2009
| Enzymatic synthesis of molecular skeletons of complex antitumor antibiotics with non-ribosomal peptide synthetases.Watanabe, K.; Oguri, H.; Oikawa, H. J. Synth. Org. Chem., Jpn., 2009, 67, 1152-1160. |
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| Diversification of echinomycin molecular structure by way of chemoenzymatic synthesis and heterologous expression of the engineered echinomycin biosynthetic pathway.Watanabe, K.; Oguri, H.; Oikawa, H. Curr. Opin. Chem. Biol., 2009, 13, 189-196. |
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| Biosynthetic gene-based secondary metabolite screening: a new diterpene, methyl phomopsenonate, from the fungus Phomopsis amygdali.Toyomasu, T.; Kaneko, A.; Tokiwano, T.; Kanno, Y.; Kanno, Y.; Nuda, R.; Miura, S.; Nishioka, T.; Ikeda, C.; Mitsuhashi, W.; Dairi, T.; Kawano, T.; Oikawa, H.; Kato, N.; Sassa, T. J. Org. Chem., 2009, 74, 1541-1548. |
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Rationally Engineered Total Biosynthesis of a Synthetic Analogue of a Natural Quinomycin Depsipeptide in Escherichia coli.Watanabe, K.; Hotta, K.; Praseuth, A. P.; Searcey, M.; Wang, C. C. C.; Oguri, H.; Oikawa, H. Chembiochem, 2009, 10, 1965-1968. |
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| Escherichia coli Allows Efficient Modular Incorporation of Newly Isolated Quinomycin Biosynthetic Enzyme into Echinomycin Biosynthetic Pathway for Rational Design and Synthesis of Potent Antibiotic Unnatural Natural Product.Watanabe, K.; Hotta, K.; Nakaya, M.; Praseuth, A. P.; Wang, C. C. C.; Inada, D.; Takahashi, K.; Fukushi, E.; Oguri, H.; Oikawa, H. J. Am. Chem. Soc., 2009, 131, 9347-9353. |
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| Divergent and Expeditious Access to Fused Skeletons Inspired by Indole Alkaloids and Transtaganolides.Mizoguchi, H.; Oguri, H.; Tsuge, K.; Oikawa, H. Organic Letters, 2009, 11, 3016-3019. |
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| Identification and functional analysis of brassicicene C biosynthetic gene cluster in Alternaria brassicicola.Minami, A.: Tajima, N.; Higuchi, Y.; Toyomasu, T.; Sassa, T.; Kato, N.; Dairi, T. Bioorg. Med. Chem. Lett. 2009, 19, 870-874. |
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| Skeletal and Stereochemical Diversification of Tricyclic Frameworks Inspired by Ca2+-ATPase Inhibitors, Artemisinin and Transtaganolide D.Oguri, H.; Yamagishi, Y.; Hiruma, T.; Oikawa, H. Org. Lett. 2009, 11, 601–604. |
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| Identification of Gene Cluster of Polyether Antibiotic Lasalocid from Streptomyces lasaliensis.Migita, A.; Watanabe, M.; Hirose, Y.; Watanabe, K.; Tokiwano, T.; Kinashi, H.; Oikawa, H. Biosci. Biotechnol. Biochem 2009, 73, 169-176. |
2008
| Complete Sequence of Biosynthetic Gene Cluster Responsible for Producing Triostin A and Evaluation of Quinomycin-Type Antibiotics from Streptomyces triostinicus.Praseuth, A. P.; Wang, C. C. C.; Watanabe, K.; Hotta, K.; Oguri, H.; Oikawa, H. Biotechnology Progress 2008, 24, 1226-1231. |
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| Enantioselective Synthesis of the Fully Functionalized ABC Ring of Zoanthenol.Sugano, N.; Koizumi, Y.; Hirai, G.; Oguri, H.; Kobayashi, S.;Yamashita, S.; Hirama, M. Chem. Asian J. 2008, 3, 1549-1557 |
