Organic and Biological Chemistry

Research Output 1979 2019

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Article
2019
1 Citation (Scopus)
Glycosylation
Stereoselectivity
Oligosaccharides
linkages
reactivity

Biosynthetic Short Neuropeptides: A Rational Theory Based on Experimental Results for the Missing Pain-Relief Opioid Endomorphin Precursor Gene

Matsushima, A., Sese, J. & Koyanagi, K. O., Jan 1 2019, In : ChemBioChem. 20, 16, p. 2054-2058 5 p.

Research output: Contribution to journalArticle

Neuropeptides
Opioid Analgesics
Genes
Pain
Peptides
1 Citation (Scopus)

Design and synthesis of artificial ladder-shaped polyethers for exploring biological functions

Oishi, T., Jan 1 2019, In : Heterocycles. 99, 1, p. 21-53 33 p.

Research output: Contribution to journalArticle

Dinoflagellida
Polyethers
Ladders
Molecular Structure
Biological Products

Discovery of novel oestrogen receptor α agonists and antagonists by screening a revisited privileged structure moiety for nuclear receptors

Masuya, T., Iwamoto, M., Liu, X. & Matsushima, A., Dec 1 2019, In : Scientific reports. 9, 1, 9954.

Research output: Contribution to journalArticle

Open Access
Cytoplasmic and Nuclear Receptors
Estrogens
Estrogen Receptors
Epoxy Resins
Endocrine Disruptors
Chlorides
Antioxidants
Acids
Triazoles
Anti-Infective Agents
8 Citations (Scopus)

Porin Associates with Tom22 to Regulate the Mitochondrial Protein Gate Assembly

Sakaue, H., Shiota, T., Ishizaka, N., Kawano, S., Tamura, Y., Tan, K. S., Imai, K., Motono, C., Hirokawa, T., Taki, K., Miyata, N., Kuge, O., Lithgow, T. & Endo, T., Mar 7 2019, In : Molecular Cell. 73, 5, p. 1044-1055.e8

Research output: Contribution to journalArticle

Porins
Mitochondrial Proteins
TOM translocase

Receptor-binding affinities of bisphenol A and its next-generation analogs for human nuclear receptors

Liu, X., Sakai, H., Nishigori, M., Suyama, K., Nawaji, T., Ikeda, S., Nishigouchi, M., Okada, H., Matsushima, A., Nose, T., Shimohigashi, M. & Shimohigashi, Y., Aug 15 2019, In : Toxicology and Applied Pharmacology. 377, 114610.

Research output: Contribution to journalArticle

Cytoplasmic and Nuclear Receptors
Assays
Endocrine Disruptors
Peroxisome Proliferator-Activated Receptors
Competitive Binding

Simple Apparatus for Adding Small Amounts of Powder Materials under an Inert Atmosphere

Karak, M., Joh, Y., Khodjaniyazov, K. U., Sagdullaev, S. S., Oishi, T. & Torikai, K., Jan 1 2019, In : Synlett. 30, 18, p. 2058-2061 4 p.

Research output: Contribution to journalArticle

Powders
Glycosylation
Syringes
Contamination
Moisture

Structural Basis of Mitochondrial Scaffolds by Prohibitin Complexes: Insight into a Role of the Coiled-Coil Region

Yoshinaka, T., Kosako, H., Yoshizumi, T., Furukawa, R., Hirano, Y., Kuge, O., Tamada, T. & Koshiba, T., Sep 27 2019, In : iScience. 19, p. 1065-1078 14 p.

Research output: Contribution to journalArticle

Open Access
Signal Transduction
Mitochondria
Mitochondrial Dynamics
Biotin
prohibitin

Unified synthesis of the DEF and GhI ring systems of maitotoxin

Yasudomi, T., Yakushiji, H., Torikai, K., Ebine, M. & Oishi, T., Jan 1 2019, In : Chemistry Letters. 48, 9, p. 1156-1159 4 p.

Research output: Contribution to journalArticle

Acetals
Methylation
Ethers
Alkenes
Derivatives
2018
Amphotericin B
Nuclear magnetic resonance
Anti-Bacterial Agents
Membranes
Ergosterol
4 Citations (Scopus)

Convergent syntheses of the WXYZ ring of maitotoxin and the HIJK ring of brevisulcenal-F

Osato, N., Onoue, H., Toma, Y., Torikai, K., Ebine, M., Satake, M. & Oishi, T., Jan 1 2018, In : Chemistry Letters. 47, 3, p. 265-268 4 p.

