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 language | English |
|---|---|
| Pages (from-to) | 7702-7705 |
| Number of pages | 4 |
| Journal | Tetrahedron Letters |
| Volume | 48 |
| Issue number | 43 |
| DOIs | |
| Publication status | Published - 2007 Oct 22 |
| Externally published | Yes |
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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 journal › Article
}
TY - JOUR
T1 - Enantio-differential approach using fluorescence-labeled phyllanthurinolactone, a leaf-closing factor of Phyllanthus urinaria L.
AU - Kato, Nobuki
AU - Inada, Masayoshi
AU - Sato, Hirotaka
AU - Ito, Satoko
AU - Shoji, Mitsuru
AU - Ueda, Minoru
PY - 2007/10/22
Y1 - 2007/10/22
N2 - 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.
AB - 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.
KW - Enantio-differential
KW - Fluorescence-probe
KW - Leaf-closing substance
KW - Nyctinasty
KW - Phyllanthurinolactone
UR - http://www.scopus.com/inward/record.url?scp=34548828782&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=34548828782&partnerID=8YFLogxK
U2 - 10.1016/j.tetlet.2007.08.058
DO - 10.1016/j.tetlet.2007.08.058
M3 - Article
VL - 48
SP - 7702
EP - 7705
JO - Tetrahedron Letters
JF - Tetrahedron Letters
SN - 0040-4039
IS - 43
ER -