© 2016 Elsevier LtdNovel guanidine alkaloids dopargimine (1) and mellpaladines A–C (2–4) were isolated from a Palauan Didemnidae tunicate. The structures of 1–4 were elucidated on the basis of spectral data along with chemical reactions. A putativ...

A monocyclic neodysiherbaine analog: Synthesis and evaluation.

Fukushima K, Ishikawa Y, Sakai R, Oikawa M

Bioorganic & medicinal chemistry letters 26(21) 5164-5167 Nov 2016 [Refereed]

Three-Component, Diastereoselective Prins-Ritter Reaction for cis-Fused 4-Amidotetrahydropyrans toward a Precursor for Possible Neuronal Receptor Ligands.

Chiba M, Ishikawa Y, Sakai R, Oikawa M

ACS combinatorial science 18(7) 399-404 Jul 2016 [Refereed]

Crystal structure of a symbiosis-related lectin from octocoral.

Kita A, Jimbo M, Sakai R, Morimoto Y, Miki K

Glycobiology 25(9) 1016-1023 Sep 2015 [Refereed]

Structure-activity relationships of IKM-159: Diverted synthesis and biological evaluation of a series of C5-oxy analogs.

Chiba M, Fujimoto C, Sakai R, Oikawa M

Bioorganic & medicinal chemistry letters 25(9) 1869-1871 May 2015 [Refereed]

Production of avaroferrin and putrebactin by heterologous expression of a deep-sea metagenomic DNA.

Fujita MJ, Sakai R

Marine drugs 12(9) 4799-4809 Sep 2014 [Refereed]

Protoaculeine B, a putative N-terminal residue for the novel peptide toxin aculeines.

Matsunaga S, Kishi R, Otsuka K, Fujita MJ, Oikawa M, Sakai R

Organic letters 16(11) 3090-3093 Jun 2014 [Refereed]

Modulation of ionotropic glutamate receptor function by vertebrate galectins.

Copits BA, Vernon CG, Sakai R, Swanson GT

The Journal of physiology 592(10) 2079-2096 Apr 2014 [Refereed]

Recent progress in neuroactive marine natural products.

Sakai R, Swanson GT

Natural product reports 31(2) 273-309 Jan 2014 [Refereed]

Practical synthesis of kainoids: a new chemical probe precursor and a fluorescent probe.

Sasaki S, Suzuki H, Ouchi H, Asakawa T, Inai M, Sakai R, Shimamoto K, Hamashima Y, Kan T

Organic letters 16(2) 564-567 Jan 2014 [Refereed]

Heterologous production of desferrioxamines with a fusion biosynthetic gene cluster.

Fujita MJ, Sakai R

Bioscience, biotechnology, and biochemistry 77(12) 2467-2472 Dec 2013 [Refereed]

Bisucaberin B, a linear hydroxamate class siderophore from the marine bacterium Tenacibaculum mesophilum.

Fujita MJ, Nakano K, Sakai R

Molecules (Basel, Switzerland) 18(4) 3917-3926 Apr 2013 [Refereed]

Studies on an (S)-2-amino-3-(3-hydroxy-5-methyl-4-isoxazolyl)propionic acid (AMPA) receptor antagonist IKM-159: asymmetric synthesis, neuroactivity, and structural characterization.

Juknaitė L, Sugamata Y, Tokiwa K, Ishikawa Y, Takamizawa S, Eng A, Sakai R, Pickering DS, Frydenvang K, Swanson GT, Kastrup JS, Oikawa M

Journal of medicinal chemistry 56(6) 2283-2293 Mar 2013 [Refereed]

Isolation of Novel Prototype Galectins from the Marine Ball Sponge Cinachyrella sp. Guided by Their Modulatory Activity on Mammalian Glutamate-gated Ion Channels.

Ueda T, Nakamura Y, Smith C, Copits BA, Inoue A, Ojima T, Matsunaga S, Swanson GT, Sakai R

Glycobiology 23(4) 412-425 Dec 2012 [Refereed]

Structure of a tetrameric galectin from Cinachyrella sp. (ball sponge).

