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Synthetic Approach toward Elucidation of the Structure and Function of Phytochromes

Research Project

Project/Area Number 15350021
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Organic chemistry
Research InstitutionKANAZAWA UNIVERSITY

Principal Investigator

INOMATA Katsuhiko  Kanazawa University, Graduate School Natural Science and Technology, Professor, 自然科学研究科, 教授 (50110599)

Project Period (FY) 2003 – 2006
Project Status Completed (Fiscal Year 2006)
Budget Amount *help
¥14,800,000 (Direct Cost: ¥14,800,000)
Fiscal Year 2006: ¥2,500,000 (Direct Cost: ¥2,500,000)
Fiscal Year 2005: ¥3,200,000 (Direct Cost: ¥3,200,000)
Fiscal Year 2004: ¥3,800,000 (Direct Cost: ¥3,800,000)
Fiscal Year 2003: ¥5,300,000 (Direct Cost: ¥5,300,000)
KeywordsPhytochromes / Bilin Chromophores / Linear Tetrapyrroles / Sterically Locked Chromophores / Organic Synthesis / Reconstitution with Apoproteins / Structure and Function / Photoreversibility / 構造と機能解明 / テトラピロール化合物 / 全合成 / 構造と機能 / 発色団 / フィトクロモビリン / フィコシアノビリン / 再構成
Research Abstract

Phytochromes are photoreceptors existing in plants and carry a bilin chromophore, which is covalently attached to the protein. Phytochromes behave as photoreversible molecular switches between physiologically inactive red light-absorbing Pr and physiologically active far-red light-absorbing Pfr. This "red-far-red lights photoreversible reaction" plays important role to sense light information in the environment and related to various processes such as development, growth, and differentiation of plants. In the present research project on phytochromes, we established the efficient methods for the preparation of bilin chromophores and their sterically locked derivatives, which were assembled with apoproteins of phytochromes. The following are the results obtained by synthetic organic approach toward elucidation of the structure and function of phytochromes
1. Many bacterial phytochromes carry biliverdin (BV) as natural chromophore, which is coupled in a different manner to the protein. In … More phytochrome Agpl of Agrobacterium tumefaciens, BV is covalently attached to a cysteine residue close to the N-terminus (position 20). By testing different natural and synthetic BV derivatives, it was found that the ring A vinyl side chain is used for chromophore attachment.
2. Total syntheses of BV derivatives with sterically locked AB-or CD-ring component were accomplished via new and efficient methods towards elucidation of the stereochemistry of the chromophore in phytochromes. The chromophores were tested for assembly with Agrobacterium phytochrome Agpl and Agp2, which incorporate BV as natural chromophore. It was found that the chromophore of Agpl adopts a C15=C16 Z configuration and a C14-C15 anti conformation in the Pr form, and a C15=C16 E configuration and a C14-C15 anti conformation in the Pfr form. All chromophore adducts were analyzed by size exclusion chromatography and histidine kinase activity to probe protein conformation. In either case, the 15Za adduct behaved like the Pr and the 15Ea adduct like the Pfr form of Agpl. Replacing the natural chromophore by a locked 15Ea derivative can thus bring phytochrome holoprotein in the Pfr form in darkness. In this way, physiological action of Pfr can be studied in vivo and separated from Pr/Pfr cycling and other light effects.
3. The N-terminal photosensory module of Agrobacterium phytochrome Agpl, Agp1-M15, was assembled with a sterically locked synthetic BV-derivative 15Za to give crystals of 15Za-Agpl-M15, which diffract to 3.4 A resolution and belong to the tetragonal space group 1422 with unit cell dimensions a=b=174 A, c=80 A.
4. A new type of affinity chromatography was investigated to establish an efficient method for the isolation of plant phytochromes by attaching synthetic chromophores as a ligand on carrier resin.
5. Chromophores doubly locked at AB-and CD-rings were synthesized to determine the stereochemistry of AB-ring component of Pfr and also toward analysis of the detailed mechanism of photoisomerization of Agpl and signal transduction.
6. To exploit an efficient method for the preparation of optically active phytochrome chromophores, new highly efficient and enantioselective reactions were developed utilizing tartaric acid esters as a chiral auxiliary. Furthermore new insights were obtained regarding "syn-effect". Less

Report

(5 results)
  • 2006 Annual Research Report   Final Research Report Summary
  • 2005 Annual Research Report
  • 2004 Annual Research Report
  • 2003 Annual Research Report
  • Research Products

