Revision of the structure of raphanusanins, phototropism-regulating substances of radish hypocotyls

Nobuyuki Harada, Hisahiro Hagiwara, Hiroshi Ono, Hisashi Uda, Shigeru Ohba, Mari Kubota, Shigeru Nishiyama, Shosuke Yamamura, Koji Hasegawa, Masako Sakoda

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

The structures of raphanusanins A and B, growth inhibitors involved in phototropism of radish hypocotyls, were determined by X-ray crystallographic structure analysis and by spectral studies to be (3R*,6R*)- and (3R*,6S*)-3-[methoxy(methylthio)methyl]-2-pyrrolidinethione, respectively. Therefore, the previously proposed structure of these compounds of 2-piperidinethione skeleton should be revised.

Original languageEnglish
Pages (from-to)6757-6760
Number of pages4
JournalTetrahedron Letters
Volume32
Issue number46
DOIs
Publication statusPublished - 1991 Nov 11

Keywords

  • X-ray structure analysis
  • growth inhibitor
  • phototropism
  • radish hypocotyls
  • raphanusanins A and B

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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    Harada, N., Hagiwara, H., Ono, H., Uda, H., Ohba, S., Kubota, M., Nishiyama, S., Yamamura, S., Hasegawa, K., & Sakoda, M. (1991). Revision of the structure of raphanusanins, phototropism-regulating substances of radish hypocotyls. Tetrahedron Letters, 32(46), 6757-6760. https://doi.org/10.1016/S0040-4039(00)93595-0