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Organic Structural Chemistry Laboratory (Kenichi Uchida Laboratory)
Organic Structural Chemistry Laboratory (Kenichi Uchida Laboratory)

内田健一

Various physiologically active substances such as plant hormones maintain normal plants by dynamically controlling the production amount and decomposition rate by the growth stage and external stimuli. Generally, such bioactive substances are present in very small amounts in plants, but many samples are required to carry out various experiments. In our laboratory, we are conducting research to investigate the physiological effects of various bioactive substances produced by organic synthesis. In addition, plant hormones are biosynthesized in plants through many stages, and we are also conducting structural chemical studies on their intermediates and metabolites, and determining the structure of new plant hormones.

Basic Information

Faculty name/Affiliation Kenichi Uchida / Department of Biosciences Faculty of Faculty of Science and Engineering and Engineering
Specialized Fields Synthetic organic chemistry, structural analysis of natural products
Research theme Research on synthetic chemistry of physiologically active substances such as plant hormones, and research on structural determination of organic natural compounds
Research keywords Synthetic organic chemistry, plant hormones, natural organic compounds, NMR, structural analysis
Faculty introduction URL https://www3.med.teikyo-u.ac.jp/profile/ja.97e6d193bc35af45.html

Our Research

Development and research of optical resolution method for jasmonates

Jasmonic acid is one of the plant hormones that has various physiological effects such as disease-damage response, aging, and flower morphogenesis. There are four optical isomers of jasmonic acid, and one of them, (+) -7-isojasmonic acid, is produced in vivo. By converting to diastereomers using commercially available raw materials, optical isomers are separated and the physiological activity of each isomer is investigated.

Elucidation of chemical synthesis and bioactivity of OPDA and its analogs

Jasmonic acid is biosynthesized from unsaturated fatty acids, which are components of cell membranes, through several steps. In recent years, it has become clear that OPDA, one of its intermediates, has physiological activity. In this study, we are studying the bioactivity of OPDAs in detail by chemically synthesizing OPDAs and their analogs.

Synthetic study of stable isotope-labeled compounds

In order to accurately quantitatively analyze how much trace substances such as plant hormones are present in the living body, it is effective to use a stable isotope compound as an internal standard. Stable isotopes are heavy atoms with heavy mass, such as deuterium and 13C, 15N, which are naturally present in trace amounts. They have the same chemical properties as ordinary hydrogen, carbon, and nitrogen, but due to their heavy mass, compounds containing these atoms can be distinguished and observed with a mass spectrometer. We are researching methods for synthesizing stable isotope-labeled compounds of various bioactive substances.

Papers and Conferences Presentation

Paper presentation

Title Journal title Laboratory Contents
Facile preparation of optically active jasmonates and their biological activities in rice Bioscience, Biotechnology, and Biochemistry, 45, 876-881, 2019 Organic Structural Chemistry Laboratory detail

Title Journal title Laboratory Contents
Methyl zealactonoate, a novel germination stimulant for root parasitic weeds produced by maize. J. Pestic. Sci. Organic Structural Chemistry Laboratory detail

Conference presentation

Title Society name Laboratory Contents
Simple synthesis of optically active jasmonic acid Society of Phytochemical Regulation Organic Chemistry Laboratory detail
Simple synthesis of optically active jasmonic acid Society of Phytochemical Regulation Organic Structural Chemistry Laboratory detail

 

Title Society name Laboratory Contents
Search for new strigolactone produced by Lotus japonicus Japan Society for Bioscience and Biotechnology Organic Structural Chemistry Laboratory detail
Isolation and structure of novel strigolactone zealactone Japan Society for Bioscience and Biotechnology Organic Structural Chemistry Laboratory detail

 

Introducing the FacultyThis section introduces details about the research and the passionate thoughts around the research.

内田健一教授の紹介

Discover the fascinating and untold stories behind the cutting-edge research being conducted by our esteemed professors. Get an in-depth look at the motivations and passions driving their work, and learn how their findings are making a real impact on society. Don't miss the opportunity to gain a deeper understanding of the amazing work being done right here at our laboratory!

Introduction of Kenichi Uchida