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Mechanism of Stereocontrol in Multi-step reaction

Research Project

Project/Area Number 04403006
Research Category

Grant-in-Aid for General Scientific Research (A)

Allocation TypeSingle-year Grants
Research Field 有機化学一般
Research InstitutionKYOTO UNIVERSITY

Principal Investigator

OHNO Atsuyoshi  Inst.Chem.Res., Kyoto Univ., 化学研究所, 教授 (70027077)

Co-Investigator(Kenkyū-buntansha) OKAMURA Mutsuo  Fac.Sci., Niigata Uoiv., 理学部・化学科, 助教授 (30215503)
HDTA Yasuo  Iost.Chem.Res., Kyoto Univ., 化学研究所, 助教授 (10127277)
KAWAI Yasushi  Inst.Chem.Res., Kyoto Univ., 化学研究所, 助手 (20240830)
Project Period (FY) 1992 – 1994
Project Status Completed (Fiscal Year 1994)
Budget Amount *help
¥39,000,000 (Direct Cost: ¥39,000,000)
Fiscal Year 1994: ¥3,600,000 (Direct Cost: ¥3,600,000)
Fiscal Year 1993: ¥5,400,000 (Direct Cost: ¥5,400,000)
Fiscal Year 1992: ¥30,000,000 (Direct Cost: ¥30,000,000)
KeywordsOxidation / Reduction / Awial asymmetry / Carbonyl Group / Sulfinyl Group / Stereospecific / Stereochemistry / NAD (P)^+ Coenzyme / 反応機構 / 基底状態 / 遷移状態 / 酸化還元 / 酵素の化学進化 / 立体制御 / X線結晶構造回析 / 絶対配置 / 酵素 / 補酵素 / 酸化還元反応 / 不斉反応
Research Abstract

Mechanism of biologically important (net) hydride transfer from NADH or NADPH to a substrate has been discussed from the viewpoint of physical organic chemistry. It is emphasized that the (net) hydride transfer involves an electron-transfer complex as an intermediate of the reaction. The intermediate plays a crucial role in determining stereochemistry of the reaction. Orientation of dipolar functional group such as carbonyl or sulfinyl selects molecular face to afford the complexation, then defines the face of reaction. Steric balkiness is of the second importance in defining the face of reaction. The mechanism observed is named as nonsteric stereochemistry. Molecular interactions observed in organic reactions and discussed herein is closely related to those in biological reactions.

Report

(4 results)
  • 1994 Annual Research Report   Final Research Report Summary
  • 1993 Annual Research Report
  • 1992 Annual Research Report
  • Research Products

    (93 results)

All Other

All Publications (93 results)