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| Unprecedented biological cyclopropanation in the biosynthesis of FR-900848.Tokiwano, T.; Watanabe, H.; Seo, T.; Oikawa, H. Chem Commun (Camb). 2008, 45, 6016-6018. |
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| Epoxide hydrolase Lsd19 for polyether formation in the biosynthesis of lasalocid A: direct experimental evidence on polyene-polyepoxide hypothesis in polyether biosynthesis.Shichijo, Y.; Migita, A.; Oguri, H.; Watanabe, M.; Tokiwano, T.; Watanabe, K.; Oikawa, H. J. Am. Chem. Soc. 2008, 130, 12230-12231. |
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| Enzymatic Macrolactonization in the Presence of DNA Leading to Triostin A Analogs.Koketsu, K.; Oguri, H.; Watanabe, K.; Oikawa, H. Chem. Biol. 2008, 15, 818-28. |
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| 2-Methylisoborneol: Identification and functional analysis of genes controlling biosynthesis.Komatsu, M.; Tsuda, M.; Omura, S.; Oikawa, H.; Ikeda, H. Proc. Natl. Acad. Sci. 2008, 105, 7422-7427. |
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| Stereo-controlled synthesis of prelasalocid, a key precursor proposed in the biosynthesis of polyether antibiotic lasalocid A.Migita, A.; Shichijo, Y.; Oguri, H.; Watanabe, M.; Tokiwano, T.; Oikawa, H. Tetrahedron Lett. 2008, 49, 1021-1025. |
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| Identification of Diterpene Biosynthetic Gene Clusters and Functional Analysis of Labdane-Related Diterpene Cyclases in Phomopsis amygdali.Toyomasu, T.; Niida, R.; Kanno, Y.; Kenmoku, H.; Miura, S.; Nakano, C.; Shiono, Y.; Mitsuhashi, W.; Toshima, H.; Oikawa, H.; Hoshino, T.; Dairi, T.; Kato, N.; Sassa, T. Biosci. Biotechnol. Biochem. 2008, 72, 1038-1047. |
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| Purification and N-Terminal Amino Acid Sequence of Solanapyrone Synthase, A Natural Diels-Alderase from Alternaria solani.Katayama, K.; Kobayashi, T.; Chijimatsu, M.; Ichihara, A.; Oikawa, H. Biosci. Biotechnol. Biochem. 2008, 72, 604-607. |
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| Improved Production of Triostin A in Engineered Escherichia coli with Furnished Quinoxaline Chromophore by Design of Experiments in Small-Scale Culture.Praseuth, A. P.; Praseuth, M. B.; Oguri, H.; Oikawa, H.; Watanabe, K.; Wang, C. C. C. Biotechnol. Prog. 2008, 24, 134-139. |
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| Critical Contribution of Aromatic Rings to Specific Recognition of Polyether Rings: The Case of Ciguatoxin CTX3C-ABC and its Specific Antibody 1C49.Tsumoto, K.; Yokota, A.; Tanaka, Y.; Ui, M.; Tsumuraya, T.; Fujii, I.; Kumagai, I.; Nagumo, Y.; Oguri, H.; Inoue, M.; Hirama, M. J. Biol. Chem. 2008, 283, 12259-12266. |
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| Crystallization and Preliminary X-ray Analysis of Vicenisaminyltransferase VinC.Nango, E.; Minami, A.; Kumasaka, T.; Eguchi, T. Acta Cryst. 2008, F64, 558-560. |
2007
| Studies on the Later Stage of the Biosynthesis of Pleuromutilin.Tsukagoshi, T.; Tokiwano, T.; Oikawa, H. Biosci. Biotechnol. Biochem. 2007, 71, 3116-3121. |
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| Relative and Absolute Configuration of Antitumor Agent SW-163D.Nakaya, M.; Oguri, H.; Takahashi, K.; Fukushi, E.; Watanabe, K.; Oikawa, H. Biosci. Biotechnol. Biochem. 2007, 71, 2969-2976. |