    (71 results)

All 2007 2006 2005 2004 2003 Other

All Journal Article (64 results) Publications (7 results)

  • [Journal Article] Catalytic Asymmetric Addition of Alkynylzinc Reagents to Nitrones2007

    • Author(s)
      Atsuko Konishi
    • Journal Title

      Chem. Lett. 36・1

      Pages: 44-45

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Annual Research Report 2006 Final Research Report Summary
  • [Journal Article] Catalytic Asymmetric Addition of Alkynylzinc Reagents to Nitrones2007

    • Author(s)
      Atsuko Konishi
    • Journal Title

      Chem. Lett. 36-1

      Pages: 44-45

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Crystallization and Preliminary X-Ray Crystallographic Analysis of the N-Terminal Photosensory Module of Phytochrome Agp1, a Biliverdin-Biding Photoreceptor from Agrobacterium Tumefaciens2006

    • Author(s)
      Patrick Scheerer
    • Journal Title

      J. Struc. Biol. 153・1

      Pages: 97-102

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Asymmetric Addition of Alkynylzinc Reagents to Nitrones Utilizing Tartaric Acid Ester as a Chiral Auxiliary2006

    • Author(s)
      Weilin Wei
    • Journal Title

      Chem. Lett. 35・2

      Pages: 176-177

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] "Syn-Effect" in Nucleophilic Addition of Amines to 1,3-Dienylsulfone2006

    • Author(s)
      Masao Yamazaki
    • Journal Title

      Chem. Lett. 35・5

      Pages: 514-515

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Asymmetric 1,3-Dipolar Cycloaddition of Nitrones with an Electron-Withdrawing Group to Allylic Alcohols Utilizing Diisopropyl Tartrate as a Chiral Auxiliary2006

    • Author(s)
      Xia Ding
    • Journal Title

      Bull. Chem. Soc. Jpn. 79・7

      Pages: 1069-1083

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Enantioselective Diels-Alder Reaction of o-Quinodimethanes by Utilizing Tartaric Acid Ester as a Chiral Auxiliary2006

    • Author(s)
      Motoki Takinami
    • Journal Title

      Tetrahedron : Asymmetry 17

      Pages: 1554-1560

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Syntheses of Biliverdin Derivatives Sterically Locked at the CD-Ring Components2006

    • Author(s)
      Mostafa A., S.Hammam
    • Journal Title

      Bull. Chem. Soc. Jpn. 79・10

      Pages: 1561-1572

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Assembly of Synthetic Locked Chromophores with Agrobacterium Phytochromes Agp1 and Agp22006

    • Author(s)
      Katsuhiko Inomata
    • Journal Title

      J. Biol. Chem. 281・38

      Pages: 28162-28173

    • NAID

      120000809030

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Preparation of Novel N-Sulfonylated (S,S)-2,3-Diaminosuccinate-Type Chiral Auxiliaries and Application to an Asymmetric 1,3-Dipolar Cycloaddition Reaction of Nitrile Oxides to Allyl Alcohol2006

    • Author(s)
      Masakazu Serizawa
    • Journal Title

      Tetrahedron : Asymmetry 17

      Pages: 3075-3083

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Crystallization and Preliminary X-Ray Crystallographic Analysis of the N-Terminal Photosensory Module of Phytochrome Agpl, a Biliverdin-Biding Photoreceptor from Agrobacterium Tumefaciens2006

    • Author(s)
      Patrick Scheerer
    • Journal Title

      J. Struc. Biol. 153-1

      Pages: 97-102

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Asymmetric Addition of Alkynylzinc Reagents to Nitrones Utilizing Tartaric Acid Ester as a Chiral Auxiliary2006

    • Author(s)
      Weilin Wei
    • Journal Title

      Chem. Lett. 35-2

      Pages: 176-177

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] "Syn-Effect" in Nucleophilic Addition of Amines to 1,3-Dienylsulfone2006

    • Author(s)
      Masao Yamazaki
    • Journal Title

      Chem. Lett. 35-5

      Pages: 514-515

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Asymmetric 1,3-Dipolar Cycloaddition of Nitrones with an Electron-Withdrawing Group to Allylic Alcohols Utilizing Diisopropyl Tartrate as a Chiral Auxiliary2006