  • [Publications] M.Fujii, T.Kamata, M.Okamura, A.Ohno: "A Novel Coenzyme NAD(P)^+-NAD(P)H Model with Axial Chirality.Its Preparation and Stereochemistry" J.Chem.Soc., Chem.Commun.905-906 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] K.Nakamura, S.Takano, K.Terada, A.Ohno: "Asymmetric Reduction of Butyl Pyruvate Catalyzed by Immobilized Glycerol Dehydrogenase in Organic...." Chem.Lett.951-954 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] M.Okamura, T.Kashiwagi, Y.Mikata, A.Ohno,et: "Stereospecific Electrochemical Oxidation of NAD(P)H Analogs Mediated by Radical Cation of Amines" Chem.Lett.1247-1250 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] A.Ohno, M.Higaki, M.Okamura: "Further Evidence to Understand the Stereochemistry of the Reactions of α-Sulfinyl Carbanions" Heteroatom Chem.3. 513-519 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] M.Fujii, K.Kawaguchi, K.Nakamura, A.Ohno: "Stereoselective Synthesis of (±)-Isonitramine and (±)-Sibirine" Chem.Lett.1493-1496 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] M.Okamura, Y.Mikata, A.Ohno,et al.: "NAD(P)^+-NAD(P)H Models. 81. Temperature-Dependent Stereospecificity in the Interconversion between..." Bull.Chem.Soc.Jpn.66. 1191-1196 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] M.Okamura, Y.Mikata, A.Ohno,et al.: "NAD(P)^+-OAD(P)H Models. 82.Effect of Mdgnesium Ion on the Stereospecificity and Conformations at the..." Bull.Chem.Soc.Jpn.66. 1197-1203 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] K.Nakamura, S.Kondo, A.Ohno,et al.: "Stereochemical Control in Microbial Reduction.21. Effect of Organic Solvents on Reduction of α-Keto..." Bull.Chem.Soc.Jpn.66. 2738-2743 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] I.Nakamura, S.Kondo, Y.Kdwai, A.Ohno: "Asymmetric Reduction of Ketopantolactone by Bakers' Yeast" Tetrahedron: Asymmetry. 4. 1253-1254 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] S.Yasui, K.Shioji, A.Ohno,et al.: "The Arbuzov Reaction of Alkyl Diphenylphosphinites with 10-Methylacridinium IOn.Kinetic Study on..." Bull.Chem.Soc.Jpn.66. 2077-2083 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] S.Yasui, K.Shioji, A.Ohno,et al.: "The Catalytic Role of Iodide Ion/Iodine Couple in the Photo-Reduction of 10-Methylacridinium Ion with..." Chem.Lett.1393-1396 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] K.Nakamura, S.Takano, A.Ohno: "Diastereoselective Reduction of Ethyl α-Methy1-β-oxobutanoate by Immobilized Geotrichum candidum..." Tetrahedron Lett.34. 6087-6090 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Y.Kawai, I.Takanobe, A.Ohno,et al.: "Stereoselective Synthesis of Ethyl (2S,3S)-Anti-2-Methyl-3-hydroxybutanoate Mediated by an Oxido..." Tetrahedron Lett.35. 147-148 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Y.Kawai, M.Tsujimoto, A.Ohno,et al.: "Asymmetric Reduction of β-Keto Esters with an Enzyme from Bakers' Yeast" Bull.Chem.Soc.Jpn.67. 524-528 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] K.Nakamura, S.Kondo, A.Ohno: "Effect of Cyclodextrin on Improvement of Enantioselectivity in the Reduction of Ketopantolactone..." Bioorg.& Med. Chem.2. 433-437 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] T.Kimura, T.Maruyama, A.Ohno, et al.: "Structural Ejfect on Chelation Selectivity of Alkaline Earth Metal Ions with Aminopolycarboxylate-Type..." Bull.Chem.Soc.Jpn.67. 1615-1621 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] K.Nakamura, M.Kinoshita, A.Ohno et al.: "Effect of Solvent on Lipase-Catalyzed Transesterification in Organic Media" Tetrahedron. 50. 4681-4690 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Y.Kawai, S.Kondo, A.Ohno,et al.: "Stereochemical Control in Microbial Reduction.23. Thermal Treatment of Bakers' Yeast for Controlling..." Bull.Cmem.Soc.Jpn.67. 2244-2247 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] S.Yasui, M.Fujii, A.Ohno,et al.: "Mechanism of Dediazoniation of Arenediazonium Salts with Triphenylphosphine and Trialkyl Phosphites...." J.Cmem.Soc., Perkin Trans.2. 177-183 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] K.Nakamura, Y.Inoue, A.Ohno: "Enantioselective Microbial Oxidation of 1-Arylethanol in an Organic Solvent" Tetrahedron Lett.35. 4375-4376 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] S.Yasui, K.Shioji, A.Ohno: "Reactivity of a Phosphoranyl Radical Generated by Photoreaction of Phenyl Diphenylphosphinite with..." Heteroatom Chem.5. 85-90 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] S.Yasui, K.Shioji, A.Ohno: "Reaction of a Cation Radical Generated from Trivalent Phosphorus Compound through Single-Electron Transfer..." Tetrahedron Lett.35. 