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| Active site mutagenesis of the putative Diels-Alderase macrophomate synthase.Serafimov, J. M.; Lehmann, H. C.; Oikawa, H.; Hilvert, D. Chem. Commun. 2007, 1701-1703. |
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| Bioorganic Studies Utilizing Rationally Designed Synthetic Molecules: Absolute Configuration of Ciguatoxin and Development of Immunoassay Systems.Oguri, H. Bull. Chem. Soc. Jpn. 2007, 80, 1870-1883. |
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| Substrate Flexibility of Vicenisaminyltransferase VinC Involved in the Biosynthesis of Vicenistatin.Minami, A.; Eguchi, T. J. Am. Chem. Soc. 2007, 1290, 5102-5107. |
2006
| Total Biosynthesis of Antitumor Nonribosomal Peptides in Escherichia coli.Watanabe, K.; Hotta, K.; Praseuth, A. P.; Koketsu, K.; Migita, A.; Boddy, C. N.; Wang, C. C.; Oguri, H.; Oikawa, H. Nat. Chem. Biol. 2006, 2, 423-428. |
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| Biosynthetic Study of FR-900848: Origin of the Aminodeoxynucleoside Part.Watanabe, H.; Tokiwano, T.; Oikawa, H. J. Antibiot. 2006, 59, 607-610. |
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| Biosynthetic Study of FR-900848: Unusual Observation on Polyketide Biosythesis that Did Not Accept Acetate as Origin of Acetyl-CoA.Watanabe, H.; Tokiwano, T.; Oikawa, H. Tetrahedron Lett. 2006, 47, 1339-1402. |
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| Identification and Stereochemical Assignment of the -Hydroxytryptophan Intermediate in the Echinomycin Biosynthetic Pathway.Koketsu, K.; Oguri, H.; Watanabe, K.; Oikawa, H. Org. Lett. 2006, 8, 4719-4722. |
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| ・Expression of Alternaria solani PKSF Generates a Set of Complex Reduced-Type Polyketides with Different Carbon-Lengths and Cyclization.Kasahara, K.; Fujii, I.; Oikawa, H.; Ebizuka, Y. ChemBioChem. 2006, 7, 920-924. |
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| Characterization of a Rice Gene Family Encoding Type-A Diterpene Cyclases.Kanno, Y.; Otomo, K.; Kenmoku, H.; Mitsuhashi, W.; Yamane, H.; Oikawa, H.; Toshima, H.; Matsuoka, M.; Sassa, T.; Toyomasu, T. Biosci. Biotechnol. Biochem. 2006, 70, 1702-1710. |
2005
| An iterative type I polyketide synthase PKSN catalyzes synthesis of the decaketide alternapyrone with regio-specific octa-methylation. |
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| I. Fujii, N. Yoshida, S. Shimomaki, H. Oikawa and Y. Ebizuka |
| Chemistry & Biology, Vol. 12, No. 12, 1301-1309 (2005).
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| The relative and absolute configuration of PF1140. |
| Y. Fujita, H. Oguri and H. Oikawa |
| Journal of Antibiotics, Vol. 58, No. 6, 425-427 (2005).
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| Biosynthetic studies on the antibiotics PF1140: a novel pathway for a 2-pyridone framework. |
| Y. Fujita, H. Oguri and H. Oikawa |
| Tetrahedron Letters, Vol. 46, No. 35, 5885-5888 (2005).
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| Proposed mechanism for diterpene synthases in the formation of phomactatriene and taxadiene. |
| T. Tokiwano, T. Endo, T. Tsukagoshi, H. Goto, E. Fukushi and H. |
| OikawaOrganic & Biomolecular Chemistry, Vol. 3, No. 15, 2713-2722 (2005).
