Elucidation of modification mechanism of secondary metabolites in plant vacuoles.

2013 Fiscal Year Final Research Report

• Project/Area Number: 23370016
• Research Category: Grant-in-Aid for Scientific Research (B)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Plant molecular biology/Plant physiology
• Research Institution: Tokyo University of Agriculture and Technology
• Principal Investigator: OZEKI Yoshihiro 東京農工大学, 工学(系)研究科(研究院), 教授 (50185592)
• Co-Investigator(Kenkyū-buntansha): OHTA Daisaki 大阪府立大学, 生命環境科学研究科, 教授 (10305659) ; SASAKI Nobuhiro 東京農工大学, 大学院・工学研究院, 助教 (80422088)
• Co-Investigator(Renkei-kenkyūsha): YOHDA Masahumi 東京農工大学, 大学院・工学研究院, 教授 (50250105)
• Project Period (FY): 2011-04-01 – 2014-03-31
• Keywords: アントシアニン / 配糖化酵素 / アシル化酵素 / 液胞 / Zwitter donor / p-hydroxybenzyl-glucose / デルフィニウム / Delphinium grandiflorum

Research Abstract

Acyl-glucose dependent glucosyltransfrase (AAGT) gene was found in a monocot plant, Agapanthus, and Arabidopsis AAGT acted to acyl-modified anthocyanin with glucosyl residues in red turning leaves, indicating that AAGT reaction is common in the plant kingdom. In delphinium sepals, p-hydroxybenzyl-glucose (pHBG) acted as a glucosyl-donor at modification at the 7 position of anthocyanidin. The anthocyanin, violdelphin, consisted of three glycosyl and two p-hydroxybenzyl (pHBA)-residues, conjugated with alternately tandem and linear conjugation of glycosyl and pHBA-residues. In the reaction to form violdelphin, it was revealed that pHBG played a bi-functional role to be acyl donors and glucosyl donors for acyl-glucose dependent acyl-transferase and AAGT as Zwitter donor. The gene for UDP-glucose dependent pHBA glucosyltransferase was identified and the loss of this activity resulted not to modify at the 7 position of anthocyanidin.