Freymann DM, Nakamura Y, Focia PJ, Sakai R, Swanson GT

Acta crystallographica. Section D, Biological crystallography 68(9) 1163-1174 Sep 2012 [Refereed]

Novel tetrameric galectin from a marine sponge potentiates mammalian glutamate receptor function

Ueda Takuya, Nakamura Yuka, Focia Pamela J., Smith Caleb, Inoue Akira, Ojima Takao, Matsunaga Satoko, Freymann Douglas M., Sakai Ryuichi, Swanson Geoffrey T.

ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY 244 Aug 2012 [Refereed]

Binding and selectivity of the marine toxin neodysiherbaine A and its synthetic analogues to GluK1 and GluK2 kainate receptors.

Unno M, Shinohara M, Takayama K, Tanaka H, Teruya K, Doh-ura K, Sakai R, Sasaki M, Ikeda-Saito M

Journal of molecular biology 413(3) 667-683 Oct 2011 [Refereed]

Isolation, amino acid sequence and biological activities of novel long-chain polyamine-associated peptide toxins from the sponge Axinyssa aculeata.

Matsunaga S, Jimbo M, Gill MB, Wyhe LL, Murata M, Nonomura K, Swanson GT, Sakai R

Chembiochem : a European journal of chemical biology 12(14) 2191-2200 Sep 2011 [Refereed]

Antinociceptive effects of MSVIII-19, a functional antagonist of the GluK1 kainate receptor.

Qiu CS, Lash-Van Wyhe L, Sasaki M, Sakai R, Swanson GT, Gereau RW 4th

Pain 152(5) 1052-1060 May 2011 [Refereed]

Novel N-methylated 8-oxoisoguanines from Pacific sponges with diverse neuroactivities.

Sakurada T, Gill MB, Frausto S, Copits B, Noguchi K, Shimamoto K, Swanson GT, Sakai R

Journal of medicinal chemistry 53(16) 6089-6099 Aug 2010 [Refereed]

Improved synthesis and in vitro/in vivo activities of natural product-inspired, artificial glutamate analogs.

Oikawa M, Ikoma M, Sasaki M, Gill MB, Swanson GT, Shimamoto K, Sakai R

Bioorganic & medicinal chemistry 18(11) 3795-3804 Jun 2010 [Refereed]

Pharmacological activity of C10-substituted analogs of the high-affinity kainate receptor agonist dysiherbaine.

Lash-Van Wyhe LL, Postila PA, Tsubone K, Sasaki M, Pentikäinen OT, Sakai R, Swanson GT

Neuropharmacology 58(3) 640-649 Mar 2010 [Refereed]

Regioselective Domino Metathesis of Unsymmetrical 7-Oxanorbornenes with Electron-Rich Vinyl Acetate toward Biologically Active Glutamate Analogues.

Oikawa M, Ikoma M, Sasaki M, Gill MB, Swanson GT, Shimamoto K, Sakai R

European journal of organic chemistry 2009(32) 5531-5548 Nov 2009 [Refereed]

Full domain closure of the ligand-binding core of the ionotropic glutamate receptor iGluR5 induced by the high affinity agonist dysiherbaine and the functional antagonist 8,9-dideoxyneodysiherbaine.

Frydenvang K, Lash LL, Naur P, Postila PA, Pickering DS, Smith CM, Gajhede M, Sasaki M, Sakai R, Pentikaïnen OT, Swanson GT, Kastrup JS

The Journal of biological chemistry 284(21) 14219-14229 May 2009 [Refereed]

Ligands for ionotropic glutamate receptors.

Swanson GT, Sakai R

Progress in molecular and subcellular biology 46 123-157 2009 [Refereed]

Regioselective Domino Metathesis of 7-Oxanorbornenes and Its Application to the Synthesis of Biologically Active Glutamate Analogues.

Ikoma M, Oikawa M, Gill MB, Swanson GT, Sakai R, Shimamoto K, Sasaki M

European journal of organic chemistry 2008(31) 5215-5220 Nov 2008 [Refereed]

Cellular origin of dysiherbaine, an excitatory amino acid derived from a marine sponge.

