3- Hydroxybenzyl glucosinolate

Progoitrin, ((/J)-2-hydroxy-3-butenyl glucosinolate), occurs in rape Brassica napus) and other Brassica species. The (5)-epimer epiprogoitrin, potassium salt amorphous solid, [a]o -14.8° (H2O), is the main glucosinolate in the seeds of sea kale. Crambe spp.), e. g., C. maritima (white sea kale) and C. hispanica (Spanish sea kale). - Glucosinalbin (4-hydroxybenzyl glucosinolate) occurs in Brassica seeds. The salt with... 

Hydroxybenzyl glucosinolate, 1-50 2-Hydroxybutanediamide, M-6 Hydroxybutanedioic acid, M-6 2-Hydroxy-3-butenyl glucosinolate, P-94... 

Josefsson E, Uppstrom B. 1976. Influence of sinapine and -hydroxybenzyl glucosinolate on the nutritional value of rape seed and white mustard meals. Journal of the Science of Food and Agriculture, 27(5) 438-442. 

Main components 1.5-2.5% sinalbin, a glucosinolate, which, after the addition of water, is degraded enzymatically by myrosinase into p-hydroxybenzyl isothiocyanate (not water-vapour volatile), glucose and sinapin hydrogensulphate. Sinapin constitutes the choline ester of sinapinic acid. Moreover, the plant contains app. 30% vegetable oil, mainly the glycerides of erucic acid, mucilage, steroids and proteins. 

An example of important non-volatile nitriles is 4-hydroxybenzyl cyanide, which is found in mustard pastes made from white mustard seeds Leucosinapis album) containing glucosinolate sinalbin. Nonvolatile nitriles also include cyanogenic glycosides, cyanogenic lipids and amino acids that contain the cyano group. 

Aromatic and heterocyclic isothiocyanates are unstable and easily hydrolyse to the corresponding alcohols. For example, 4-hydroxybenzyl isothiocyanate (the degradation product of sinal-bin, which occurs in the seeds of white mustard, Leucosinapis album, Brassicaceae) decomposes in normal table mustard to 4-hydroxybenzyl alcohol and thiocyanate ions (Figure 8.68). Isothiocyanates derived from indolyl glucosinolates behave similarly. 

White, or yellow, mustard (5. alba) contains the glucosinolate sinalbin, which on hydrolysis by enzymes present (myrosin or glucosinolases) yields /i-hydroxybenzyl isothiocyanate (a relatively nonvolatile compound), -hydroxybenzylamine, and other similar components (proteins, fixed oils, sinapine, rhamnogalacturonan mucilage, etc.) as brown mustard (jiangsu marsh). 

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