2695-2698 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] A.Ohno, A.Tsutsumi, Y.Kawai,et al.: "NAD(P)^+-NAD(P)H Models. 83. Molecular Asymmetry with a Carbonyl Group:Electronically Controlled..." J.Am.Chem.Soc.116. 8133-8137 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] I.Nakamura, M.Kawasake, A.Ohno: "Effects of Substrate on Lipase-Catalyzed Transesterification of ω-Substituted 1-Dlkanols in Organic..." Bull.Chem.Soc.Jpn.67. 3053-3056 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] M.Uemura, H.Nishimura, A.Ohno,et al.: "Kinetic Resolution of Hydroxymethy1-Substituted (Arene)Cr(CO)_3 and (Diene)Fe(CO)_3 by Lipase" Tetrahedron: Asymmetry. 5. 1673-1682 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] K.Ndiamura, S.Kondo, D.Ohno,er al.: "Purification and Characterization of α-Keto Ester Reductases from Bakers' Yeast" Biosci.Biotech.Biochem.58. 2236-2240 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] A.Ohno, J.Kunitomo, T.Kawamoto, et al.: "Variation of Reaction Channel in a Flavoenzyme Model with a Modified Pqridine Ring" Tetrahedron Lett.35. 9729-9732 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] T.Kimura, T.Maruyama, A.Ohno, et al.: "1,2-Bis(ο-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid Derivatives on Complexation with Lanthanoid..." Meteroatom Them.6(in press). (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] A.Ohno, N.Yamazaki, M.Okamura,et al.: "NAD(P)^+-NAD(P)H Models. 84. Stereochemistry Controlled by the Electronic Effect from a Sulfinyl Group" Heteroatom Chem.6(in press). (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] O.Kawai, K.Takaoobe, D.Ohno: "Stereochemical Control in Microbial Reduction.25. Additives Controlling Diastereoselectivity in a..." Bull.Chem.Soc.Jpn.68. 285-288 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] K.Nakamura, O.Inoue, A.Ohno: "Improvement of Enantioselectivity of Microbial Reduction by Using Organic Solvent Redox Coupler..." Tetrahedron Lett.36. 265-266 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Kawai, K.Hida, A.Ohno,et al.: "Introduction of Plural Asymmetric Centers by a β-Keto Ester Reductase from Bakers' Yeast" Tetrahedron Lett.36. 591-592 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] I.Nakamura, S.Kondo, D.Ohno,et al.: "Mechanistic Study for Stereochemical Control of Microbial Reduction of α-Keto Esters in an Organic..." Tetrahedron. 51(in press). (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] M.Fujii, T.Kamata, M.Okamura, and A.Ohno: "A Novel Coenzyme NAD (P)^+-NAD (P) H Model with Axial Chirality. Its Preparation and Stereochemistry" J.Cmem.Soc., Chem.Commun.905-906 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] K.Ndkamura, S.Takano, K.Terada, and A.Ohno: "Asymmetric Reduction of Butyl Pyruvate Catalyzed by Immobilized Glycerol Dehydrogenase in Organic-Aqueous Biphasic Media" Chem.Lett.951-954 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] M.Okamura, T.Kashiwagi, Y.Mikata, N.Yamazaki, and A.Ohno: "Stereospecific Electrochemical Oxidation of NAD (P) H Analogs Mediated by Radical Cation of Aoilines" Chem.Lett.1247-1250 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] A.Ohno, M.Higaki, and M.Okamura: "Further Evidence to Understand the Stereochemistry of the Reactions of alpha-Sulfinyl Carbanions" Heteroatom Chem.3. 513-519 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] M.Fujii, K.Kawaguchi, K.Nakamura, and A.Ohno: "Stereoselective Synthesis of (<plus-minus>)-Isonitramine and (<plus-minus>)-Sibi " Chem.Lett.1493-1496 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] M.Okamura, Y.Mikata, N.Yamazaki, A.Tsutsumi, and A.Ohno: "NAD (P)^+-NAD (P) H Models. 81. Temperature-Dependent Stereospecificity in the Interconversion between Central and Axial Chiralities" Bull.Chem.Soc.Jpn.66. 1191-1196 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] M.Okamura, Y.Mikata, N.Yamazaki, A.Tsutsumi, and A.Ohno: "NAD (P)^+-NAD (P) H Models. 82. Effect of Magnesium Ion on the Stereospcificity and Conformations at the Ground and Transition States of the Reaction" Bull.Chem.Soc.Jpn.66. 1197-1203 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] K.Ndkamura, S.Kondo, Y.Kawai, and A.Ohno: "Stereochemical Control in Microbial Reduction. Effect of Organic Solvents on Reduction of alpha-keto Esters Mediated by Bakers' Yeast" Bull.Chem.Soc.Jpn.66. 2738-2743 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] K.Nakamura, S.Kondo, Y.Kawai and A.Ohno: "Asymmetric Reduction of Ketopantolactone by Bakers' Yeast" Tetrahedron : Asymmetry. 