alcohol (5) and (–)-(7S)-acetate (8). An ozonolysis product of ( + )-5 was transformed to ( – )-16 and ( + )-(3S)-1b with inversion of the (7R)-hydroxyl group. Similarly, unnatural (–)-1b and (+)-16 were prepared from optically pure ( — )-5. The growth inhibitory activities of these synthesized chiral compounds toward lettuce seedlings were examined. |
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