Summary of Research Project Results Under the JSPS FY2000
"Research for the future Program"



1.Research Institution The University of Tokyo
 
2.Research Area Integrated Fields
 
3.Research Field Production of Novel Useful Substances through Integration of Life Sciences and Chemistry
 
4.Term of Project FY1996〜FY2000
 
5.Project Number 96I00301
 
6.Title of Project Production of Bioactive Natural Products, and Analysis and Application of its Molecular Mechanism of Biosynthetic Engineering

7.Projetct Leader
Name Institution,Department Title of Position
Hayakawa, Yoichi The University of Tokyo, Institute of Molecular and Cellular Biosciences Associate Professor

8.Core Members

Names Institution,Department Title of Position
Sakuda, Shohei The University of Tokyo, Department of Applied Biological Chemistry Associate Professor
Matsunaga, Shigeki The University of Tokyo, Department of Aquatic Biosciences Associate Professor

9.Cooperating Researchers

Names Institution,Department Title of Position
Murata, Michio Osaka University, Department of Chemistry Professor
Ojika, Hajime Nagoya University, Department of Applied Biological Sciences Associate Professor
Murakami, Masahiro The University of Tokyo, Department of Aquatic Bioscience Associate Professor

10.Summary of Research Results

This project consists of two main research themes: (1) screening of novel bioactive compounds among microbial and marine natural products using new bioassay systems, 2) accumulation of basic information on molecular mechanisms of secondary metabolite production in a variety of organisms, and its application to biosynthetic engineering.
By the research concerning the former theme, we have succeeded in isolation of a lot of novel bioactive compounds such as apoptosis inducers, neuronal cell protecting substances, substances with TGF-β like activity, DNA topoisomerase I inhibitors, Na, K-ATPase inhibitors, glucosidase inhibitors, protease inhibitors or mycotoxin production inhibitors. These new substances are very important not only for developing useful drugs, but also as bioprobes to investigate molecular mechanisms of unknown biological phenomena. And genes responsible for their biosynthesis are very useful resources for production of useful compounds by biosynthetic engineering.
In the latter part, we got very important information on terpenoid biosynthesis, mycotoxin production and biosynthetic mechanism of marine natural products. Especially, in the work on the non-mevalonate pathway for terpenoid biosynthesis, we have succeeded in characterization of several key intermediates, biosynthetic enzymes and genes encoding the enzymes involved in the pathway for the first time in the world. And we have investigated the regulatory mechanism for mycotoxin production by fungi. The information on molecular mechanisms of secondary metabolites obtained by this research may strongly activate a lot of research fields in life sciences, especially the field of biosynthetic engineering important in future.

11.Key Words

(1)Bioactive Compounds、(2)Biosynthetic Engineering、(3)Terpenoids
(4)Non-mevalonate Pathway、(5)Microbial Secondary Metabolites、(6)Marine Secondary Metabolites
(7)Mycotoxin、(8)Apoptosis Inducer、(9)Telomerase Inhibitor

12.References

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T. Tomikawa Selective cytotoxicity and stereochemistry of aspochalasin D.
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J. Antibiot. 51 1998 1105-1108

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Y. Masuoka Diheteropeptin, a new substance with TGF-β-like activity, produced by a fungus, Diheterospora chramidosporia. I. Production, isolation and biological activities.
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J. Antibiot. 53 2000 788-792

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Y. Masuoka Diheteropeptin, a new substance with TGF-β-like activity, produced by a fungus, Diheterospora chramidosporia. II. Physico-chemical properties and structure elucidation.
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J. Antibiot. 53 2000 793-798

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K. Shin-ya A novel neuronal cell protecting substance mescengricin produced by Streptomyces griseoflavus.
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J. Asian Nat. Prod. 2 2000 121-132

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Y. Masuoka Spiruchostatins A and B, novel gene expression enhancing substances produced by Pseudomonas sp.
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Tetraheron Lett. 42 2001 41-44

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K. Shin-ya Telomestatin, A Novel Telomerase Inhibitor from Streptomyces anulatus
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J. Am. Chem. Soc. 123 2001 1262-1263

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Y. Masuoka Phoenistatin, a new gene expression enhancing substance produced by Acremonium fusigerum.
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J. Antibiot. 54 2001 187-190