4. 1253-1254 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] S.Yasui, K.Shioji, M.Yoshihara, T.Maeshima, and A.Ohno: "The Arbuzov Reaction of Alkyl Diphenylphosphinites with 10-Methylacridinium Ion. Kinetic Study on the Formation and the Decomposition of Phosphonium Intermediates" Bull.Chem.Soc.Jpn.66. 2077-2083 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] S.Yasui, K.Shioji, A.Ohno and M.Yoshihara: "The Catalytic Role of Iodide Ion/Iodine Couple in the Photo-Reduction of 10-Methylacridinium Ion with Diphenylphosphine Oxide" Chem.Lett.1393-1396 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] K.Nakamura, S.Takano, and A.Ohno: "Diastereoselective Reduction of Ethyl alpha-Methyl-beta-oxobutanoate by Immobilized Geotrichum candidum in an Organic Solvent" Tetrahedron Lett.34. 2087-6090 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Y.Kawai, K.Takanobe, M.Tsujimoto and A.Ohno: "Stereoselective Synthesis of Ethyl (2S,3S) -Anti-2-Methyl-3-Hydroxybutanoate Mediated by an Oxidoreductase from Geotrichum candidum" Tetrahedron Lett.35. 147-148 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Y.Kawai, M.Tsujimoto, S.Kondo, K.Takanobe, K.Nakamura and A.Ohno: "Asymmetric Reduction of beta-Keto Esters with an enzyme from Bakers' Yeast" Bull.Chem.Soc.Jpn.67. 524-528 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] K.Nakamura, S.Kondo and A.Ohno: "Effect of Cyclodextrin on Improvement of Enantio-selectivity in the Reduction of Ketopantolactone with Bakers' Yeast" Bioorg.Med.Chem.2. 433-437 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] T.Kimura, T.Maruyama, M.Okamura, T.Sugiyama, T.Ando, and A.Ohno: "Structural Effect on Chelation Selectivity of Alkaline Earth Metal Ions with Aminopolycarboxylate-Type Chelators" Bull.Chem.Soc.Jpn.67. 1615-1621 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] K.Nakamura, M.Kinoshita and A.Ohno: "Effect of Solvent on Lipase-Catalyzed Trans-esterification in Organic Media" Tetrahedron. 50. 4681-4690 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Y.Kawai, S.Kondo, M.Tsujimoto, K.Nakmura and A.Ohno: "Stereochemical Control in Microbial Reduction. 23. Thermal Treatment of Bakers' Yeast for Controlling the Stereoselectivity of Reductions" Bull.Chem.Soc.Jpn.67. 2244-2247 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] S.Yasui, M.Fujii, C.Kawano, Y.Nishimura, K.Shioji and A.Ohno: "Mechanism of Dediazoniation of Arenediazonium Salts with Triphenylphosphine and Trialkyl Phosphites. Generation of Cation Radicals from Trivalent Phosphorus Compounds and Their Reactions" J.Chem.Soc., Perkin Trans.2. 177-183 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] K.Nakamura, Y.Inoue and A.Ohno: "Enantioselective Microbial Oxidation of 1-Aryl-ethanol in an Organic Solvent" Tetrahedron Lett.35. 4376-5375 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] S.Yasui, K.Shioji and A.Ohno: "Reactivity of a Phosphoranyl Radical Generated by Photoreaction of Phenyl Diphenylphosphinite with 10-Methylacridinium Iodide. alpha-Scission vs. Single Electron Transfer" Heteroatom Chem.5. 85-90 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] S.Yasui, K.Shioji and A.Ohno: "Reaction of a Cation Radical Generated from Trivalent Phosphorus Compound through Single-Electron Transfer to Arenediazonium Salt" Tetrahedron Lett.35. 2695-2698 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] A.Ohno, A.Tsutsumi, Y.Kawai, N.Yamazaki, Y.Mikata and M.Okamoto: "NAD (P)^+-NAD (P) H Models. 83. Molecular Asymmetry with a Chiral Group : electronically Controlled Stereo-chemistry in the Reaction of NAD (P)^+/NAD (P) H Analogs" J.Am.Chem.Soc.116. 8133-8137 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] I.Nakamura, M.Kawai, and A.Ohno: "Effects of Substrate Structure on Lipase-Catalyzed Transesterification of omega-Substituted 1-Alkanols in Organic Solvents" Bull.Chem.Soc.Jpn.67. 3053-3056 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] M.Uemura, H.Nishimura, S.Yamada, Y.Hayashi, K.Nakamura, K.Ishihara, and A.Ohno: "Kinetic Resolution of Hydroxymethyl-Substituted (Arene) Cr (CO)_3 and (Diene) Fe (CO)_3 by Lipase" Tetrahedron : Asymmetry. 5. 1673-1682 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] K.Nakamura, S.Kondo, Y.Kawai, N.Nakajima and A.Ohno: "Purification and Characterization of alpha-Keto Ester Reductase from Bakers" Yeast" Biosci.Biotech.Biochem.58. 