A New Metabolite of Tryptophan, Chromopyrrolic Acid, Produced by Chromobacterium violaceum
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概要
- 論文の詳細を見る
In order to trap the biosynthetic intermediate of violacein, a number of mutants were prepared. A novel tryptophan metabolite was produced by the administration of tryptophan to washed whole cells of the mutant of Chromobacterium violaceum. The chemical structure was determined to be 3,4-di-(3-indolyl)-pyrrole 2,5-dicarboxylic acid on the bases of ^1H- and ^<13>C-NMR spectra, and MS data. This compound was named chromopyrrolic acid, and was also detected in the various metabolites produced by the parent strain, although the amount produced was somewhat smaller. The structure of chromopyrrolic acid was closely related to that of violacein and deoxyviolacein. The pyrrole dicarboxylic acid moiety of chromopyrrolic acid was biosynthesized by condensation reactions of the tryptophan side chains of two tryptophan molecules, as was found in the biosynthesis of violacein. However, the 1,2-shift of the indole ring that was found in the biosynthesis of violacein did not occur. To confirm whether or not chromopyrrolic acid was a biosynthetic intermediate, a feeding experiment with radiolabeled chromopyrrolic acid was carried out. The incorporation into violacein analogues failed, indicating that chromopyrrolic acid was produced independently of violacein biosynthesis.
- 社団法人日本農芸化学会の論文
- 1993-05-23
著者
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HOSHINO Tsutomu
Department of Applied Biological Chemistry, Faculty of Agriculture and Graduate School of Science an
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KITA Kiyoshi
Department of Biomedical Chemistry, Graduate School of Medicine, The University of Tokyo
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HAYASHI Toru
Department of Surgery, Isehara Kyodo Hospital
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KOJIMA Yoshihiro
EcoTopia Science Institute, Nagoya University
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KOJIMA Yoshihiro
Department of Quantum Engineering, Nagoya University
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Kaneko Kimiyoshi
Department Of Biomedical Chemistry Graduate School Of Medicine The University Of Tokyo
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Hayashi T
Kobe Univ. Kobe Jpn
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Hoshino T
Niigata Univ. Niigata Jpn
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Uchiyama Takeo
Department of Agricultural Chemistry, Faculty of Agriculture, Niigata University
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Kaneko Kimiyoshi
Niigata College of Pharmacy
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Uchiyama T
Department Of Applied Biological Chemistry Faculty Of Agriculture Niigata University
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Uchiyama Takeo
Department Of Agricultural Chemistry Faculty Of Agriculture Niigata University
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Kojima Y
Ecotopia Science Institute Nagoya University
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Kojima Yoshihiro
Ecotopia Science Institute Nagoya University
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Kojima Yoshihiro
Department Of Chemistry Graduate School Of Science Hiroshima University
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Kojima Yoshihiro
Research Centre For Advanced Waste And Emission Management Nagoya University
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Kaneko K
Department Of Biomedical Chemistry Graduate School Of Medicine The University Of Tokyo
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Uchiyama T
Faculty Of Agriculture Niigata University
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Hoshino Tsutomu
Department Of Applied Biological Chemistry Faculty Of Agriculture And Graduate School Of Science And
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Hoshino T
Research Institute Of Genome-based Biofactory National Institute Of Advanced Industrial Science And
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Hayashi Toru
Department Of Pharmacology Asahi University School Of Dentistry
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Hoshino Tsutomu
Department Of Agricultural Chemistry Faculty Of Agriculture Niigata University
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Hoshino Tsutomu
Department Of Applied Biological Chemistry Faculty Of Agriculture And Graduate School Of Science And
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Hoshino Tsutomu
Graduate School Of Science And Technology Faculty Of Agriculture Niigata University:(present Address
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Hoshino Tsutomu
Department Of Applied Biological Chemistry Faculty Of Agriculture And Graduate School Of Science And
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Hoshino Tsutomu
Graduate School Of Science And Technology And Department Of Applied Biolobical Chemistry Faculty Of
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Hayashi Toru
Department Of Internal Medicine Tokyo Medical University
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Hayashi Toru
Department of Dental Pharmacology, Asahi University School of Dentistry, Japan
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HAYASHI Toru
Department of Dental Pharmacology, Asahi University School of Dentistry
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