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T. Nemoto Structures of Topostins, DNA Topoisomerase I Inhibitors of Bacterial Origin.
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Tetrahedron 54 1998 2683-2690

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M. Ojika Cystothiazoles A and B, New Bithiazole-type Antibiotics from the Myxobacterium Cystobacter fuscus.
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J. Antibiot. 51 1999 275-281

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Y. Suzuki Cystothiazoles C-F, New Bithiazole-type Antibiotics from the Myxobacterium Cystobacter fuscus.
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Tetrahedron 54 1998 11399-11401

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S. -K. Kim KM-01, a Brassinolide Inhibitor, Its Production, Isolation and Structure from Two Fungi Drechslera avenae and Pycnoporus coccineus.
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J. Qi Differentiation in a Rat PC12 Cell Line Induced by Ostruthin and (-)- Bornyl Ferulate, Constituents of a Chinese Herbal Medicine.
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Biosci. Biotechnol. Biochem. 63 1999 1501-1502

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J. Qi Termitomycesphins A-D, Novel Neuritogenic Cerebrosides from the Edible Chinese Mushroom Termitomyces albuminosus.
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Tetrahedron 56 2000 5835-5841

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K. Kaida New Cyclic Depsipeptide Antibiotics, Clavariopsins A and B, Produced by an Aquatic Hyphomycetes, Clavariopsis aquatica. 1. Taxonomy, Fermentation, Isolation, and Biological Properties.
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J. Antibiot. 54 2001 17-21

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Y. Suzuki New Cyclic Depsipeptide Antibiotics, Clavariopsins A and B, Produced by an Aquatic Hyphomycetes, Clavariopsis aquatica. 2. Structure Analysis.
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J. Antibiot. 54 2001 22-28

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T. Kondo Gordonan, an acidic polysaccharide with cell aggregation-Inducing activity In Insect BM-N4 cells, produced by Gordonia sp.
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Biosci. Biotech. Biochem. 64 2000 2388-2394

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Y. Ito Changes in tyrosine phosphorylation of insulin receptor and insulin receptor substrate-1 (IRS-1) and association of p85 subunit of phosphatidylinositol 3-kinase with IRS-1 after feeding in rat liver in vivo.
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Biosci. Biotech. Biochem. 61 1997 2122-2124

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T. Morishita Leptin changes Ca2+/calmodulin-dependent response ans up-regulates the gene expression of calcineurin in rat hypothalamus.
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T. Hidaka Screening of microbial products modifying the action of leptin (obese gene product) by a biosensor.
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S. Matsunaga Isolation of four new calyculins from the marine sponge Discodermia calyx.
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S. Matsunaga Isolation of dephosphonocalyculin A from the marine sponge Discodermia calyx.
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Tetrahedron Lett. 38 1997 3763-3764

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S. Matsunaga Thiomycalolides: new cytotoxic trisoxazole-containing macrolides isolated from a marine sponge Mycale sp.
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Y. Nakao Cyclotheonamides E2 and E3, new potent serine protease inhibitors from the marine sponge of the genus Theonella.
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S. Matsunaga Isolation of 1-carboxymetylnicotinic acid from the marine sponge Anthosigmella cf. raromicrosclera as a cysteine protease inhibitor.
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J. Nat. Prod. 61 1998 671-672

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S. Matsunaga New mycalolides from the marine sponge Mycale magellanica and their interconversion.
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J. Nat. Prod. 61 1998 1164-1167

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S. Tsukamoto Acanthosterol sulfates A-J: Ten new antifungal steroidal sulfates from a marine sponge Acanthodendrilla sp.
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J. Nat. Prod. 61 1998 1374-1378

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S. Tsukamoto Stellettazole A: an antibaceterial guanidinoimidazole alkaloid from a marine sponge Stelletta sp.
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Tetrahedron Lett. 40 1999 737-738

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T. Wakimoto Octa- and nonapyrenylhydroquinone sulfates, inhibitors of a 1,3-fucosyltransferase VII, from an Australian marine sponge Sarcotragus sp.
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Bioorg. Med. Chem. Lett. 9 1999 727-730

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Y. Nakao Pseudotheonamides, serine protease inhibitors from the marine sponge Theonella swinhoei.
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J. Am. Chem. Soc. 121 1999 2425-2431

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S. Tsukamoto Bistellettadines A and B: two bioactive dimeric stellettadines from a marine sponge Stelletta sp.
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J. Org. Chem. 64 1999 3794-3795