Research output: Contribution to journalArticle

Ketones
Stereochemistry
Methylation
Lithium
Aldehydes
1 Citation (Scopus)

Flow synthesis of (3R)- and (3S)-(E)-1-iodohexa-1,5-dien-3-ol: Chiral building blocks for natural product synthesis

Katayama, S., Koge, T., Katsuragi, S., Akai, S. & Oishi, T., Jan 1 2018, In : Chemistry Letters. 47, 9, p. 1116-1118 3 p.

Research output: Contribution to journalArticle

Ion Exchange Resins
Biological Products
Lipase
Evaporation
Acetates

Overexpression of PDR16 confers resistance to complex sphingolipid biosynthesis inhibitor aureobasidin A in yeast Saccharomyces cerevisiae

Katsuki, Y., Yamaguchi, Y. & Tani, M., Feb 1 2018, In : FEMS microbiology letters. 365, 3, fnx255.

Research output: Contribution to journalArticle

Sphingolipids
Saccharomyces cerevisiae
Yeasts
Tetracycline
Growth
5 Citations (Scopus)

Porin proteins have critical functions in mitochondrial phospholipid metabolism in yeast

Miyata, N., Fujii, S. & Kuge, O., Nov 9 2018, In : The Journal of biological chemistry. 293, 45, p. 17593-17605 13 p.

Research output: Contribution to journalArticle

Porins
Cardiolipins
Metabolism
Yeast
Phospholipids
5 Citations (Scopus)

Protective role of the HOG pathway against the growth defect caused by impaired biosynthesis of complex sphingolipids in yeast Saccharomyces cerevisiae

Yamaguchi, Y., Katsuki, Y., Tanaka, S., Kawaguchi, R., Denda, H., Ikeda, T., Funato, K. & Tani, M., Feb 1 2018, In : Molecular Microbiology. 107, 3, p. 363-386 24 p.

Research output: Contribution to journalArticle

Sphingolipids
Osmolar Concentration
Glycerol
Saccharomyces cerevisiae
Yeasts
1 Citation (Scopus)

Synthesis and complete structure determination of a sperm-activating and -attracting factor isolated from the ascidian ascidia sydneiensis

Watanabe, T., Shibata, H., Ebine, M., Tsuchikawa, H., Matsumori, N., Murata, M., Yoshida, M., Morisawa, M., Lin, S., Yamauchi, K., Sakai, K. & Oishi, T., Apr 27 2018, In : Journal of Natural Products. 81, 4, p. 985-997 13 p.

Research output: Contribution to journalArticle

Ergosterol
Urochordata
Biological Products
Ketones
Eggs
3 Citations (Scopus)

Synthesis and Stereochemical Revision of the C31–C67 Fragment of Amphidinol 3

Wakamiya, Y., Ebine, M., Murayama, M., Omizu, H., Matsumori, N., Murata, M. & Oishi, T., May 22 2018, In : Angewandte Chemie - International Edition. 57, 21, p. 6060-6064 5 p.

Research output: Contribution to journalArticle

Degradation
Biological Products
Carbon
Nuclear magnetic resonance
Availability
1 Citation (Scopus)

Synthesis of 6/6/6-tricyclic ether system via Achmatowicz and intramolecular oxa-michael reactions

Yamamoto, H., Torikai, K., Ebine, M. & Oishi, T., Jan 1 2018, In : Heterocycles. 97, 1, p. 158-162 5 p.

Research output: Contribution to journalArticle

Ethers
Aldehydes
Isomers
Ether
Alcohols

Synthesis of an analog of amphidinol 3 corresponding to the c31-c67 section

Koge, T., Wakamiya, Y., Ebine, M. & Oishi, T., Jan 1 2018, In : Heterocycles. 96, 7, p. 1197-1202 6 p.

Research output: Contribution to journalArticle

Structure-Activity Relationship
Derivatives
amphidinol 3
polyol
2 Citations (Scopus)

Synthesis of anti-tubercular marine alkaloids denigrins A and B

Karak, M., Oishi, T. & Torikai, K., Jul 18 2018, In : Tetrahedron Letters. 59, 29, p. 2800-2803 4 p.

Research output: Contribution to journalArticle

Maleic Anhydrides
Alkaloids
Cross Reactions
Palladium
Salts
2017
1 Citation (Scopus)

1-Naphthylmethyl and 1-naphthylmethoxymethyl protecting groups: New members of the benzyl- and benzyloxymethyl-type family

Sato, T., Joh, Y., Oishi, T. & Torikai, K., Jan 1 2017, In : Tetrahedron Letters. 58, 23, p. 2178-2181 4 p.

