Natural Variation of Glucosinolates and Their Breakdown Products in Broccoli (Brassica oleracea var . italica) Seeds

J Agric Food Chem. 2019 Nov 13;67(45):12528-12537. doi: 10.1021/acs.jafc.9b06533. Epub 2019 Nov 1.

Abstract

Seeds of 32 pure lines and 6 commercial broccoli cultivars were used to investigate variation in glucosinolates and their breakdown products. The aliphatic glucosinolate content was 54.5-218.7 μmol/g fresh weight, accounting for >90% of the total glucosinolates. The major glucosinolates found were glucoraphanin and glucoerucin in 27 samples and progoitrin in 7 samples. A gas chromatography-flame ionization detector (GC-FID) method was used to identify glucosinolate breakdown products; nine products were directly determined using standards. Using Arabidopsis thaliana lines myb28myb29 and Landsberg erecta to hydrolyze each reference glucosinolate, seven products were tentatively identified. 4-(Methylsulfinyl)butyl isothiocyanate and 5-(methylsulfinyl)pentanenitrile contents were 2.6-91.1 μmol/g fresh weight and 0-35.4 μmol/g fresh weight, respectively, with epithionitriles being more common than nitriles in accessions rich in alkenyl glucosinolate. Additionally, (S)-5-vinyl-1,3-oxazolidine-2-thione was detected in accessions rich in progoitrin. Specific lines with altered glucosinolate profiles and breakdown products were obtained and discussed according to the putative glucosinolate metabolism pathway.

Keywords: broccoli; glucosinolate; hydrolysis; isothiocyanate; sulforaphane.

MeSH terms

  • Arabidopsis / chemistry
  • Arabidopsis / metabolism
  • Brassica / chemistry*
  • Brassica / metabolism
  • Glucosinolates / chemistry*
  • Glucosinolates / metabolism
  • Plant Extracts / chemistry*
  • Plant Extracts / metabolism
  • Seeds / chemistry
  • Seeds / metabolism

Substances

  • Glucosinolates
  • Plant Extracts