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Indoleacetonitriles—thermal degradation products of indole glucosinolates in commercial rapeseed ( Brassica napus ) meal
Author(s) -
Slominski Bogdan A,
Campbell Lloyd D
Publication year - 1989
Publication title -
journal of the science of food and agriculture
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.782
H-Index - 142
eISSN - 1097-0010
pISSN - 0022-5142
DOI - 10.1002/jsfa.2740470109
Subject(s) - rapeseed , glucosinolate , indole test , brassica , dichloromethane , chemistry , chromatography , thin layer chromatography , food science , meal , sephadex , derivative (finance) , organic chemistry , biology , botany , solvent , enzyme , financial economics , economics
Commercial low‐glucosinolate rapeseed ( Brassica napus L) meal (LG RSM) was extracted with dichloromethane and subjected to chromatography on Sephadex LH‐20 to isolate indole‐containing compounds which were detected using TLC. Thin layer chromatography of dichloromethane extracts of various heat‐treated preparations of defatted low‐glucosinolate rapeseed cv Westar was also used to establish the origin of the major indole derivative. One of the minor components was identified as 3‐indoleacetonitrile (IAN) based on comparisons of GLC retention times and mass spectral data with authentic IAN. The major indole derivative was identified as 4‐hydroxy‐3‐indoleacetonitrile by comparison of mass spectral data with that for IAN and by establishing its precursor as 4‐hydroxy‐3‐indolylmethylglucosinolate.