Glycogen Synthase Kinase-3β Inhibition of 6-(Methylsulfinyl)hexyl Isothiocyanate Derived from Wasabi (Wasabia japonicaMatsum) | Zendy

Jun Yoshida | Zendy; Satomi Nomura | Zendy; Naoyuki NISHIZAWA | Zendy; Yoshiaki Ito | Zendy; Kenichi Kimura | Zendy

Open Access

Glycogen Synthase Kinase-3β Inhibition of 6-(Methylsulfinyl)hexyl Isothiocyanate Derived from Wasabi (Wasabia japonicaMatsum)

Author(s) -

Jun Yoshida,

Satomi Nomura,

Naoyuki NISHIZAWA,

Yoshiaki Ito,

Kenichi Kimura

Publication year - 2011

Publication title -

bioscience biotechnology and biochemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.509

H-Index - 116

eISSN - 1347-6947

pISSN - 0916-8451

DOI - 10.1271/bbb.100507

Subject(s) - isothiocyanate , gsk 3 , chemistry , glycogen synthase , moiety , biochemistry , allyl isothiocyanate , enzyme , phosphorylation , stereochemistry

A new biological activity of 6-(methylsulfinyl)hexyl isothiocyanate derived from Wasabia japonica was discovered as an inhibitor of glycogen synthase kinase-3β. The most potent isothiocyanate, 9-(methylsulfinyl)hexyl isothiocyanate, inhibited glycogen synthase kinase-3β at a K(i) value of 10.5 µM and showed ATP competitive inhibition. The structure-activity relationship revealed an inhibitory potency of methylsulfinyl isothiocyanate dependent on the alkyl chain length and the sulfoxide, sulfone, and/or the isothiocyanate moiety.

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