Research Products

• [Journal Article] Identification of the glucosyltransferase gene that supplies the p-hydroxybenzoyl-glucose for 7-polyacylation of anthocyanin in delphinium (2014)
  • Author(s): Nishizaki, Y., Sasaki, N., Yasunaga, M., Miyahara, T., Okamoto, E., Okamoto, M., Hirose, Y. and Ozeki, Y
  • Journal Title: J. Exp. Bot.
  • DOI: 10.1093/jxb/eru134
  • Peer Reviewed
• [Journal Article] Sequence analysis of the genome of carnation (2013)
  • Author(s): Yagi, M., Kosugi, S., Hirakawa, H., Ohmiya, A., Tanase, K., Harada, T., Kishimoto, K., Nakayama, M., Ichimura, K., Onozaki, T., Yamaguchi, H., Sasaki, N., Miyahara, T., Nishizaki, Y., Ozeki, Y., Nakamura, N., Suzuki, T., Tanaka, Y., Sato, S., Shirasawa, K., Isobe, S., Miyamura, Y., Watanabe, A., Nakayama, S., Kishida, Y., Kohara, M., and Tabata, S
  • Journal Title: DNA Res
  • DOI: 10.1093/dnares/dst053
  • Peer Reviewed
• [Journal Article] p-Hydroxybenzoyl-glucose is a Zwitter donor for the biosynthesis of polyacyl-anthocyanin in delphinium (2013)
  • Author(s): Nishizaki, Y., Yasunaga, M., Okamoto, E., Okamoto, M., Hirose, Y., Yamaguchi, M., Ozeki, Y. and Sasaki, N
  • Journal Title: Plant Cell Volume: 25(10) Pages: 4150-4165
  • DOI: 10.1105/tpc.113.113167
  • Peer Reviewed
• [Journal Article] Recent advances in understanding the anthocyanin modification steps in carnation flowers (2013)
  • Author(s): Sasaki, N., Matsuba, Y., Abe, Y., Okamura, M., Momose, M., Umemoto, N., Nakayama, M., Itoh, Y. and Ozeki, Y
  • Journal Title: Sci. Hortic. Volume: 163(1) Pages: 37-45
  • DOI: 10.1016/j.scienta.2013.07.029
  • Peer Reviewed
• [Journal Article] Rice Os9BGlu31 is a transglucosidase with the capacity to equilibrate phenylpropanoid, flavonoid, and phytohormone glycoconjugates (2013)
  • Author(s): Luang, S., Cho, J., Mahong, B., Opassiri, R., Akiyama, T., Phasai, K., Komvongsa, J., Sasaki, N., Hua, Y., Matsuba, Y., Ozeki, Y., Jeon, J. -S., Ketudat Cairns, J. R
  • Journal Title: J. Biol. Chem. Volume: 288(14) Pages: 10111-10123
  • DOI: 10.1074/jbc.M112.423533
  • Peer Reviewed
• [Journal Article] An active hAT transposable element causing bud mutation of carnation by insertion into flavonoid 3'-hydoroxylase gene (2013)
  • Author(s): Momose, M., Nakayama, M., Itoh, Y., Umemoto, N., Toguri, T. and Ozeki, Y
  • Journal Title: Mol. Gen. Genomics Volume: 288(3) Pages: 175-184
  • DOI: 10.1007/s00438-013-0742-z
  • Peer Reviewed
• [Journal Article] Acyl-glucose-dependent glucosyltransferase catalyzes the final step of anthocyanin formation in Arabidopsis (2013)
  • Author(s): Miyahara, T., Sakiyama, R., Ozeki, Y. and Sasaki, N.
  • Journal Title: J. Plant Phyisiol Volume: 170(6) Pages: 619-624
  • DOI: 10.1016/j.jplph.2012.12.001
  • Peer Reviewed
• [Journal Article] Isolation of an acyl-glucose-dependent anthocyanin 7-O-glucosyltransferase from the monocot Agapanthus africanus (2012)
  • Author(s): Miyahara, T., Takahashi, M., Ozeki, Y. and Sasaki, N.
  • Journal Title: J. Plant Phyisiol. Volume: 169(8) Pages: 1321-1326
  • DOI: 10.1016/j.jplph.2012.05.004
  • Peer Reviewed
• [Journal Article] Identification of the glutathione S-transferase gene responsible for flower color intensity in carnations (2012)
  • Author(s): Sasaki, N., Nishizaki, Y., Uchida, Y., Wakamatsu, E., Umemoto, N., Momose, M., Okamura, M., Yoshida, H., Yamaguchi, M., Nakayama, M., Ozeki, Y. and Itoh, Y
  • Journal Title: Plant Biotechnol Volume: 29(3) Pages: 223-227
  • DOI: 10.5511/plantbiotechnology.12.0120a
  • Peer Reviewed
• [Journal Article] Structure of the acyl-glucose-dependent anthocyanin 5-O-glucosyltransferase gene in carnations and its disruption by transposable elements in some varieties (2011)
  • Author(s): Nishizaki, Y., Matsuba, Y., Okamoto, E., Okamura, M., Ozeki, Y. and Sasaki, N.
  • Journal Title: Mol. Gen. Genomics Volume: 286(3) Pages: 383-394
  • DOI: 10.1007/s00438-011-0655-7
  • Peer Reviewed
• [Journal Article] Identification of genes in Arabidopsis thaliana with homology to a novel acyl-glucose dependent glucosyltransferase of carnations (2011)
  • Author(s): Miyahara, T., Matsuba, Y., Ozeki, Y. and Sasaki, N.
  • Journal Title: Plant Biotechnol Volume: 28 (3) Pages: 311-315
  • DOI: 10.5511/plantbiotechnoloby.11.0111b
  • Peer Reviewed
• [Presentation] p-Hydroxybenzoyl-glucose plays a "Zwitter donor" in vacuolar acyltransferases and glucosyltransferases for biosynthesis of polyacyl-anthocyanin in delphinium (2013)
  • Author(s): Nishizaki, Y., Yasunaga, M., Okamoto, E., Okamoto, M., Hirose, Y., Yamaguchi, M., Ozeki, Y. and Sasaki, N.
  • Organizer: 7th International Workshop on Anthocyanins
  • Place of Presentation: University of Porto, Portugal
  • Year and Date: 20130909-11
• [Presentation] Analysis of anthocyanin modification enzymes involved in synthesis of flower pigments in delphinium (2012)
  • Author(s): Nishizaki, Y., Yasunaga, M., Miyahara, T., Hirose, Y., Okamoto, M., Ozeki, Y. and Sasaki, N
  • Organizer: 26th International Conference on Polyphenols
  • Place of Presentation: University of Florence, Italy
  • Year and Date: 20120723-26
• [Presentation] Isolation of an acyl-glucose-dependent anthocyanin glucosyltransferase from the monocot Agapanthus africanus and expression analysis of its homologous genes in Arabidopsis thaliana. (2012)
  • Author(s): Miyahara, T., Nishizaki, Y., Takahashi, M., Ozeki, Y. and Sasaki, N
  • Organizer: 26th International Conference on Polyphenols.
  • Place of Presentation: University of Florence, Italy
  • Year and Date: 20120723-26
• [Presentation] Identification of acyl-glucose dependent anthocyanin glucosyltransferases in higher plant (2012)
  • Author(s): Sasaki, N. , Miyahara, T., Nishizaki, Y., Matsuba, Y., Okamoto, E., Okamura, M and Ozeki, Y
  • Organizer: 26th International Conference on Polyphenols
  • Place of Presentation: University of Florence, Italy
  • Year and Date: 20120723-26
• [Presentation] Identification of genes in Arabidopsis thaliana encoding candidates of novel acyl-glucose dependent glucosyltransferases (2011)
  • Author(s): Miyahara, T., Nakamura, H., Sakiyama, R., Matsuba, Y., Ozeki, Y. and Sasaki, N
  • Organizer: 6th International Workshop on Anthocyanins, 2011 in USA
  • Place of Presentation: Great Wolf Lodge, North Carolina, USA
  • Year and Date: 20110911-13
• [Presentation] Identification of acyl-glucose dependent anthocyanin glucosyltransferases (2011)
  • Author(s): Sasaki, N. , Matsuba, Y., Okamura, M., Abe, Y., Tera, M., Nagasawa K. and Ozeki, Y.
  • Organizer: 6th International Workshop on Anthocyanins, 2011 in USA
  • Place of Presentation: Great Wolf Lodge, North Carolina, USA
  • Year and Date: 20110911-13
• [Remarks]
  • URL: http://www.tuat.ac.jp/~ozeky/