Glycosylation of functional natural compounds for improving intestinal absorption

• Project/Area Number: 25460127
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Research Field: Natural medicines
• Research Institution: The Makino Memorial Foundation of Kochi Prefecture (2014-2015); Nagoya City University (2013)
• Principal Investigator: Mizukami Hajime 公益財団法人高知県牧野記念財団, その他部局等, その他 (30128219)
• Co-Investigator(Kenkyū-buntansha): TERASAKA Kazuyosi 名古屋市立大学, 大学院薬学研究科, 講師 (60405214)
• Project Period (FY): 2013-04-01 – 2016-03-31
• Project Status: Completed (Fiscal Year 2015)
• Budget Amount: ¥5,070,000 (Direct Cost: ¥3,900,000、Indirect Cost: ¥1,170,000); Fiscal Year 2015: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000); Fiscal Year 2014: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000); Fiscal Year 2013: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
• Keywords: 生理活性天然物 / 糖鎖構築 / 糖転移酵素 / 消化管吸収 / 植物機能性化合物 / 酵素的配糖体合成 / 消化管グルコシダーゼ / 機能性配糖体 / 酵素合成

Outline of Final Research Achievements

We have isolate and characterized O- and C-glucosyltransferases from various plants including Gardenia jasminoides, Fragaria ×ananassa and Glycine max. By usig the recombinant glycosyltransferases so far obtained, a wide array of natural glycosides can be easily prepared.
To analyze the relationship between sugar chain structures of natural glycosides and intestinal absorption of these compounds, we have tried to prepare recombinant lactose-phlorizin hydrolase (LPH) originated from human or rat intestine.

Research Products

• [Journal Article] Ｉｄｅｎｔｉｆｉｃａｔｉｏｎ and functional analysis of 2-hydroxyflavanone C-glucosyltransferase in soybean (Glycine max) (2015)
  • Author(s): Yoshihiro Hirade, Naoyuki Kotoku, Kazuyoshi Terasaka, Yumiko Saijo-Hamano, Akemi Fukumoto, Hajime Mizukami
  • Journal Title: FEBS Letters Volume: 未定 Issue: 15 Pages: 1778-1786
  • DOI: 10.1016/j.febslet.2015.05.010
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] 植物糖転移酵素を用いた機能性化合物の糖鎖構築 (2015)
  • Author(s): 水上 元
  • Journal Title: 薬学雑誌 Volume: 135
  • NAID: 130005085760
  • Peer Reviewed
• [Journal Article] A 7-deoxyloganetic acid glucosyltransferase contributes a key step in secologanin biosynthesis in Madagascar periwinkle. (2013)
  • Author(s): Asada, K., Salim, V., Masada-Atsumi, S., Edmunds, E., Nagatoshi, M., Terasaka, K., Mizukami, H., De-Luca, V.
  • Journal Title: The Plant Cells Volume: 25 Issue: 10 Pages: 4123-4134
  • DOI: 10.1105/tpc.113.115154
  • Peer Reviewed
• [Journal Article] Anti-allergic effects of enzymatically modified isoquercitrin (α-oligoglucosyl quercetin 3-O-glucoside), quercetin 3-O-glucoside, α-oligoglucosyl rutin, and quercetin, when administered orally to mice. (2013)
  • Author(s): Makino, T., Kanemaru, M., Okuyama, S., Shimizu, R., Tanaka, H., Mizukami, H
  • Journal Title: J.Nat. Med. Volume: (in press) Issue: 4 Pages: 881-886
  • DOI: 10.1007/s11418-013-0760-5
  • Peer Reviewed
• [Presentation] イチゴのHMDF配糖体の生合成に関わる配糖化酵素の単離 (2015)
  • Author(s): 山田亜紀、牧野利明、水上 元、寺坂和祥
  • Organizer: 第33回日本植物分子生物学会大会
  • Place of Presentation: 東京大学
  • Year and Date: 2015-08-09 – 2015-08-10
• [Presentation] イチゴのHDMF配糖体の生合成に関わる配糖化酵素の単離 (2015)
  • Author(s): 山田亜紀、牧野利明、水上元、寺坂和祥
  • Organizer: 第33回日本植物細胞分子生物学会大会
  • Place of Presentation: 東京大学
  • Year and Date: 2015-08-09
• [Presentation] センブリ由来イリドイド配糖化酵素遺伝子の探索
  • Author(s): 立岩千佳、寺坂和祥、水上 元
  • Organizer: 日本生薬学会第60回年会
  • Place of Presentation: 札幌市
• [Presentation] クチナシのクロシン生合成に関与するアルデヒド酸化酵素の機能解析
  • Author(s): 鮎川美奈子、木村雪乃、永利麻衣、寺坂和祥、加藤信樹、樋口恒彦、水上 元
  • Organizer: 第31回日本植物細胞分子生物学会（札幌）大会
  • Place of Presentation: 札幌
• [Book] 薬用植物･生薬の最前線 (2015)
  • Author(s): 寺坂和祥
  • Total Pages: 269
  • Publisher: シーエムシー出版