TY - JOUR
T1 - Enantio-differential approach to identify the target cell for glucosyl jasmonate-type leaf-closing factor, by using fluorescence-labeled probe compounds
AU - Nakamura, Yoko
AU - Miyatake, Ryoji
AU - Matsubara, Akira
AU - Kiyota, Hiromasa
AU - Ueda, Minoru
N1 - Funding Information:
This work was supported by Grant-in-Aid for Scientific Research on Priority Area 16073216 from the Ministry of Education, Science, Sports and Culture (MEXT) and Grant-in-Aid for Scientific Research (No. 15681013) for M.U., Hayashi fellowship and Grant-in-Aid for the 21st Century COE program of Tohoku University from the Ministry of Education, Culture, Sports, Science, and Technology, Japan, for Y.N. We also thank Dr. Kazumi Shimizu, AIST, for her helpful advice on the glycosidation. And we thank also Professor Masahiro Hirama and Professor Masayuki Inoue for the use of apparatus for the ozonolysis.
PY - 2006/9/11
Y1 - 2006/9/11
N2 - Potassium β-d-glucopyranosyl 12-hydroxyjasmonate (1) is a leaf-closing factor of Albizzia plants that induces nyctinastic leaf closure. In this paper, we synthesized probe 3 and its congener 4 by using a pair of enantiomerically pure methyl jasmonate that was prepared by using optical resolution, and carried out fluorescence studies using 3 and 4 to identify the target cell of 1. The probe 3 bound to the motor cells of two Albizzia plants, whereas it could not bind to the motor cells of plants belonging to other genus. On the other hand, probe 4 did not bind to the motor cell at all. These results suggested that a specific receptor for 1 is involved in the motor cell of Albizzia plants.
AB - Potassium β-d-glucopyranosyl 12-hydroxyjasmonate (1) is a leaf-closing factor of Albizzia plants that induces nyctinastic leaf closure. In this paper, we synthesized probe 3 and its congener 4 by using a pair of enantiomerically pure methyl jasmonate that was prepared by using optical resolution, and carried out fluorescence studies using 3 and 4 to identify the target cell of 1. The probe 3 bound to the motor cells of two Albizzia plants, whereas it could not bind to the motor cells of plants belonging to other genus. On the other hand, probe 4 did not bind to the motor cell at all. These results suggested that a specific receptor for 1 is involved in the motor cell of Albizzia plants.
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U2 - 10.1016/j.tet.2006.06.092
DO - 10.1016/j.tet.2006.06.092
M3 - Article
AN - SCOPUS:33746551154
SN - 0040-4020
VL - 62
SP - 8805
EP - 8813
JO - Tetrahedron
JF - Tetrahedron
IS - 37
ER -