    • Author(s)
      Xia Ding
    • Journal Title

      Bull. Chem. Soc. Jpn. 79-7

      Pages: 1069-1083

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Syntheses of Biliverdin Derivatives Sterically Locked at the CD-Ring Components2006

    • Author(s)
      Mostafa A.S. Hammam
    • Journal Title

      Bull. Chem. Soc. Jpn. 79-10

      Pages: 1561-1572

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Assembly of Synthetic Locked Chromophores with Agrobacterium Phytochromes Agpl and Agp22006

    • Author(s)
      Katsuhiko Inomata
    • Journal Title

      J. Biol. Chem. 281-38

      Pages: 28162-28173

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Preparation of Novel N-Sulfonylated (S, S)-2,3-Diaminosuccinate-Type Chiral Auxiliaries and Application to an Asymmetric 1,3-Dipolar Cycloaddition Reaction of Nitrile Oxides to Allyl Alcohol2006

    • Author(s)
      Masakazu Serizawa
    • Journal Title

      Tetrahedron : Asymmetry 17

      Pages: 3075-3083

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Crystallization and Preliminary X-Ray Crystallographic Analysis of the N-Terminal Photosensory Module of Phytochrome Agpl, a Biliverdin-Biding Photoreceptor from Agrobacterium Tumefaciens2006

    • Author(s)
      Patrick Scheerer
    • Journal Title

      J. Struc. Biol. 153・1

      Pages: 97-102

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Asymmctric Addition of Alkynylzinc Reagents to Nitrones Utilizing Tartaric Acid Ester as a Chiral Auxiliary2006

    • Author(s)
      Weilin Wei
    • Journal Title

      Chem. Lett. 35・2

      Pages: 176-177

    • Related Report
      2006 Annual Research Report
  • [Journal Article] "Syn-Effect"in Nuclcophilic Addition of Amincs to 1,3-Dienylsulfonc2006

    • Author(s)
      Masao Yamazaki
    • Journal Title

      Chem. Lett. 35・5

      Pages: 514-515

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Asymmetric 1,3-Dipolar Cycloaddition of Nitrones with an Electron-Withdrawing Group to Alcohols Utilizing Diisopropyl Tartrate Tartrate as a Chiral Auxiliary2006

    • Author(s)
      Xia Ding
    • Journal Title

      Bull. Chem. Soc. Jpn. 79・7

      Pages: 1069-1083

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Enantioselective Diels-Alder Reaction of ο-Quinodimcthanes by Utilizing Tartaric Acid Ester as a Chiral Auxiliary2006

    • Author(s)
      Motoki Takinami
    • Journal Title

      Tetrahedron : Asymmetry 17

      Pages: 1554-1560

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Syntheses of Biliverdin Derivatives Sterically Locked at the CD-Ring Components2006

    • Author(s)
      Mostafa A.s. Hammam
    • Journal Title

      Bull. Chem. Soc. Jpn. 79・10

      Pages: 1561-1572

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Assembly of Synthctic Locked chromophores with Agrobacterium Phytochromes Agp1 and Agp22006

    • Author(s)
      Katsuhiio Inomata
    • Journal Title

      J. Biol. Cehm. 281・38

      Pages: 28162-28173

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Preparation of Novel N-Sulfonylated (S,S)-2,3-Diaminosuccinate-Type Chiral Auxiliaries and Application to Asymmetric 1,3-Dipollar Cycloaddition Reaction of Nitrile Oxides to Allyl Alcohol2006

    • Author(s)
      Masakazu Serizawa
    • Journal Title

      Tetrahedron : Asymmetry, 17

      Pages: 3075-3083

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Asymmetric 1,3-Dipolar Cycloaddition of Nitrones with an Electron-Withdrawing Group to Allylic Alcohols Utilizing Diisopropyl Tartrate as a Chiral Auxiliary2006

    • Author(s)
      D.Xia, K.Taniguchi, Y.Hamamoto, K.Sada, S.Fujinami, Y.Ukaji, K.Inomata
    • Journal Title

      Bull.Chem.Soc.Jpn. 79(7)(in press)

    • NAID

      10018001542

    • Related Report
      2005 Annual Research Report
  • [Journal Article] "Syn-Effect" in Nucleophilic Addition of Amines to 1,3-Dienylsulfone2006

    • Author(s)
      M.Yamazaki, S.K.Guha, Y.Ukaji, K.Inomata
    • Journal Title

      Chem.Lett. 35(in press)