Sakai R, Yoshida K, Kimura A, Koike K, Jimbo M, Koike K, Kobiyama A, Kamiya H

Chembiochem : a European journal of chemical biology 9(4) 543-551 Mar 2008 [Refereed]

Novel analogs and stereoisomers of the marine toxin neodysiherbaine with specificity for kainate receptors.

Lash LL, Sanders JM, Akiyama N, Shoji M, Postila P, Pentikäinen OT, Sasaki M, Sakai R, Swanson GT

The Journal of pharmacology and experimental therapeutics 324(2) 484-496 Feb 2008 [Refereed]

Rapid and efficient synthesis of dysiherbaine and analogues to explore structure-activity relationships.

Sasaki M, Tsubone K, Aoki K, Akiyama N, Shoji M, Oikawa M, Sakai R, Shimamoto K

The Journal of organic chemistry 73(1) 264-273 Jan 2008 [Refereed]

Long-chain polyamines (LCPAs) from marine sponge: possible implication in spicule formation.

Matsunaga S, Sakai R, Jimbo M, Kamiya H

Chembiochem : a European journal of chemical biology 8(14) 1729-1735 Sep 2007 [Refereed]

Purification, cloning and characterization of egg lectins from the teleost Tribolodon brandti.

Jimbo M, Usui R, Sakai R, Muramoto K, Kamiya H

Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 147(2) 164-171 Jun 2007 [Refereed]

Myriaporones 1-4, cytotoxic metabolites from the Mediterranean bryozoan Myriapora truncata.

Cheng JF, Lee JS, Sakai R, Jares-Erijman EA, Silva MV, Rinehart KL

Journal of natural products 70(3) 332-336 Mar 2007 [Refereed]

Design, total synthesis, and biological evaluation of neodysiherbaine A derivative as potential probes.

Sasaki M, Tsubone K, Shoji M, Oikawa M, Shimamoto K, Sakai R

Bioorganic & medicinal chemistry letters 16(22) 5784-5787 Nov 2006 [Refereed]

1-Deoxynojirimycin derivatives from the marine sponge Lendenfeldia chondrodes.

Sakai R, Kamiya H

The Journal of antibiotics 59(8) 507-511 Aug 2006 [Refereed]

Total synthesis and biological evaluation of neodysiherbaine A and analogues.

Shoji M, Akiyama N, Tsubone K, Lash LL, Sanders JM, Swanson GT, Sakai R, Shimamoto K, Oikawa M, Sasaki M

The Journal of organic chemistry 71(14) 5208-5220 Jul 2006 [Refereed]

Determination of binding site residues responsible for the subunit selectivity of novel marine-derived compounds on kainate receptors.

Sanders JM, Pentikäinen OT, Settimo L, Pentikäinen U, Shoji M, Sasaki M, Sakai R, Johnson MS, Swanson GT

Molecular pharmacology 69(6) 1849-1860 Jun 2006 [Refereed]

Xanthocillins as thrombopoietin mimetic small molecules.

Sakai R, Nakamura T, Nishino T, Yamamoto M, Miyamura A, Miyamoto H, Ishiwata N, Komatsu N, Kamiya H, Tsuruzoe N

Bioorganic & medicinal chemistry 13 6388-6393 Dec 2005 [Refereed]

Cellular and subcellular localization of kainic acid in the marine red alga Digenea simplex.

Sakai R, Minato S, Koike K, Koike K, Jimbo M, Kamiya H

Cell and tissue research 322 491-502 Dec 2005 [Refereed]

Divergent pharmacological activity of novel marine-derived excitatory amino acids on glutamate receptors.

Sanders JM, Ito K, Settimo L, Pentikäinen OT, Shoji M, Sasaki M, Johnson MS, Sakai R, Swanson GT

The Journal of pharmacology and experimental therapeutics 314 1068-1078 Sep 2005 [Refereed]

Cloning and characterization of a lectin from the octocoral Sinularia lochmodes.