Research output: Contribution to journalArticle

Oxidation
Hydrogenolysis
Nucleophiles
Temperature
Acids
2 Citations (Scopus)

Adaptation of a genetic screen reveals an inhibitor for mitochondrial protein import component Tim44

Miyata, N., Tang, Z., Conti, M. A., Johnson, M. E., Douglas, C. J., Hasson, S. A., Damoiseaux, R., Chang, C. E. A. & Koehler, C. M., Mar 31 2017, In : Journal of Biological Chemistry. 292, 13, p. 5429-5442 14 p.

Research output: Contribution to journalArticle

Mitochondrial Proteins
Membranes
Mitochondria
Proteins
Molecules
5 Citations (Scopus)

BAK regulates catalase release from peroxisomes

Fujiki, Y., Miyata, N., Mukai, S., Okumoto, K. & Cheng, E. H., Mar 17 2017, In : Molecular & Cellular Oncology . 4, 3, e1306610.

Research output: Contribution to journalArticle

Voltage-Dependent Anion Channel 2
Peroxisomes
Catalase
Permeability
Mitochondria
5 Citations (Scopus)

Cooperative function of Fmp30, Mdm31, and Mdm32 in Ups1-independent cardiolipin accumulation in the yeast Saccharomyces cerevisiae

Miyata, N., Goda, N., Matsuo, K., Hoketsu, T. & Kuge, O., Dec 1 2017, In : Scientific reports. 7, 1, 16447.

Research output: Contribution to journalArticle

Cardiolipins
Saccharomyces cerevisiae
Mitochondrial Membranes
Yeasts
Phosphatidic Acids
5 Citations (Scopus)

Design and synthesis of benzoacridines as estrogenic and anti-estrogenic agents

Torikai, K., Koga, R., Liu, X., Umehara, K., Kitano, T., Watanabe, K., Oishi, T., Noguchi, H. & Shimohigashi, Y., Jan 1 2017, In : Bioorganic and Medicinal Chemistry. 25, 20, p. 5216-5237 22 p.

Research output: Contribution to journalArticle

Estrogens
Estrogen Receptors
Orphan Nuclear Receptors
Selective Estrogen Receptor Modulators
Inhibitory Concentration 50
3 Citations (Scopus)

Syntheses and Biological Activities of the LMNO, ent-LMNO, and NOPQR(S) Ring Systems of Maitotoxin

Onoue, H., Marubayashi, R., Ishikawa, E., Konoki, K., Torikai, K., Ebine, M., Murata, M. & Oishi, T., Jan 1 2017, In : Journal of Organic Chemistry. 82, 18, p. 9595-9618 24 p.

Research output: Contribution to journalArticle

Bioactivity
Enantiomers
Aldehydes
Alkynes
Biological Products
3 Citations (Scopus)

Synthesis of a truncated analog of amphidinol 3 corresponding to the C21C39/C52C67 section

Ebine, M., Takada, Y., Yanai, N. & Oishi, T., Jan 1 2017, In : Chemistry Letters. 46, 5, p. 662-664 3 p.

Research output: Contribution to journalArticle

Polyenes
amphidinol 3
21 Citations (Scopus)

The VDAC2-BAK axis regulates peroxisomal membrane permeability

Hosoi, K., Miyata, N., Mukai, S., Furuki, S., Okumoto, K., Cheng, E. H. & Fujiki, Y., Mar 6 2017, In : Journal of Cell Biology. 216, 3, p. 709-722

Research output: Contribution to journalArticle

Peroxisomes
Permeability
Membranes
Peroxisomal Disorders
Inborn Genetic Diseases
2016
72 Citations (Scopus)

Drp1-dependent mitochondrial fission via MiD49/51 is essential for apoptotic cristae remodeling

Otera, H., Miyata, N., Kuge, O. & Mihara, K., Jan 1 2016, In : Journal of Cell Biology. 212, 5, p. 531-544 14 p.

Research output: Contribution to journalArticle

Mitochondrial Dynamics
Cytochromes c
Apoptosis
Cytoplasm
Phenotype
28 Citations (Scopus)

Phosphatidylserine transport by Ups2-Mdm35 in respiration-active mitochondria

Miyata, N., Watanabe, Y., Tamura, Y., Endo, T. & Kuge, O., Jul 1 2016, In : Journal of Cell Biology. 214, 1, p. 77-88 12 p.