    • NAID

      10017409962

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Asymmetric Addition of Alkynylzinc Reagents to Nitrones Utilizing Tartaric Acid Ester as a Chiral Auxiliary2006

    • Author(s)
      W.Wei, M.Kobayashi, Y.Ukaji, K.Inomata
    • Journal Title

      Chem.Lett. 35

      Pages: 176-177

    • NAID

      10017166925

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Palladium Catalyzed Elimination Reaction of Acyclic (E)-Allylic Acetates : The Stereochemistry Elucidated by "Syn-Effect"2005

    • Author(s)
      Hiroyuki Takenaka
    • Journal Title

      Chem. Lett. 34・2

      Pages: 256-257

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Synthesis of Biliverdin Derivative Bearing the Sterically Fixed E-anti C/D-Ring Component2005

    • Author(s)
      Hideki Kinoshita
    • Journal Title

      Chem. Lett. 34・6

      Pages: 800-801

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Sterically Locked Synthetic Bilin Derivatives and Phytochrome Agp1 from Agrobacterium Tumefaciens Form Photoinsensitive Pr- and Pfr-like Adducts2005

    • Author(s)
      Katsuhiko Inomata
    • Journal Title

      J. Biol. Chem. 280・26

      Pages: 24491-24497

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] "Syn-Effect" in the 1,4-Eliminative Ring Opening of [3-Substituted (E)-1-Propenyl] oxiranes to the Corresponding 2,4-Dienyl Alcohols2005

    • Author(s)
      Naohiro Takeda
    • Journal Title

      Chem. Lett. 34・8

      Pages: 1140-1141

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Palladium Catalyzed Elimination Reaction of Acyclic (E)-Allylic Acetates : The Stereochemistry Elucidated by Syn-Effect2005

    • Author(s)
      Hiroyuki Takenaka
    • Journal Title

      Chem. Lett. 34-2

      Pages: 256-257

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Synthesis of Biliverdin Derivative Bearing the Sterically Fixed E-anti C/D-Ring Component2005

    • Author(s)
      Hideki Kinoshita
    • Journal Title

      Chem. Lett. 34-6

      Pages: 800-801

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Sterically Locked Synthetic Bilin Derivatives and Phytochrome Agpl from Agrobacterium Tumefaciens Form Photoinsensitive Pr-and Pfr-like Adducts2005

    • Author(s)
      Katsuhiko Inomata
    • Journal Title

      J. Biol. Chem. 280-26

      Pages: 24491-24497

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] "Syn-Effect" in the 1,4-Eliminative Ring Opening of [3-Substituted (E)-1-Propenyl] oxiranes to the Corresponding 2,4-Dienyl Alcohols2005

    • Author(s)
      Naohiro Takeda
    • Journal Title

      Chem. Lett. 34-8

      Pages: 1140-1141

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Crystallization and Preliminary X-Ray Crystallographic Analysis of the N-Terminal Photosensory Module of Phytochrome Agp1, a Biliverdin-Biding Photoreceptor from Agrobacterium Tumefaciens2005

    • Author(s)
      P.Scheerer, N.Michael, J.H.Park, S.Noack C.Forster, M.A.S.Hammam, K.Inomata H.-W.Choe, T.Lamparter, N.Krauss
    • Journal Title

      J.Struc.Biol. 153

      Pages: 97-102

    • Related Report
      2005 Annual Research Report
  • [Journal Article] "Syn-Effect" in the 1,4-Eliminative Ring Opening of [3-Substituted (E)-1-Propenyl]oxiranes to the Corresponding 2,4-Dienyl Alcohols2005

    • Author(s)
      N.Takeda, T.Chayama, H.Takenaka, Y.Ukaji, K.Inomata
    • Journal Title

      Chem.Lett. 34

      Pages: 1140-1141

    • NAID

      10016649154

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Sterically Locked Synthetic Bilin Derivatives and Phytochrome Agp1 from Agrobacterium Tumefaciens Form Photoinsensitive Pr- and Pfr-like Adducts2005

    • Author(s)
      K.Inomata, M.A.S.Hammam, H.Kinoshita, Y.Murata, H.Khawn, S.Noack, N.Michael, T.Lamparter
    • Journal Title

      J.Biol.Chem. 280(26)

