Enantio-differential approach using fluorescence-labeled phyllanthurinolactone, a leaf-closing factor of Phyllanthus urinaria L.

Nobuki Kato, Masayoshi Inada, Hirotaka Sato, Satoko Ito, Mitsuru Shoji, Minoru Ueda

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

We report here the synthesis of enantio-pair-type fluorescence-labeled probes based on phyllanthurinolactone (1), which is a leaf-closing substance of Phyllanthus urinaria L. Moreover, the application of an enantio-differential approach to distinguish between specific and nonspecific binding of ligands and receptors was performed. Fluorescence studies using a natural-type probe 6 and a nonnatural-type probe 7 revealed that the target cell for 1 is a motor cell. Furthermore, our results lead to the suggestion that some receptors, which recognize the stereochemistry of the aglycon of 1, exist on the plasma membrane of the motor cell, as do leaf-opening substances.

Original languageEnglish
Pages (from-to)7702-7705
Number of pages4
JournalTetrahedron Letters
Volume48
Issue number43
DOIs
Publication statusPublished - 2007 Oct 22
Externally publishedYes

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Phyllanthus
Fluorescence
Stereochemistry
Cell membranes
Cell Membrane
Ligands

Keywords

  • Enantio-differential
  • Fluorescence-probe
  • Leaf-closing substance
  • Nyctinasty
  • Phyllanthurinolactone

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Enantio-differential approach using fluorescence-labeled phyllanthurinolactone, a leaf-closing factor of Phyllanthus urinaria L. / Kato, Nobuki; Inada, Masayoshi; Sato, Hirotaka; Ito, Satoko; Shoji, Mitsuru; Ueda, Minoru.

In: Tetrahedron Letters, Vol. 48, No. 43, 22.10.2007, p. 7702-7705.

Research output: Contribution to journalArticle

Kato, Nobuki ; Inada, Masayoshi ; Sato, Hirotaka ; Ito, Satoko ; Shoji, Mitsuru ; Ueda, Minoru. / Enantio-differential approach using fluorescence-labeled phyllanthurinolactone, a leaf-closing factor of Phyllanthus urinaria L. In: Tetrahedron Letters. 2007 ; Vol. 48, No. 43. pp. 7702-7705.
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