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N. Fusetani Koshikamide A1, a new cytotoxic linear peptide isolated from a marine sponge, Theonella sp.
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Tetrahedron Lett. 40 1999 4687-4690

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S. Matsunaga Relative and absolute stereochemistry of mycalolides, bioactive macrolides from the marine sponge Mycale magellanica.
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S. Matsunaga Three antibacterial alkaloids from a marine sponge Stelletta species.
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J. Nat. Prod. 62 1999 1202-1204

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S. Tsukamoto Theopederins F-J: five new antigungal and cytotoxic metabolites from the marine sponge Theonella swinhoei.
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Tetrahedron 55 1999 13697-13702

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S. Matsunaga Three antibacterial alkaloids from a marine sponge Stelletta species.
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J. Nat. Prod. 62 1999 1202-1204

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S. Tsukamoto Theopederins F-J: five new antigungal and cytotoxic metabolites from the marine sponge Theonella swinhoei
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Tetrahedron 55 1999 13697-13702

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N. Fusetani Tokaramide A, a new cathepsin B inhibitor from the marine sponge Theonella mirabilis.
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Bioorg Med. Chem. Lett. 9 1999 3397-3402

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S. Matsunaga An antimicrobial C14 acetylenic acid from a marine sponge Oceanapia species.
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J. Nat. Prod. 63 2000 690-691

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S. Tsukamoto Hachijodines A-G: seven new cytotoxic 3-alkylpyridine alkaloids from two marine sponges of the genera Xestospongia and Amphimedon.
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J. Nat. Prod. 63 2000 682-684

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Y. Nakao Miraziridine A, a novel cysteine protease inhibitor from the marine sponge Theonella aff. Mirabilis.
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J. Am. Chem. Soc. 122 2000 10462-10463

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Y. Nakao Penarolide sulfates A1 and A2, new α-glucosidase inhibitors from a marine sponge Penares sp.
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Tetrahedron 56 2000 8977-8987

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N. Matsumotori Long-range carbon-proton coupling constants for stereo- chemical assignment of acyclic structures in natural products: configuration of the C5-C9 portion of maitotoxin.
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Tetrahedron Lett. 37 1996 1269-1272

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K. Konoki Blockade of MTX-inducted Ca2+ influx in rat glioma C6 cells by alkylamines.
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M. Sasaki The Complete structure of maitotoxin, I; Stereochemistry of the C1-C14 side chain.
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K. Konoki Inhibition of maitotoxin-induced Ca2+ influx in rat glioma C6 cells by brevetoxins and synthetic fragments of maitotoxin.
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Author Title of Article
I. Tanaka A new ceramide with a novel branched-chain fatty acid isolated from the epiphytic dinoflagellate Coolia monotis.
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J. Nat. Prod. 61 1998 685-688

Author Title of Article
K. Konoki Maitotoxin-induced calcium influx in erythrocyte ghosts and rat glioma C6 cells, and blockade by gangliosides and other membrane lipids.
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Chem. Res. Toxicol. 12 1999 993-1001

Author Title of Article
K. Konoki Direct observation of binding between biotinylated okadaic acid and protein phosphatase 2A monitored by surface plasmon resonance.
Journal Volume Year Pages Concerned
Tetrahedron Lett. 40 1999 887-890

Author Title of Article
M. Murata Absolute configuration of amphidinol 3, the first complete structure determination from amphidinol homologues: Application of a new configuration analysis hased on the carbon-hydrogen spin-coupling constants.
Journal Volume Year Pages Concerned
J. Am. Chem. Soc. 121 1999 870-871

Author Title of Article
N. Matsumori Stereochemical determination of acyclic structures based on carbon-proton spin-coupling constants -A method of configuration analysis for natural products.
Journal Volume Year Pages Concerned
J. Org. Chem. 64 1999 866-876

Author Title of Article
K. Konoki Development of biotin-Avidin technology to investigate okadaic acid-promoted cell signaling pathway.
Journal Volume Year Pages Concerned
Tetrahedron 56 2000 9003-9014

Author Title of Article
K. Akasaka Absolute configuration of a ceramide with a novel branched-chain fatty acid isolated from the epiphytic dinoflagellate, Coolia monotis.
Journal Volume Year Pages Concerned
Biosci. Biotech. Biochem. 64 2000 1842