      Pages: 24491-24497

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Synthesis of Biliverdin Derivative Bearing the Sterically Fixed E-anti C/D-Ring Component2005

    • Author(s)
      H.Kinoshita, M.A.S.Hammam, K.Inomata
    • Journal Title

      Chem.Lett. 34

      Pages: 800-801

    • NAID

      10015663398

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Palladium Catalyzed Elimination Reaction of Acyclic (E)-Allylic Acetates : The Stereochemistry Elucidated by "Syn-Effect"2005

    • Author(s)
      H.Takenaka, Y.Ukaji, K.Inomata
    • Journal Title

      Chem.Lett. 34

      Pages: 256-257

    • NAID

      10014364629

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Palladium Catalyzed Elimination Reaction of Acyclic (E)-Allylic Acetates : The Stereochemistry Elucidated by "Syn-Effect"2005

    • Author(s)
      H.Takenaka
    • Journal Title

      Chem.Lett. 34・No.2

      Pages: 256-257

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Synthesis of Biliverdin Derivative Bearing the Sterically Fixed E-anti C/D-Ring Component2005

    • Author(s)
      H.Kinoshita
    • Journal Title

      Chem.Lett. 34(印刷中)

    • Related Report
      2004 Annual Research Report
  • [Journal Article] フイトクロム発色団の構造と機能2004

    • Author(s)
      猪股勝彦
    • Journal Title

      現代化学 5・398

      Pages: 56-62

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Synthesis of the Sterically Fixed Biliverdin Derivative Bearing the Z-anti C/D-Ring Component2004

    • Author(s)
      Mostafa A., S.Hammam
    • Journal Title

      Chem. Lett. 33・10

      Pages: 1258-1259

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] "Syn-Effect" in the Conversion of (E)-α,β-Unsaturated Esters into the Corresponding β,γ-Unsaturated Esters and Aldehydes into Silyl Enol Ethers2004

    • Author(s)
      Samar Kumar Guha
    • Journal Title

      Bull. Chem. Soc. Jpn. 77・12

      Pages: 2147-2157

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] フィトクロム発色団の構造と機能2004

    • Author(s)
      猪股勝彦
    • Journal Title

      MitiL=7-' 5-398

      Pages: 56-62

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Synthesis of the Sterically Fixed Biliverdin Derivative Bearing the Z-anti C/D-Ring Component2004

    • Author(s)
      Mostafa A.S. Hammam
    • Journal Title

      Chem. Lett. 33-10

      Pages: 1258-1259

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] "Syn-Effect" in the Conversion of (E)-a,/3-Unsaturated Esters into the Corresponding Ay-Unsaturated Esters and Aldehydes into Silyl Enol Ethers2004

    • Author(s)
      Samar Kumar Guha
    • Journal Title

      Bull. Chem. Soc. Jpn. 77-12

      Pages: 2147-2157

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Synthesis of the Sterically Fixed Biliverdin Derivative Bearing the Z-anti C/D-Ring Component2004

    • Author(s)
      M.A.S.Hammam
    • Journal Title

      Chem.Lett. 33・No.10

      Pages: 1258-1259

    • Related Report
      2004 Annual Research Report
  • [Journal Article] "Syn-Effect" in the Conversion of (E)-α,/β-Unsaturated Esters into the Corresponding β,γ Unsaturated Esters and Aldehydes into Silyl Enol Ethers2004

    • Author(s)
      S.K.Guha
    • Journal Title

      Bull.Chem.Soc.Jpn. 77・No.12

      Pages: 2147-2157

    • Related Report
      2004 Annual Research Report
  • [Journal Article] 植物の眼として働くフィトクロム-フィトクロム発色団の構造と機能にせまる-2004

    • Author(s)
      猪股勝彦
    • Journal Title

      現代化学 5・No.398

      Pages: 56-62

    • NAID

      40006159406

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Biliverdin Binds Covalently to Agrobacterium Phytochrome Agp1 via Its Ring A Vinyl Side Chain2003

    • Author(s)
      Tilman Lamparter
    • Journal Title

      J. Biol. Chem. 278・36

      Pages: 33786-33792

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Palladium-Catalyzed Carbonylation of Homoallylic Amine Derivatives in the Presence of a Copper Co-catalyst2003

    • Author(s)
      Takanori Mizutani
    • Journal Title

      Bull. Chem. Soc. Jpn. 76・6

      Pages: 1251-1256

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] The First Enantioselective Hetero Diels-Alder Reaction of Nitroso Compound Utilizing Tartaric Acid Ester as a Chiral Auxiliary2003