Research output: Contribution to journalArticle

Phosphatidylserines
Mitochondria
Respiration
Mitochondrial Membranes
Endoplasmic Reticulum
4 Citations (Scopus)

Specific affinity-labeling of the nociceptin ORL1 receptor using a thiol-activated Cys(Npys)-containing peptide ligand

Matsushima, A., Nishimura, H., Matsuyama, Y., Liu, X., Costa, T. & Shimohigashi, Y., Nov 4 2016, In : Biopolymers. p. 460-469 10 p.

Research output: Contribution to journalArticle

Sulfhydryl Compounds
Labeling
Peptides
Ligands
Binding sites
11 Citations (Scopus)

The Structure of the Bimolecular Complex between Amphotericin B and Ergosterol in Membranes Is Stabilized by Face-to-Face van der Waals Interaction with Their Rigid Cyclic Cores

Nakagawa, Y., Umegawa, Y., Matsushita, N., Yamamoto, T., Tsuchikawa, H., Hanashima, S., Oishi, T., Matsumori, N. & Murata, M., Jun 21 2016, In : Biochemistry. 55, 24, p. 3392-3402 11 p.

Research output: Contribution to journalArticle

Ergosterol
Amphotericin B
Membranes
Macrolides
Polyenes
4 Citations (Scopus)

Yeast lacking the amphiphysin family protein Rvs167 is sensitive to disruptions in sphingolipid levels

Toume, M. & Tani, M., Aug 1 2016, In : FEBS Journal. p. 2911-2928 18 p.

Research output: Contribution to journalArticle

Serine C-Palmitoyltransferase
Sphingolipids
Yeast
Yeasts
Biosynthesis
1 Citation (Scopus)

α-Helix-peptides comprising the human nuclear receptor ERRγ competitively provoke inhibition of functional homomeric dimerization

Liu, X., Nishimura, H., Fujiyama, A., Matsushima, A., Shimohigashi, M. & Shimohigashi, Y., Nov 4 2016, In : Biopolymers. p. 547-554 8 p.

Research output: Contribution to journalArticle

Dimerization
Cytoplasmic and Nuclear Receptors
Estrogen Receptors
Peptides
Estrogens

核内受容体が示す有害化学物質ビスフェノール応答

Translated title of the contribution: Structure-function studies between the hormone-disrupting chemical bisphenols and the nuclear receptorsMatsushima, A., Dec 2016, In : Seikagaku. The Journal of Japanese Biochemical Society. 88, 6, p. 733-43 11 p.

Research output: Contribution to journalArticle

2015
2 Citations (Scopus)

2-Naphthylmethoxymethyl as a Mildly Introducible and Oxidatively Removable Benzyloxymethyl-Type Protecting Group

Sato, T., Oishi, T. & Torikai, K., Jun 19 2015, In : Organic Letters. 17, 12, p. 3110-3113 4 p.

Research output: Contribution to journalArticle

Chlorides
Temperature
compatibility
chlorides
2,6-lutidine
9 Citations (Scopus)
Vacuolar Proton-Translocating ATPases
Sphingolipids
Saccharomyces cerevisiae
Yeasts
Ceramides
4 Citations (Scopus)

COX assembly factor ccdc56 regulates mitochondrial morphology by affecting mitochondrial recruitment of Drp1

Ban-Ishihara, R., Tomohiro-Takamiya, S., Tani, M., Baudier, J., Ishihara, N. & Kuge, O., Oct 7 2015, In : FEBS Letters. 589, 20, p. 3126-3132 7 p., 37349.

Research output: Contribution to journalArticle

Electron Transport Complex IV
Mitochondria
Personnel Selection
Mitochondrial Dynamics
Cell signaling
6 Citations (Scopus)

Ergosteryl-β-glucosidase (Egh1) involved in sterylglucoside catabolism and vacuole formation in Saccharomyces cerevisiae

Watanabe, T., Tani, M., Ishibashi, Y., Endo, I., Okino, N. & Ito, M., Apr 14 2015, In : Glycobiology. 25, 10, p. 1079-1089 11 p.

Research output: Contribution to journalArticle

Glucosidases
Glucosides
Vacuoles
Yeast
Saccharomyces cerevisiae
12 Citations (Scopus)

Phospholipid methylation controls Atg32-mediated mitophagy and Atg8 recycling

Sakakibara, K., Eiyama, A., Suzuki, S. W., Sakoh-Nakatogawa, M., Okumura, N., Tani, M., Hashimoto, A., Nagumo, S., Kondo-Okamoto, N., Kondo-Kakuta, C., Asai, E., Kirisako, H., Nakatogawa, H., Kuge, O., Takao, T., Ohsumi, Y. & Okamoto, K., Nov 3 2015, In : EMBO Journal. 34, 21, p. 2703-2719 17 p.

