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Updated: Jun 25, 2026

A Straightforward Method for Glucosinolate Extraction and Analysis with High-pressure Liquid Chromatography (HPLC)
Published on: March 15, 2017
First total synthesis of 4-methylthio-3-butenyl glucosinolate
Sayumi Yamazoe1, Koji Hasegawa, Hideyuki Shigemori
1Graduate School of Life and Environmental Sciences, University of Tsukuba, Tsukuba, Japan.
Abstract:
The first total synthesis of 4-methylthio-3-butenyl glucosinolate (MTBG), a natural bioactive compound and a precursor of radish phototropism-regulating substances, was achieved from commercially available 1,4-butanediol. The glucosinolate framework was prepared by coupling of an oximyl chloride derivative and tetraacetyl thioglucose. A methylthio group was introduced to the framework by a Wittig reaction between triphenylphosphonium thiomethylmethylide and an aldehyde intermediate of glucosinolate. The synthetic route should facilitate preparation of various derivatives needed for probe synthesis based on MTBG.
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