Author Title of Article
M. Murata The Structure elucidation and biological activities of high molecular weight algal toxins: maitotoxin, prymnesins and zooxanthellatoxins.
Journal Volume Year Pages Concerned
Nat. Prod. Rep. 17 2000 293-316

Author Title of Article
M. Murakami A cyclic peptide, anabaenopeptin B, from the cyanobacterium Oscillatoria agardhii.
Journal Volume Year Pages Concerned
Phytochemistry 44 1997 449-452

Author Title of Article
H. J. Shin Anabaenopeptins C and D, two new cyclic peptides from the cyanobacterium Oscillatoria agardhii (NIES-204).
Journal Volume Year Pages Concerned
J. Nat. Prod. 60 1997 139-141

Author Title of Article
H. J. Shin Aeruginosins 205-A and B, serine protease inhibitory glycopeptides from the cyanobacterium Oscillatoria agardhii (NIES-205).
Journal Volume Year Pages Concerned
J. Org. Chem. 62 1997 1810-1813

Author Title of Article
K. Ishida Kawaguchipeptin B, an antimicrobial cyclic undecapeptide from the cyanobacterium Microcystis aeruginosa (NIES-88).
Journal Volume Year Pages Concerned
J. Nat. Prod. 60 1997 724-726

Author Title of Article
K. Ishida Microginins 299-A and -B, leucine aminopeptidase inhibitors from the cyanobacterium Microcystis aeruginosa (NIES-299).
Journal Volume Year Pages Concerned
Tetrahedron 53 1997 10281-10288

Author Title of Article
J. L. Rios Structure of thrombin inhibited by aeruginosin 298-A from a blue-green alga.
Journal Volume Year Pages Concerned
J. Am. Chem. Soc. 120 1998 597-598

Author Title of Article
B. Sandler Atomic structure of the trypsin-aeruginosin 98-B complex.
Journal Volume Year Pages Concerned
J. Am. Chem. Soc. 120 1998 595-596

Author Title of Article
S. Kodani Dehydroradiosumin, a trypsin inhibitor from the cyanobacterium Anabaena cylindrica.
Journal Volume Year Pages Concerned
J. Natl. Prod. 61 1998 854-856

Author Title of Article
S. Kodani, Aeruginosin 103-A, a thrombin inhibitor from the cyanobacterium Microcystis viridis.
Journal Volume Year Pages Concerned
J. Natl. Prod. 61 1998 1046-1048

Author Title of Article
K. Ishida Four new microginins, linear peptides from the cyanobacterium Microcystis aeruginosa.
Journal Volume Year Pages Concerned
Tetrahedron 54 1998 13457-13464

Author Title of Article
Y. Itou Anabaenopeptins G and H, potent carboxypeptidase A inhibitors from the cyanobacterium Oscillatoria agardhii.
Journal Volume Year Pages Concerned
Bioorg. Med. Chem. Lett. 9 1999 1243-1246

Author Title of Article
K. Ishida, Aeruginosins, protease inhibitors from the cyanobacterium Microcystis aeruginosa,
Journal Volume Year Pages Concerned
Tetrahedron 55 1999 10971-10988

Author Title of Article
S. Kodani Five new cyanobacterial peptides from water bloom materials of Lake Teganuma.
Journal Volume Year Pages Concerned
FEMS Microb. Lett. 178 1999 343-348

Author Title of Article
M. Murakami New anabaenopeptins, potent carboxypeptidase-A Inhibitors from the cyanobacterium Ahanizomenon flos-aquae.
Journal Volume Year Pages Concerned
J. Natl. Prod. 63 2000 1280-1282

Author Title of Article
M. Izumikawa 18O-labelling pattern of okadaic Acid from H218O in dinoflagellate Prorocentrum lima elucidated by tandem mass spectrometry.
Journal Volume Year Pages Concerned
Eur. J. Biochem. 267 2000 5179-5182

Author Title of Article
K. Ishida Kasumigamide an antialgal peptide from the cyanobacterium Microcystis aeruginosa.
Journal Volume Year Pages Concerned
J. Org. Chem. 65 2000 5898-5900

Author Title of Article
K. Ishida Microginins, zinc metalloproteases inhibitors from the cyanobacterium Microcystis aeruginosa.
Journal Volume Year Pages Concerned
Tetrahedron 56 2000 8643-8656

