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 journal › Article

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

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Phototropism
Raphanus
Hypocotyl
Growth Inhibitors
Skeleton
X-Rays
X rays

Keywords

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

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Revision of the structure of raphanusanins, phototropism-regulating substances of radish hypocotyls. / Harada, Nobuyuki; Hagiwara, Hisahiro; Ono, Hiroshi; Uda, Hisashi; Ohba, Shigeru; Kubota, Mari; Nishiyama, Shigeru; Yamamura, Shosuke; Hasegawa, Koji; Sakoda, Masako.

In: Tetrahedron Letters, Vol. 32, No. 46, 11.11.1991, p. 6757-6760.

Research output: Contribution to journal › Article

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, vol. 32, no. 46, pp. 6757-6760. https://doi.org/10.1016/S0040-4039(00)93595-0
Harada N, Hagiwara H, Ono H, Uda H, Ohba S, Kubota M et al. Revision of the structure of raphanusanins, phototropism-regulating substances of radish hypocotyls. Tetrahedron Letters. 1991 Nov 11;32(46):6757-6760. https://doi.org/10.1016/S0040-4039(00)93595-0
Harada, Nobuyuki ; Hagiwara, Hisahiro ; Ono, Hiroshi ; Uda, Hisashi ; Ohba, Shigeru ; Kubota, Mari ; Nishiyama, Shigeru ; Yamamura, Shosuke ; Hasegawa, Koji ; Sakoda, Masako. / Revision of the structure of raphanusanins, phototropism-regulating substances of radish hypocotyls. In: Tetrahedron Letters. 1991 ; Vol. 32, No. 46. pp. 6757-6760.
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