Jimbo M, Koike K, Sakai R, Muramoto K, Kamiya H

Biochemical and biophysical research communications 330(1) 157-162 Apr 2005 [Refereed]

Octocoral chemical signaling selects and controls dinoflagellate symbionts.

Koike K, Jimbo M, Sakai R, Kaeriyama M, Muramoto K, Ogata T, Maruyama T, Kamiya H

The Biological bulletin 207(2) 80-86 Oct 2004 [Refereed]

Characterization of novel L-threo-beta-benzyloxyaspartate derivatives, potent blockers of the glutamate transporters.

Shimamoto K, Sakai R, Takaoka K, Yumoto N, Nakajima T, Amara SG, Shigeri Y

Molecular pharmacology 65(4) 1008-1015 Apr 2004 [Refereed]

Novel betaines from a micronesian sponge Dysidea herbacea.

Sakai R, Suzuki K, Shimamoto K, Kamiya H

The Journal of organic chemistry 69(4) 1180-1185 Feb 2004 [Refereed]

Isolations of N-methyl-D-aspartic acid-type glutamate receptor ligands from Micronesian sponges.

Sakai R, Matsubara H, Shimamoto K, Jimbo M, Kamiya H, Namikoshi M

Journal of natural products 66(6) 784-787 Jun 2003 [Refereed]

Isolation, structure determination, and synthesis of neodysiherbaine A, a new excitatory amino acid from a marine sponge.

Sakai R, Koike T, Sasaki M, Shimamoto K, Oiwa C, Yano A, Suzuki K, Tachibana K, Kamiya H

Organic letters 3(10) 1479-1482 May 2001 [Refereed]

Pharmacological properties of the potent epileptogenic amino acid dysiherbaine, a novel glutamate receptor agonist isolated from the marine sponge Dysidea herbacea.

Sakai R, Swanson GT, Shimamoto K, Green T, Contractor A, Ghetti A, Tamura-Horikawa Y, Oiwa C, Kamiya H

The Journal of pharmacology and experimental therapeutics 296 650-658 Feb 2001 [Refereed]

Identification of thioether intermediates in the reductive transformation of gonyautoxins into saxitoxins by thiols.

Sato S, Sakai R, Kodama M

Bioorganic & medicinal chemistry letters 10(16) 1787-1789 Aug 2000 [Refereed]

The D-galactose-binding lectin of the octocoral Sinularia lochmodes: characterization and possible relationship to the symbiotic dinoflagellates.

Jimbo M, Yanohara T, Koike K, Koike K, Sakai R, Muramoto K, Kamiya H

Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 125 227-236 Feb 2000 [Refereed]

Purification and characterization of Microcystis aeruginosa (freshwater cyanobacterium) lectin.

Yamaguchi M, Jimbo M, Sakai R, Muramoto K, Kamiya H

Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 119 593-597 Mar 1998 [Refereed]

Structure--activity relationships of the didemnins.

Sakai R, Rinehart KL, Kishore V, Kundu B, Faircloth G, Gloer JB, Carney JR, Namikoshi M, Sun F, Hughes RG Jr, García Grávalos D, de Quesada TG, Wilson GR, Heid RM

Journal of medicinal chemistry 39(14) 2819-2834 Jul 1996 [Refereed]

A new polyether acid from a cold water marine sponge, a Phakellia species.

Sakai R, Rinehart KL

Journal of natural products 58(5) 773-777 May 1995 [Refereed]

Molecular and crystal structures of ecteinascidins: potent antitumor compounds from the Caribbean tunicate Ecteinascidia turbinata.

Guan Y, Sakai R, Rinehart KL, Wang AH

Journal of biomolecular structure & dynamics 10 793-818 Apr 1993 [Refereed]

Bioactive compounds from aquatic and terrestrial sources.

Rinehart KL, Holt TG, Fregeau NL, Keifer PA, Wilson GR, Perun TJ Jr, Sakai R, Thompson AG, Stroh JG, Shield LS

Journal of natural products 53(4) 771-792 Jul 1990 [Refereed]

Erratum - " Didemnins and Tunichlorin: Novel Natural Products from the Marine Tunicate Trididemnum solidum.