Author Title of Article
M. Ojika Novel Ceramide 1-Sulfates, Potent DNA Topoisomerase I Inhibitors Isolated from the Bryozoa Watersipora cucullata.
Journal Volume Year Pages Concerned
Tetrahedron Lett. 38 1997 4235-4238

Author Title of Article
T. Nemoto Amphimic Acids, Novel Unsaturated C28 Fatty Acids as DNA Topoisomerase I Inhibitors from an Australian Sponge Amphimedon sp.
Journal Volume Year Pages Concerned
Tetrahedron Lett. 38 1997 5667-5670

Author Title of Article
T. Nemoto Amphimic Acids and Related Long-chain Fatty Acids as DNA Topoisomerase I Inhibitors from an Australian Sponge Amphimedon sp. : Isolation, Structure, Synthesis, and Biological Evaluation.
Journal Volume Year Pages Concerned
Tetrahedron 53 1997 16699-16710

Author Title of Article
Y. Okamoto Iantheran A, a Dimeric Polybrominated Benzofuran as a Na, K-ATPase Inhibitor from a Marine Sponge, Ianthella sp.
Journal Volume Year Pages Concerned
Tetrahedron Lett. 40 1999 507-510

Author Title of Article
Y. Okamoto Ianthesines A-D, four novel dibromotyrosine-derived metabolites from a marine sponge, Ianthella sp.
Journal Volume Year Pages Concerned
Tetrahedron 56 2000 5813-5818

Author Title of Article
Y. Okamoto Iantherans A and B, unique dimeric polybrominated benzofurans as Na, K-ATPase inhibitors from a marine sponge, Ianthella sp.
Journal Volume Year Pages Concerned
Bioorg. Med. Chem. 9 2000 179-183

Author Title of Article
Y. Okamoto Aplysiallene, a new bromoallene as a Na, K-ATPase inhibitor from the sea hare Aplysia kurodai.
Journal Volume Year Pages Concerned
Biosci. Biotechnol. Biochem. 75 2000 474-476

Author Title of Article
N. Orihara Studies of the biosynthesis of terpenoid compounds produced by actinomycetes. 3. Biosynthesis of the isoprenoid side chain of novobiocin via the non-mevalonate pathway in Streptomyces niveus.
Journal Volume Year Pages Concerned
J. Antibiot. 51 1998 676-678

Author Title of Article
T. Kuzuyama Dircct formation of 2-C-methyl-D-erythritol 4-phosphate from 1-deoxy-D-xylulose 5-phosphate by 1-deoxy-D-xylulose 5-phosphate reductoisomerase. a new enzyme in the non-mevalonate pathway to isopentenyl diphosphate.
Journal Volume Year Pages Concerned
Tetrahedron Lett. 39 1998 4509-4512

Author Title of Article
T. Kuzuyama Phosmidomycin, a specific inhibitor of 1-deoxy-D-xylulose 5-phosphate reductoisomerase in the nonmevalonate pathway for terpenoid biosynthesis.
Journal Volume Year Pages Concerned
Tetrahedron Lett. 39 1998 7913-7916

Author Title of Article
S. Takahashi Purification, characterization, and cloning of a eubacterial 3-hydroxy-3-methylglutaryl coenzyme A reductase, a key enzyme involved in biosynthesis of terpenoids.
Journal Volume Year Pages Concerned
J. Bacteriol. 181 1999 1256-1263

Author Title of Article
T. Kuzuyama Construction and characterization of Escherichia coli disruptants defective in the yaeM gene.
Journal Volume Year Pages Concerned
Biosci. Biotechnol. Biochem. 63 1999 776-778

Author Title of Article
T. Kuzuyama Cloning and expression in Escherichia coli of 2-hydroxypropylphosphonic acid epoxidase from the fosfomycin-producing organism, Pseudomonas syringae PB-5123.
Journal Volume Year Pages Concerned
Biosci. Biotechnol. Biochem. 63 1999 2222-2224

Author Title of Article
T. Kuzuyama Formation of 4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol from 2-C-methyl-D-erythritol 4-phosphate by 2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase, a new enzyme in the nonmevalonate pathway.
Journal Volume Year Pages Concerned
Tetrahedron Lett. 41 2000 703-706