Research output: Contribution to journalArticle

Mitochondrial Degradation
Mitochondria
Methylation
Recycling
Phospholipids
15 Citations (Scopus)

Stereoselective synthesis of the C1-C29 part of amphidinol 3

Tsuruda, T., Ebine, M., Umeda, A. & Oishi, T., Jan 16 2015, In : Journal of Organic Chemistry. 80, 2, p. 859-871 13 p.

Research output: Contribution to journalArticle

Lithium
Amides
amphidinol 3
8 Citations (Scopus)

Synthesis of mannosylinositol phosphorylceramides is involved in maintenance of cell integrity of yeast Saccharomyces cerevisiae

Morimoto, Y. & Tani, M., Jan 1 2015, In : Molecular Microbiology. 95, 4, p. 706-722 17 p.

Research output: Contribution to journalArticle

Saccharomyces cerevisiae
Yeasts
Maintenance
Mannans
Polysaccharides
1 Citation (Scopus)

Tuned Classical Thermal Aromatization Furnishing an Estrogenic Benzoacridine

Koga, R., Oishi, T. & Torikai, K., Dec 17 2015, In : Synlett. 26, 20, p. 2801-2805 5 p., st-2015-s0585-c.

Research output: Contribution to journalArticle

Aromatization
Estrogens
Derivatives
Pharmaceutical Preparations
Hot Temperature
1 Citation (Scopus)

VID22 is required for transcriptional activation of the PSD2 gene in the yeast Saccharomyces cerevisiae

Miyata, N., Miyoshi, T., Yamaguchi, T., Nakazono, T., Tani, M. & Kuge, O., Dec 15 2015, In : Biochemical Journal. 472, 3, p. 319-328 10 p.

Research output: Contribution to journalArticle

Yeast
Transcriptional Activation
Saccharomyces cerevisiae
Genes
Yeasts
2 Citations (Scopus)

Voltammetric study of the boric acid-salicylaldehyde-H-acid ternary system and its application to the voltammetric determination of boron

Kajiwara, M., Ito, Y. N., Miyazaki, Y., Fujimori, T., Takehara, K. & Yoshimura, K., Feb 14 2015, In : Physical Chemistry Chemical Physics. 17, 6, p. 4578-4588 11 p.

Research output: Contribution to journalArticle

boric acids
Boron
Ternary systems
ternary systems
boron
2014
14 Citations (Scopus)

A characteristic back support structure in the bisphenol A-binding pocket in the human nuclear receptor ERRγ

Liu, X., Matsushima, A., Shimohigashi, M. & Shimohigashi, Y., Jun 30 2014, In : PloS one. 9, 6, e101252.

Research output: Contribution to journalArticle

bisphenol A
Cytoplasmic and Nuclear Receptors
Estrogen Receptors
receptors
estrogens
69 Citations (Scopus)

Adrenal nodularity and somatic mutations in primary aldosteronism: One node is the culprit?

Dekkers, T., Ter Meer, M., Lenders, J. W. M., Hermus, A. R. M., Schultze Kool, L., Langenhuijsen, J. F., Nishimoto, K., Ogishima, T., Mukai, K., Azizan, E. A. B., Tops, B., Deinum, J. & Küsters, B., Jul 2014, In : Journal of Clinical Endocrinology and Metabolism. 99, 7, p. E1341-1351

Research output: Contribution to journalArticle

Hyperaldosteronism
Aldosterone
Adenoma
Mutation
Genes
8 Citations (Scopus)

AlCl3-mediated aldol cyclocondensation of 1,6- and 1,7-diones to cyclopentene and cyclohexene derivatives

Miyahara, Y. & Ito, Y., Jan 1 2014, In : Journal of Organic Chemistry. 79, 15, p. 6801-6807 7 p.

Research output: Contribution to journalArticle

Cyclopentanes
Condensation
Derivatives
Water
Temperature
8 Citations (Scopus)

Change in activity of serine palmitoyltransferase affects sensitivity to syringomycin E in yeast Saccharomyces cerevisiae

Toume, M. & Tani, M., Jan 1 2014, In : FEMS microbiology letters. 358, 1, p. 64-71 8 p.

Research output: Contribution to journalArticle

Serine C-Palmitoyltransferase
Sphingolipids
Saccharomyces cerevisiae
Yeasts
Pseudomonas syringae