Functional importance of the sugar moiety of jasmonic acid glucoside for bioactivity and target affinity

Minoru Ueda; Gangqiang Yang; Yuuki Nukadzuka; Yasuhiro Ishimaru; Satoru Tamura; Yoshiyuki Manabe

doi:10.1039/c4ob02106a

Functional importance of the sugar moiety of jasmonic acid glucoside for bioactivity and target affinity

Minoru Ueda, Gangqiang Yang, Yuuki Nukadzuka, Yasuhiro Ishimaru, Satoru Tamura, Yoshiyuki Manabe

Tohoku University

Research output: Contribution to journal › Article › peer-review

7 Citations (Scopus)

Abstract

12-O-β-d-Glucopyranosyljasmonic acid (JAG, 1) induces nyctinastic leaf-folding of Samanea saman. The SAR studies of 1 revealed the unique role of its glycone moiety. Biological activity and the target affinity of 1 were affected by the stereochemistry of the glycone moiety. JAG belongs to a unique class of ligands in which the structure of the glycone moiety is involved in the molecular recognition by the target protein.

Original language	English
Pages (from-to)	55-58
Number of pages	4
Journal	Organic and Biomolecular Chemistry
Volume	13
Issue number	1
DOIs	https://doi.org/10.1039/c4ob02106a
Publication status	Published - 2015 Jan 7

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AU - Ueda, Minoru

AU - Yang, Gangqiang

AU - Nukadzuka, Yuuki

AU - Ishimaru, Yasuhiro

AU - Tamura, Satoru

AU - Manabe, Yoshiyuki

N1 - Publisher Copyright: © The Royal Society of Chemistry.

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N2 - 12-O-β-d-Glucopyranosyljasmonic acid (JAG, 1) induces nyctinastic leaf-folding of Samanea saman. The SAR studies of 1 revealed the unique role of its glycone moiety. Biological activity and the target affinity of 1 were affected by the stereochemistry of the glycone moiety. JAG belongs to a unique class of ligands in which the structure of the glycone moiety is involved in the molecular recognition by the target protein.

AB - 12-O-β-d-Glucopyranosyljasmonic acid (JAG, 1) induces nyctinastic leaf-folding of Samanea saman. The SAR studies of 1 revealed the unique role of its glycone moiety. Biological activity and the target affinity of 1 were affected by the stereochemistry of the glycone moiety. JAG belongs to a unique class of ligands in which the structure of the glycone moiety is involved in the molecular recognition by the target protein.

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Functional importance of the sugar moiety of jasmonic acid glucoside for bioactivity and target affinity

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