2236-2240 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] A.Ohno, J.Kunitomo, T.Kawamoto, M.Tomishima, K.Bessho, and F.Yoneda: "Variation of Reaction Channel in a Flavoenzyme Model with a Modified Pyrimidine Ring" Tetrahedron Lett.35. 9729-9732 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] T.Kimura, T.Maruyama, M.Okamura, T.Sugiyama, T.Ando and A.Ohno: "1,2-Bis (omicron-aminophenoxy) ethane-N,N,N', N'-tetraacetic Acid Derivatives on Complexation with Lanthanoid Metal Ions. Correlation between Size of Trapping Hole and Metal Ion" Heteroatom Chem.(in press). (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] A.Ohno, N.Yamazaki, A.Tsutsumi, Y.Mikata and M.Okamoto: "NAD (P)^+-NAD (P) H Models. 84. Stereochemistry Controlled by the Electronic Effect from a Sulfinyl Group" Heteroatom Chem.(in press). (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Y.Kawai, K.Takanobe and A.Ohno: "Stereochemical Tontrol in Microbial Reduction. 25. Additives Controlling Diastereoselectivity in a Microbial Reduction of Ethyl 2-Methyl-3-oxobutanoate" Bull.Chem.Soc.Jpn.68. 285-288 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] K.Nakamura, Y.Inoue and A.Ohno: "Improvement of Enantioselectivity of Microbial Reduction by Using Orgnaic Solvent Redox Coupler System" Tetrahedron Lett.36. 265-266 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Y.Kawai, K.Hida, K.Nakamura and A.Ohno: "Introduction of Plural Asymmetric Centers by a beta-Keto Ester Reductase from Bakers' Yeast" Tetrahedron Lett.36. 591-592 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] K,Nakamura, S.Kondo, N.Nakajima and A.Ohno: "Mechanistic Study for Stereochemical Control of Microbial Reduction of alpha-Keto Esters in an Orgnaic Solvent" Tetrahedron. (in press). (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] T.Kimura,T.Maruyama,A.Ohno et al.: "Structural Effect on Chilation Selectivity of Alkaline Earth Metal Ions with Aminopolycarboxylate-Type Chelators" Bull.Chem.Soc.Jpn.67. 1615-1621 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] K.Nakamura,M.Kinoshita A.Ohno: "Effect of Solvent on Lipase-Catalyged Transesterification in Organic Medeia" Tetrahedron. 50. 4681-4690 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] Y.Kawai,S.Kondo,A.Ohno et al.: "Stereochemical Control in Microbial Reduction.23.Thermal Treatment of Bakers′ Yeast for Controlling the....." Bull.Chem.Soc.Jpn.67. 2244-2247 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] S.Yasui,N.Fujii,A.Ohno et al.: "Mechanism of Dediazoniation of Arenediazonium Salts with Triphenylphosphine and Trialkyl Phosphites.Generation of......" J.Chem.Soc.,Perkin Trans.2. 177-183 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] I.Nakamura,Y.Inoue,A.Ohno: "Enantioselective Microbial Oxidation of 1-Arylethanol in an Organic Solvent" Tetrahedron Lett.35. 4375-4376 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] S.Yasui,K.Shioji,A.Ohno: "Reactivity of a Phosphoranyl Radical Generated by Photoreaction of Phenyl Diphenylphosphinite with 10-Methylacridinium....." Heteroatom Chem.5. 85-90 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] S.Yasui,K.Shioji,A.Ohno: "Reaction of a Cation Radical Generated from Trivalent Phosphorus Compound through Single-Electron Transfer to Arenediazonium Sdlt" Tetrahedron Lett.35. 2695-2698 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] A.Ohno,A.Tsutsumi,Y Kawai et al: "NAD(P)^+-NAD(P)H Models.83.Molecular Asymmetry with a Carbonyl Croup:Electronically Controlled Stereochemistry in the...." J.Am.Chem.Soc.116. 8133-8137 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] K.Nakamura,M.Kawasaki,A.Ohno: "Effects of Substrate on Lipase-Catalyzed Transesterification of ω-Substituted 1-Alkanols in Organic Solvents" Bull.Chem.Soc.Jpn.67. 3053-3056 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] M.Uemura,H.Nishimura,A.Ohno et al.: "Kinetic Resolution of Hydroxymethyl-Substituted(Arene)Cr(CO)_3 and (Diene)Fe(CO)_3 sy Lipase" Tetrahedron:Asymmetry. 5. 1673-1282 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] K.Nakamura,S.Kondo,A.Ohno et al: "Purification and Characterization of α-Keto Ester Reductases from Bakers′ Yeast" Biosci.Biotech.Biochem.58. 2236-2240 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] A.Ohno,J.Kunitomo,T.Kawamoto,et al.: "Variation of Reaction Channel in a Flavoenzyme Model with a Modified Pyrimidine Ring" Tetrahedron Lett.35. 9729-9732 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] T.Kimura,T.Maruyama,A.Ohno.et al.: "1,2-Bis(o-aminophenoxy)ethane-N,O,N′,N′-tetraacetic Acid Derivatives on Complexation with Lanthanoid Metal Tons....." Heteroatom Chem.6(in press). (1995)

