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2010 Fiscal Year Final Research Report

Fine chemical production by complementary use of microbial catalysts and organic synthesis

Research Project

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Project/Area Number 20580114
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Bioproduction chemistry/Bioorganic chemistry
Research InstitutionKeio University

Principal Investigator

SUGAI Takeshi  Keio University, 薬学部, 教授 (60171120)

Project Period (FY) 2008 – 2010
Keywords有機化学 / バイオリアクター / 酵素 / 応用微生物
Research Abstract

On the screening of biocatalysts for the key steps in the total synthetic schemes, molecular design of substrates for enzyme-catalyzed reactions was thoroughly elaborated. Practical synthetic schemes themselves approaching key intermediates were also studied. As the results, three major methods for preparation were achieved : 1) the exploration of hydrolyzing enzymes which regioselectively treat the hydroxy and acyloxy groups in glycal derivatives ; 2) development of new functions of an epoxide hydrolase through the substrate specificity study ; 3) synthesis of the unique fluorine-containing aromatic substances which probe the recognition of remote chirality in the catalytic site of lipases. Based on them, novel and expeditious synthetic routes for sialidase inhibitors and a chiral analyzing agent for trace amount of biomolecules were established.

  • Research Products

    (8 results)

All 2010 2009

All Journal Article (4 results) (of which Peer Reviewed: 4 results) Presentation (2 results) Book (2 results)

  • [Journal Article] New chemo-enzymatic route toward N-acetylneuraminic acid derivatives with alkyl groups at C-7 hydroxyl group2010

    • Author(s)
      J.Calveras, Y.Nagai, I.Sultana, Y.Ueda, T.Higashi, M.Shoji, T.Sugai
    • Journal Title

      Tetrahedron 66

      Pages: 4284-4291

    • Peer Reviewed
  • [Journal Article] The scope and limitation on the regio- and enantioselective hydrolysis of aliphatic epoxides by Bacillus subtilis epoxide hydrolase, and exploration towards chirally differentiated tris(hydroxymethyl)methanol2010

    • Author(s)
      K.Shimizu, M.Sakamoto, M.Hamada, T.Higashi, T.Sugai, M.Shoji
    • Journal Title

      Tetrahedron : Asymmetry 21

      Pages: 2043-2049

    • Peer Reviewed
  • [Journal Article] Chemo-enzymatic Synthesis of Both Enantiomers of 2-tert-Butyl-2-methyl-1,3-benzodioxole-4-car boxylic (TBMB) Acid2010

    • Author(s)
      T.Higashi, C.Abe, K.Ninomiya, T.Machida, N.Chishima, S.Taketomi, M.Furuta, Y.Komaki, Y.Senba, T.,Tokuda M.Shoji, T.Sugai
    • Journal Title

      Adv.Synth.Catal. 352

      Pages: 2549-2558

    • Peer Reviewed
  • [Journal Article] A Short-step Chemo-enzymatic Synthesis of a Precursor for L-Nucleosides from D-Lyxose2009

    • Author(s)
      K.Kitsuda, J.Calveras, Y.Nagai, T.Higashi, T.Sugai
    • Journal Title

      J.Mol.Catal.B : Enz. 59

      Pages: 197-200

    • Peer Reviewed
  • [Presentation] Regio- and stereoselective lipase-catalyzed reactions on sugars and carbasugars (Invited Lecture)2010

    • Author(s)
      M.Hamada, Y.Ueda, N.Chishima, J.Calveras, T.Higashi, M.Shoji, T.Sugai
    • Organizer
      The International Chemical Congress of Pacific Basin Societies
    • Place of Presentation
      Honolulu, Hawaii
    • Year and Date
      2010-12-19
  • [Presentation] Recognition of Remote Chiral Centers in the Course of Lipase-Catalyzed Resolution and Its Application to Both Enantiomers of TBMB Acid (Invited Lecture)2010

    • Author(s)
      T.Sugai
    • Organizer
      BIT's Inaugural Symposium on Enzymes & Biocatalysis
    • Place of Presentation
      Shanghai
    • Year and Date
      2010-04-24
  • [Book] 複合糖質の化学と最新応用技術(正田晋一郎、稲津敏行編)(位置・立体選択的反応を鍵段階とする酵素-化学複合合成法の開発)2009

    • Author(s)
      橘田和憲、濱田学、梅澤一夫、東利則、須貝威
    • Total Pages
      73-82
    • Publisher
      シーエムシー
  • [Book] Practical Methods for Biocatalysis and Biotransformations (J.Whittal, P.W.Sutton,eds.) (Epoxide Hydrolase Catalyzed Synthesis of (R)-3-benzyloxy-2-methylpropane-1,2-diol)2009

    • Author(s)
      T.Sugai, A.Fujino, H.Yamaguchi, M.Ikunaka
    • Total Pages
      190-198

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Published: 2012-01-26   Modified: 2016-04-21  

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