Author Title of Article
T. Kuzuyama Cloning and characterization of 1-deoxy-D-xylulose 5-phosphate synthase from Streptomyces sp. strain CL190, which uses both the mevalonate and nonmevalonate pathways for isopentenyl diphosphate biosynthesis.
Journal Volume Year Pages Concerned
J. Bacteriol. 182 2000 891-897

Author Title of Article
T. Kuzuyama Conversion of 4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol to its 2-phospho derivative by 4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol kinase.
Journal Volume Year Pages Concerned
Tetrahedron Lett. 41 2000 2925-2928

Author Title of Article
M. Takagi Formation of 2-C-methyl-D-erythritol 2, 4-cyclodiphosphate from 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol.
Journal Volume Year Pages Concerned
Tetrahedron Lett. 41 2000 3395-3398

Author Title of Article
T. Kuzuyama Characterization of 1-deoxy-D-xylulose 5-phosphate reductoisomerase, an enzyme involved in the biosynthesis of isopentenyl diphosphate, and identification of its catalytic amino acid residues.
Journal Volume Year Pages Concerned
J. Biol. Chem. 275 2000 19928-19932

Author Title of Article
K. Kakinuma New approach to multiply deuterated isoprenoids using triply engineered Escherichia coli and its potential as a tool for mechanistic enzymology.
Journal Volume Year Pages Concerned
J. Am. Chem. Soc. 123 2001 1238-1239

Author Title of Article
Y. Hamano Cloning of a gene cluster encoding enzymes responsible for the mevalonate pathway from a terpenoid antibiotic-producing Streptomyces strain.
Journal Volume Year Pages Concerned
Biosci. Biotechnol. Biochem. 75 2001 in press

Author Title of Article
J. -Q. Liu L-allo-Threonine aldolase from Aeromonas jandaei DK-39: Gene cloning, nucleotide sequencing, and identification of the pyridoxal 5'-phosphate-binding lysine by site-directed mutagenesis.
Journal Volume Year Pages Concerned
J. Bacteriol. 179 1997 3555-3560

Author Title of Article
J. -Q. Liu he GLYl gene of Saccharomyces cerevisiae encodes a low specific L-threonine aldolase that catalyzes cleavage of L-threonine and L-allo-threonine and L-threonine to glycine: expression of the gene in Escherichia coli and purification and characterization of the enzyme.
Journal Volume Year Pages Concerned
Eur. J. Biochem. 245 1997 289-293

Author Title of Article
T. Dairi Studies on antibiotic-biosynthetic genes and enzymes catalyzing unique reactions.
Journal Volume Year Pages Concerned
Actinomycetologica 12 1998 75-83

Author Title of Article
J. -Q. Liu Low-secificity L-threonine aldolase of Pseudomonas sp. NCIMB 10558: purification, characterization and its application to beta-hydroxy-alpha-amino acid synthesis.
Journal Volume Year Pages Concerned
Appl. Microbiol. Biotechnol. 49 1998 702-708

Author Title of Article
J. -Q. Liu Gene cloning nucleotide sequencing, and purification and characterization of thelow specificity L-threonine aldolase from Pseudomonas sp. strain NCIMB 10558.
Journal Volume Year Pages Concerned
Appl. Environ. Microbiol. 64 1998 549-554

Author Title of Article
J. -Q. Liu Gene cloning, biochemical characterization and physiological role of a thermostable low-specificity L-threonine aldolase from Escherichia coli.
Journal Volume Year Pages Concerned
Eur. J. Biochem. 254 1998 220-22

Author Title of Article
J. -Q. Liu A novel metal-activated pyridoxal enzyme with a unique primary structure, low specificity D-threonine aldolase from Arthrobacter sp. stain DK-38. Molecular cloning and cofactor characterization.
Journal Volume Year Pages Concerned
J. Biol. Chem. 273 1998 16678-16685

Author Title of Article
J. -Q. Liu A new route to L-threo-3-[4-(methylthio)phenylserine], a key intermediate for the synthesis of antibiotics: recombinant low-specificity D-threonine aldolase-catalyzed stereospecific resolution.
Journal Volume Year Pages Concerned
Appl. Microbiol. Biotechnol. 51 1999 586-591

Author Title of Article
T. Dairi Cloning of the gene encoding 3-hydroxy-3-methylglutaryl coenzyme A reductase from terpenoid antibiotics-producing Stereptomyces strains.
Journal Volume Year Pages Concerned
Mol. Gen. Genet. 262 2000 957-964