    • Author(s)
      Xia Ding
    • Journal Title

      Chem. Lett. 32・7

      Pages: 582-583

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Development of New Asymmetric Reactions Utilizing Tartaric Acid Esters as Chiral Auxiliaries. The Design of an Efficient Chiral Multinucleating System2003

    • Author(s)
      Yutaka Ukaji
    • Journal Title

      Synlett 2003・8

      Pages: 1075-1087

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] "Syn-Effect" in the Conversion of (E)-α,β-Unsaturated Esters to the Corresponding β,γ-Unsaturated Esters2003

    • Author(s)
      Samar Kumar Guha
    • Journal Title

      Chem. Lett. 32・8

      Pages: 778-779

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] "Syn-Effect"'in the Desilylation Reaction of γ-Silylated Allylic and Vinylic Sulfones2003

    • Author(s)
      Samar Kumar Guha
    • Journal Title

      Chem. Lett. 32・12

      Pages: 1158-1159

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Biliverdin Binds Covalently to Agrobactehum Phytochrome Agpl via Its Ring A Vinyl Side Chain2003

    • Author(s)
      Tilman Lamparter
    • Journal Title

      J. Biol. Chem. 278-36

      Pages: 33786-33792

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Palladium-Catalyzed Carbonylation of Homoallylic Amine Derivatives in the Presence of a Copper Co-catalyst2003

    • Author(s)
      Takanori Mizutani
    • Journal Title

      Bull. Chem. Soc. Jpn. 76-6

      Pages: 1251-1256

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] The First Enantioselective Hetero Diels-Alder Reaction of Nitroso Compound Utilizing Tartaric Acid Ester as a Chiral Auxiliary2003

    • Author(s)
      Xia Ding
    • Journal Title

      Chem. Lett. 32-7

      Pages: 582-583

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Development of New Asymmetric Reactions Utilizing Tartaric Acid Esters as Chiral Auxiliaries. The Design of an Efficient Chiral Multinucleating System2003

    • Author(s)
      Yutaka Ukaji
    • Journal Title

      Synlett 2003-8

      Pages: 1075-1087

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] "Syn-Effect" in the Conversion of (E)-a,13-Unsaturated Esters to the Corresponding /3,y-Unsaturated Esters2003

    • Author(s)
      Samar Kumar Guha
    • Journal Title

      Chem. Lett. 32-8

      Pages: 778-779

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] `Syn-Effect" in the Desilylation Reaction of y-Silylated Allylic and Vinylic Sulfones2003

    • Author(s)
      Samar Kumar Guha
    • Journal Title

      Chem. Lett. 32-12

      Pages: 1158-1159

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Publications] T.Mizutani: "Palladium-Catalyzed Carbonylation of Homoallylic Amine Derivatives in the Presence of a Copper Co-catalyst"Bull.Chem.Soc.Jpn.. 76. 1251-1256 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] X.Ding: "The First Enantioselective Hetero Diels-Alder Reaction of Nitroso Compound Utilizing Tartaric Acid Ester as a Chiral Auxiliary"Chem.Lett.. 32, No.7. 582-583 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] Y.Ukaji: "Development of New Asymmetric Reactions Utilizing Tartaric Acid Esters as Chiral Auxiliaries. The Design of an Efficient Chiral Multinucleating System"Synlett. No.8. 1075-1087 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] S.K.Guha: ""Syn-Effect" in the Conversion of (E)-α,β-Unsaturated Esters to the Corresponding β,γ-Unsaturated Esters"Chem.Lett.. 32, No.8. 778-779 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] T.Lamparter: "Biliverdin Binds Covalently to Agrobacterium Phytochrome Agp1 via Its Ring A Vinyl Side Chain"J.Biol.Chem.. 278, No.36. 33786-33792 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] S.K.Guha: ""Syn-Effect" in the Desilylation Reaction of γ-Silylated Allylic and Vinylic Sulfones"Chem.Lett.. 32, No.12. 1158-1159 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] 猪股勝彦: "植物の眼として働くフィトクロム-フィトクロム発色団の構造と機能にせまる-"現代化学. No.398. 56-62 (2004)

    • Related Report
      2003 Annual Research Report

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Published: 2003-04-01   Modified: 2016-04-21  

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