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| Skeletal diversity via a folding pathway: Synthesis of indole alkaloid-like skeletons. H. Oguri and S. L. Schreiber |
| Organic Letters, Vol. 7, No. 1, 47-50 (2005).
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| Design and synthesis of a trans-fused polycyclic ether skeleton as an alpha-helix mimetic scaffold. |
| H. Oguri, A. Oomura, S. Tanabe and M. Hirama |
| Tetrahedron Letters, Vol. 46, No. 13, 2179-2183 (2005).
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| Biosynthetic study of FR-900848: unusual observation on polyketide biosynthesis that did not accept acetate as origin of acetyl-CoA. H. Watanabe, T. Tokiwano and H. Oikawa |
| Tetrahedron Letters, Vol. 47, No. 9, 1399-1402 (2006).
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| 【総則・解説など】 |
| Involvement of the Diels-Alderases in the biosynthesis of natural products. |
| H. Oikawa |
| Bulletin of the Chemical Society of Japan, Vol. 78, No. 4, 537-554 (2005). |
| Toyomasu, T., Nakaminami, K., Toshima, H., Mie, T., Watanabe, K., Ito, H., Matsui, H., Mitsuhashi, W., Sassa, T. and Oikawa, H. "Cloning of a Gene Cluster Responsible for the Biosynthesis of Diterpene Aphidicolin, a specific inhibitor of DNA polymerase a." Biosci. Biotechnol. Biochem., 2004, 68 (1): 146-152. |
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| Tokiwano, T., Fukushi, E., Endo, T. and Oikawa, H. "Biosynthesis of Phomactins: Common Intermediate Phomactatriene and Taxadiene." Chem. Commun., 2004: 1324-1325. |
| Otomo, K., Kenmoku, H., Oikawa, H., K?nig, W. A., Toshima, H., Mitsuhashi, W., Yamane, H., Sassa, T. and Toyomasu, T. "Biological functions of ent- and syn-copalyl diphosphate synthases in rice: key enzymes for the branch point of gibberellin and phytoalexin biosynthesis." Plant J., 2004, 39: 886-893. |
| Otomo, K., Kanno, Y., Motegi, A., Kenmoku, H., Yamane, H., Mitsuhashi, W., Oikawa, H., Toshima, H., Itoh, H., Matsuoka, M., Sassa, T. and Toyomasu, T. "Diterpene Cyclases Responsible for the Biosynthesis of Phytoalexins, Momilactones A, B and Oryzalexins A-F, in Rice." Biosci. Biotechnol. Biochem., 2004, 68 (9): 2001-2006. |
| Ose, T., Watanabe, K., Yao, M., Honma, M., Oikawa, H. and Tanaka, I. "Structure of macrophomate synthase." Acta Cryst., 2004, D60: 1187-1197. |
| Oikawa, H. and Tokiwano, T. "Enzymatic catalysis of the Diels-Alder reaction in the biosynthesis of natural products." Nat. Prod. Rep., 2004, 21 (3): 321-352. |
| Fueki, S., Tokiwano, T., Toshima, H. and Oikawa, H. "Biosynthesis of Indole Diterpenes, Emindole and Paxiline: Involvement of the Common Intermediate." Org. Lett., 2004, 6 (16): 2697-2700. |
| Cho, E.-M., Okada, A., Kenmoku, H., Otomo, K., Toyomasu, T., Mitsuhashi, W., Sassa, T., Yajima, A., Yabuta, G., Mori, K., Oikawa, H., Toshima, H., Shibuya, H., Omori, T., Nishiyama, M. and Yamane, H. "Molecular Cloning and Characterization of a cDNA Encoding ent-Cassa-12,15-diene Synthase, a Putative Diterpenoid Phytoalexin Biosynthetic Enzyme, from Suspension-cultured Rice Cells Treated with a Chitin Elicitor." Plant J., 2004, 37 (1): 1-8. |