4-Methylthio-3-butenyl Isothiocyanate, the Pungent Principle of Radish Root.

Friis, Palle; Kjær, Anders; Nevald, R.; Frank, Von H. P.; Brunvoll, J.; Bunnenberg, E.; Djerassi, Carl; Records, Ruth

doi:10.3891/acta.chem.scand.20-0698

Cited by 64 publications

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“…Radish roots contain 4-methylthio-3-butenyl glucosinolate (4MTB-GSL) as a characteristic glucosinolate with the common name of glucoraphasatin (Carlson et al 1985). By the action of myrosinase (EC 3.2.3.1), 4MTB-GSL is hydrolyzed quickly and converted into 4-methylthio-3-butenyl isothiocyanate (4MTB-ITC), commonly called raphasatin, which is a specific pungent compound in radish (Friis and Kjaer 1966) that affects the taste and odor of grated radish (daikon-oroshi), salads, and so on.…”

Section: Introductionmentioning

confidence: 99%

Development of a simple and rapid extraction method of glucosinolates from radish roots

et al. 2011

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A simple and rapid method for the extraction of crude glucosinolates from powder of freeze-dried radish roots was developed using a common solvent, methanol/water = 80 : 20 (v/v) at room temperature. Hot methanol is not required for the extraction procedure of this new method. Both 4-methylthio-3-butenyl glucosinolate, which is a major glucosinolate in radish root, and total glucosinolates of Japanese radish cv. 'Karami 199' were quantified using HPLC. The amounts of glucosinolate extracted using this new method were 4-6% higher than those obtained using the conventional method with hot methanol. To compare the new method with the conventional method, the amounts of glucosinolate extracted from roots of eight cultivars in Japanese radish and five breeding lines were estimated. A high positive correlation was found between them. This simple and rapid method 1) obviates hot methanol for glucosinolate extraction and 2) requires only onethird of the extraction time of the conventional method, enabling glucosinolate extraction from about 150 samples by one person in a single day.

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Section: Introductionmentioning

confidence: 99%

Development of a simple and rapid extraction method of glucosinolates from radish roots

et al. 2011

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“…Hence, we carried out the synthetic study of MTBG (1) to obtain intermediates which can be converted to various derivatives needed to design probes of both MTBG (1) and MTBI. Since the total synthesis of MTBG (1) have not reported yet, in this communication we report the first total synthesis of MTBG (1).…”

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confidence: 95%

“…1,2) More recently, MTBI and its bioprecursor, 4-methylthio-3-butenyl glucosinolate (MTBG, 1), have been found to possess unique antioxidant and cytotoxic activities, boosting intense research interest in them. 3) Kosemura et al (1993) suggested that MTBI is released from MTBG via myrosinase (thioglucosidase) action (Fig.…”

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First Total Synthesis of 4-Methylthio-3-butenyl Glucosinolate

Yamazoe

Hasegawa

Shigemori

2009

Bioscience, Biotechnology, and Biochemistry

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“…They only contain very small amounts of other GSLs 1,2 . The main GSL breakdown product is 4-methylthio-3-butenyl isothiocyanate (4MTB-ITC) [12][13][14][15]18 , a pungent compound 7 . In a study of the antimutagenic activity of Japanese radish using a UV-induced mutation assay with Escherichia coli, a correlation was found between anti-mutagenicity and the amount of 4MTB-ITC used 17 .…”

Section: Introductionmentioning

confidence: 99%

A Chromatographic Method for Separating and Identifying Intact 4-Methylthio-3-Butenyl Glucosinolate in Japanese Radish (Raphanus sativus L.)

Ito¹,

Horie²

2008

JARQ

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To isolate and measure intact 4-methylthio-3-butenyl glucosinolate (4MTB-GSL) in Japanese radish, we applied a paired ion chromatography method that uses tetradecylammonium ions (TDA) as counter ions. 4MTB-GSL was isolated as ammonium salts from the root of a Japanese radish and identified on the basis of myrosinase treatment, aglycon detection, negative fast atom bombardment (FAB)-mass spectra, and a UV spectrum. The linearity of the prepared standard solution and recovery of that added to Japanese radish extracts were high.

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4-Methylthio-3-butenyl Isothiocyanate, the Pungent Principle of Radish Root.

Cited by 64 publications

References 0 publications

Development of a simple and rapid extraction method of glucosinolates from radish roots

Development of a simple and rapid extraction method of glucosinolates from radish roots

First Total Synthesis of 4-Methylthio-3-butenyl Glucosinolate

A Chromatographic Method for Separating and Identifying Intact 4-Methylthio-3-Butenyl Glucosinolate in Japanese Radish (Raphanus sativus L.)

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