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1994 Fiscal Year Final Research Report Summary

Enzymatic Glycosylation and Phosphatidylation in Organic Solvent Systems.

Research Project

Project/Area Number 05660095
Research Category

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

Allocation TypeSingle-year Grants
Research Field 応用微生物学・応用生物化学
Research InstitutionResearch Institute for Bioresources, Okayama University

Principal Investigator

SUZUKI Yukio  Okayama University Research Institute for Bioresources, Professor, 資源生物科学研究所, 教授 (80033108)

Co-Investigator(Kenkyū-buntansha) SUGIMOTO Manabu  Okayama University Research Institute for Bioresources, Research Associate, 資源生物科学研究所, 助手 (20216336)
Project Period (FY) 1993 – 1994
KeywordsEnzymatic synthesis in organic solvents / Enzymatic glycosylation / Enzymatic phosphatidylation / Transphosphatidylation reaction / Phosphatidylation of water-soluble vitamins / Enzymatic glycosylation of terpenoids / Enzymatic glucosylation of phenolic compounds
Research Abstract

1.Enzymatic glycosylation of fat-solubly physiologically active compounds in a hydrophilic organic solvent.
New derivatives of long acyclic terpene alcohols, O-beta-glucosylfarnesol, O-beta-galactosylfarnesol and O-beta-galactosylgeranylgeraniol, were found to be formed, when the mixture containing these terpene alcohols and cellobiose (or lactose) in 50 % acetonitrile was incubated with almond beta-glucosidase (or Aspergillus oryzae beta-galactosidase). These glycosylated derivatives were isolated and identified.
Glucosylation of phenolic compounds-A high transglucosylation reaction to hydroxy residue of aromatic compounds.
The synthesis of pheny1-alpha-glucoside and 0-alpha-glucosylcatechol via transglucosylation reaction by Bacillus stearothermophilus cyclomaltodextrin glucanotransferase was found. These glucosides were isolated in crystalline form and identified. These glucosides were much more stable than the aglycones in a peroxidase-hydrogen peroxide-oxidizing system.
3.Enzymatic phosphatidylation of water-soluble vitamins in organic solvents.
Streptomyces sp. phospholipase D was found to be catalyze the transfer reaction of the dipalmitoylphosphatidyl residue from 1,2-dipalmitoy1-3-sn-phosphatidy1-choline (DPPC) to water-soluble vitamins (thiamin, pantothenic acid, and these related compounds) in a biphasic system, to afford novel fat-soluble derivatives of the vitamins (DPP-thiamin, DPP-pantothenic acid, DPP-thiamin-propyldisulfide, DPP-fursulthiamin, and DPP-pantothenyl ethyl ether), respectively. These novel derivatives were isolated and identified.

  • Research Products

    (8 results)

All Other

All Publications (8 results)

  • [Publications] Suzuki,Y.,Doi,Y.and Uchida,K.: "Phosphatidylation of pyridoxine and riboflavin by phospholipase D." Abstracts of European Symposium on Biocatalysis.(Graz.Austria,Sept.12-17).L-47 (1993)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 北野美香,高見正明,鈴木幸雄: "長鎖モノテルペンアルコールの酵素的配糖化" 日本農芸化学会誌(1994年度 日本農芸化学会大会要旨集). 68. 248- (1994)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 日高直美,高見正明,鈴木幸雄: "水溶性ビタミンのリン脂質化" 日本農芸化学会誌(1994年度 日本農芸化学会要旨集). 68. 330- (1994)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 奥田健吾,日高直美,北野美香,内田 絅,鈴木幸雄: "Cyclomaltodextrin glucanotransferase標品によるフェノール類及びアルキルアルコール類の配糖化" 日本農芸化学会誌(1994年度 日本農芸化学会関田支部大会要旨集). 69. 117- (1995)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Suzuki, Y., Doi, Y.and Uchida, K.: "Phosphatidylation of pyridoxine and riboflavin by phospholipase D." Abstracts of European Symposium on Biocatalysis. (Graz. Austria, Sept. 12-17). L-47. (1993)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Kitano, M., Takami, M.and Suzuki, Y.: "Enzymatic glycosylation of long acyclic terpene alcohols." Nippon Nogeikagaku Kaishi. 68 (3). 248 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Hidaka, N., Takami, M.and Suzuki, Y.: "Phosphatidylation of water-soluble vitamins." Nippon Nogeikagaku Kaishi. 68 (3). 330 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Okuda, K., Hidaka, N., Kitano, M., Uchida, and Suzuki, Y.: "Glycosylation of phenolic compounds and aldylalcohols by a cyclomaltodextrin glucanotransferase preparation." Nippon Nogeikagaku Kaishi. 69 (1). 117 (1995)

    • Description
      「研究成果報告書概要(欧文)」より

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Published: 1996-04-15  

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