Rinehart KL, Kishore V, Bible KC, Sakai R, Sullins DW, Li KM

Journal of natural products 51 624 May 1988 [Refereed]

Didemnins and tunichlorin: novel natural products from the marine tunicate Trididemnum solidum.

Rinehart KL, Kishore V, Bible KC, Sakai R, Sullins DW, Li KM

Journal of natural products 51 1-21 Jan 1988 [Refereed]

Misc

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細胞表面の「生命装置」に作用する水溶性海洋天然物の探索(低分子編)

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日本水産学会大会講演要旨集 2014 121 Mar 2014

新しい海綿毒素Soritesidineの研究

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トキシンシンポジウム予稿集 62nd 89 Jun 2015

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Research Grants & Projects

Plain Text

Analysis and generation of functional molecules to modulate neutral amino acid transporters

Ministry of Education, Culture, Sports, Science and Technology: Grants-in-Aid for Scientific Research(基盤研究(C))

Project Year: 2007 - 2009 Investigator(s): Yasushi SHIGERI

Alanine-serine-cysteine transporters (ASCT1, 2) are neutral amino acids transporters. Their representative substrates are alanine, serine and cysteine. Since th ere is no specific inhibitors or substrates for ASCT1 and ASCT2, their physiological f...

Sponge-derived neurotoxic substances : Structure, Bioactivity, and their cellular localization.

Ministry of Education, Culture, Sports, Science and Technology: Grants-in-Aid for Scientific Research(基盤研究(B))

Project Year: 2005 - 2007 Investigator(s): Ryuichi SAKAI

In the present study, we identified new polyamines from a Okinawan sponge Axinissa aculeate that modulate ligand binding to NMDA type glutamate receptors. These polyamines may also function as a factor involved in silica biomineralization in the s...

Selection and Morphological Alteration of dinoflagellates symbionts by chemical substances in marine invertebrates

Ministry of Education, Culture, Sports, Science and Technology: Grants-in-Aid for Scientific Research(基盤研究(B))

Project Year: 2003 - 2005 Investigator(s): Hisao KAMIYA

The D-galactose-binding lectin, Sll-2, in the octocoral was effectively purified by affinithy chromatography on D-galactosamine-HiTrap column using Tris-HCl buffer containing 0.5% L-ascorbic acid and 0.1% kojic acid to avoid melanization and insol...

Biochemical investigations on the cells that localizes dysiherbaine in marine sponge Dysidea herbacea.

Ministry of Education, Culture, Sports, Science and Technology: Grants-in-Aid for Scientific Research(基盤研究(C))

Project Year: 2003 - 2004 Investigator(s): Ryuichi SAKAI

We have investigated the cellular localization of the marine sponge-derived excitatory amino acid dysiherbaine (DH), and found that DH-like immunoreactivity was densely located in the large (10 μm) globular cells. On the basis of 18S rDNA sequence...

Development of simple analyzing method for paralytic shellfish toxins by ELISA

Ministry of Education, Culture, Sports, Science and Technology: Grants-in-Aid for Scientific Research(基盤研究(B))

Project Year: 2000 - 2003 Investigator(s): Shigeru SATO

Although many sophisticated analyzing methods for paralytic shellfish toxins (PSP toxins) have been developed, mouse bioassay is still applied as official method for monitoring of bivalve toxicity in various countries including Japan. Mouse bioass...

Structure and Function of the Octocoral Sinularia lochmodes lectin

Ministry of Education, Culture, Sports, Science and Technology: Grants-in-Aid for Scientific Research(基盤研究(B))

Project Year: 2000 - 2002 Investigator(s): Hisao KAMIYA

The cDNA cloning of SLL-2, a D-galactose-binding lectin of the octocoral Sinularia lochmodes, has revealed that SLL-2 had a sequence homology to those of "discoidin" group lectins. It is observed that the difference of 2 kD in the molecular weight...

Isolation and structure determination of Bioactive Marine natural products.