    • Related Report
      1994 Annual Research Report
  • [Publications] A.Ohno,N.Yamazaki,M.Okamura,et al.: "NAD(P)^+-NAD(P)H Models.84.Stereochemistry Controlled by the Electronic Effect from a Sulfinyl Croup" Heteroatom chem.6(in press). (1995)

    • Related Report
      1994 Annual Research Report
  • [Publications] Y.Kawai,K.Takanobe,A.OHno: "Stereothemical Control in Microbial Reduction.25.Additives Controlling Diastereoselectivity in a Microbial Reduction...." Bull.Chem.Soc.Jpn.68. 285-288 (1995)

    • Related Report
      1994 Annual Research Report
  • [Publications] K.Ndkamura,Y.Inoue,A.Ohno: "Improvement of Enantioselectivity of Microbial Reduction by Usiug Organic solvent Redox Coupler System" Tetrahedron Lett.36. 265-266 (1995)

    • Related Report
      1994 Annual Research Report
  • [Publications] Y.Kawai,K.Hida,K.Nakamura,A.Ohno: "Introduction of Plural Asymmetric Centers by a β-Keto Ester Reductase from Bakers′Yeast" Tetrahedron Lett.36. 591-592 (1995)

    • Related Report
      1994 Annual Research Report
  • [Publications] K.Nakamura,S.Kondo,N.Nakajima,A.Ohno: "Mechanistic Study jor Stereochemical Control of Microbial Reduction of d-Keto Esters in an Orgnaic Solvent" Tetrahedron. 51(in press). (1995)

    • Related Report
      1994 Annual Research Report
  • [Publications] "NAD(P)^+-NAD(P)H Models.81.Temperature-Dependent Stereochemistry un the nterconversion between Central and Axial Chiralities" Bull.Chem.Soc.Jpn.66. 1191-1196 (1993)

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      1993 Annual Research Report
  • [Publications] "NAD(P)^+-NAD(P)H Models.82.Effect of Magnesium Ion on the Stereochemistry at the Ground and Transition States of the React'n." Bull.Chem.Soc.Jpn.66. 1197-1203 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] "Stereochemical Control in Microbial Reduction.21.Effect of Organic Solvents on Reduction of α-Keto Ester by Bakers' Yeast" Bull.Chem.Soc.Jpn.66. 2738-2743 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] "Asymmetric Reduction of Ketopantolactone by Bakers' Yeast" Tetrahedron:Assymmetry. 4. 1253-1254 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] "The Arbuzov Reaction of Alkyl Diphenylphosphinites with 10-Methylacridinium Ion.Kinetic Study on the Formation" Bull.Chem.Soc.Jpn.66. 2077-2083 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] "The Catalytic Role of Iodide Ion/Iodine Couple in the Photo-Reduction of 10-Methylacridinium Ion with Diphenylphoshine Oxide" Chem.Lett.1393-1396 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] Mutsuo Okanura: "Stereospecific Electrochemical Oxidation of NAD(P)H Analogs Medeated by Radical Cation of Anilines" Chem.Lett.1247-1250 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] Mutsuo Odamura: "NAD(P)+-NAD(P)H Models. 81. Temperature-Dependent Stereospecificity in the Interconversion beween Central and Axial Chiralities" Bull. Chim. Soc. Jpn.66. (1993)

    • Related Report
      1992 Annual Research Report
  • [Publications] Mutsuo Okamura: "NAD(P)+-NAD(P)H Models. 82. Effect of Magnesium Ion on the Stereospecificity and Conformations at the Ground and Transition States of the Reaction" Bull. Chem. Soc. Jpn.66. (1993)

    • Related Report
      1992 Annual Research Report

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Published: 1992-04-01   Modified: 2016-04-21  

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