Author Title of Article
J. Q. Liu Gene cloning and overproduction of low-specificity D-threonine aldolase from Alcaligenes xylosaxidans and its application for production of a key intermediate for parkinsonism drug.
Journal Volume Year Pages Concerned
Appl. Microbiol. Biotechnol. 54 2000 44-51

Author Title of Article
Y. Hamano Cloning of a gene cluster encoding enzymes responsible for the mevalonate pathway from a terpenoid antibiotic-producing Streptomyces strain.
Journal Volume Year Pages Concerned
Biosci. Biotech. Biochem. 75 2001 in press

Author Title of Article
S. Sakuda Mechanism of the cyclopentane ring formation of allosamizoline, an aminocyclitol derivative of the chitinase inhibitor allosamidin.
Journal Volume Year Pages Concerned
Tetrahedron Lett. 37 1996 5711-5714

Author Title of Article
K. -D. Spindler Effect of demethylation on the chitinase inhibitory activity of allosamidin.
Journal Volume Year Pages Concerned
Arch. Insect Biochem. Physiol. 26 1997 223-227

Author Title of Article
S. Sakuda Preparation of biotinylated allosamidins with strong chitinase inhibitory activities.
Journal Volume Year Pages Concerned
Bioorganic & Medicinal Chemistry Letters 8 1998 2987-2990

Author Title of Article
T. Watanabe Family 19 chitinases of Streptomyces species : characterization and distribution.
Journal Volume Year Pages Concerned
Microbiology 145 1999 3353-3363

Author Title of Article
S. Sakuda Biosynthetic studies on the cyclopentane ring formation of allosamizoline, an aminocyclitol component of the chitinase inhibitor, allosamidin.
Journal Volume Year Pages Concerned
J. Org. Chem 66 2001 in press

Author Title of Article
S. Sakuda Aflastatin A, a novel inhibitor of aflatoxin production of Aspergillus parasiticus from Streptomyces.
Journal Volume Year Pages Concerned
J. Am. Chem. Soc. 118 1996 7855-7856

Author Title of Article
S. Sakuda A novel linear polyene antibiotics: linearmycins.
Journal Volume Year Pages Concerned
J. Chem Soc. Perkin. Trans. 1   1996 2315-2319

Author Title of Article
M. Ono Aflastain A, a nivel inhibitor of aflatoxin production by aflatoxigenic fungi.
Journal Volume Year Pages Concerned
J. Antibiot. 50 1997 111-118

Author Title of Article
S. Sakuda Structure of blasticidin A.
Journal Volume Year Pages Concerned
Tetrahedron Lett. 38 1997 7399-7402

Author Title of Article
M. Ono Structues and biosynthesis of aflastatins: novel inhibitors of aflatoxin production by Aspergillus parasiticus.
Journal Volume Year Pages Concerned
J. Antibiot. 51 1998 1019-1028

Author Title of Article
H. Ikeda Absolute configuration of aflastatin A, a specific inhibitor of aflatoxin production by Aspergillus parasiticus.
Journal Volume Year Pages Concerned
J. Org. Chem. 65 2000 438-444

Author Title of Article
S. Sakuda Blasticidin A as an Inhibitor of aflatoxin production by Aspergillus parasiticus.
Journal Volume Year Pages Concerned
J. Antibiot. 53 2000 1265-1271

Author Title of Article
S. Sakuda Blasticidin A derivatives with highly specific Inhibitory activity toward aflatoxin production In Aspergillus parasiticus.
Journal Volume Year Pages Concerned
J. Antibiot. 53 2000 1378-1384

Author Title of Article
M. Murata Labeling pattern of okadaic acid from 18O2 and [18O2]acetate elucidated by collision-induced dissociation tandem mass spectrometry.
Journal Volume Year Pages Concerned
J. Am. Chem. Soc. 120 1998 147-151

[Reference Books]
Author Title of Book
S. Sakuda Biologically Active Natural Products: Agrochemicals
Publisher Year Pages
CRC Press 1999 185-199

Author Title of Book
S. Sakuda Comprehensive Natural Products Chemistry
Publisher Year Pages
Pergamon 1999 139-158

Author Title of Book
K. Shin-ya Real-time analysis of biomolecular interactions
Publisher Year Pages
Springer-Verlag 2000 180-186


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