Secoisolariciresinol Diglucoside and Cyanogenic Glycosides in Gluten-free Bread Fortified with Flaxseed Meal

J Agric Food Chem. 2016 Dec 21;64(50):9551-9558. doi: 10.1021/acs.jafc.6b03962. Epub 2016 Dec 8.

Abstract

Flaxseed (Linum usitatissimum L.) meal contains cyanogenic glycosides (CGs) and the lignan secoisolariciresinol diglucoside (1). Gluten-free (GF) doughs and baked goods were produced with added flaxseed meal (20%, w/w) then 1, and CGs were determined in fortified flour, dough, and bread with storage (0, 1, 2, and 4 weeks) at different temperatures (-18, 4, and 22-23 °C). 1 was present in flour, dough, and GF bread after baking. 1 was stable with extensive storage (up to 4 weeks) and was not affected by storage temperature. CGs in flaxseed meal and fortified GF samples were analyzed by 1H NMR of the cyanohydrins. Linamarin and/or linustatin were the primary CGs in both flaxseed meal and fortified flour. CGs decreased with storage in dough fortified with flaxseed meal or GF bread after baking. GF bakery food products fortified with flaxseed meal had reduced CGs but remained a good source of dietary 1.

Keywords: cyanogenic glycosides; flaxseed meal; gluten-free bread; secoisolariciresinol diglucoside; stability.

MeSH terms

  • Amygdalin / analogs & derivatives
  • Amygdalin / chemistry
  • Bread / analysis*
  • Butylene Glycols / chemistry*
  • Chromatography, High Pressure Liquid
  • Flax / chemistry*
  • Flour
  • Food, Fortified*
  • Glucosides / chemistry*
  • Glutens / analysis
  • Glycosides / chemistry*
  • Lignans / chemistry
  • Magnetic Resonance Spectroscopy
  • Nitriles / chemistry
  • Temperature

Substances

  • Butylene Glycols
  • Glucosides
  • Glycosides
  • Lignans
  • Nitriles
  • cyanogenic glycosides
  • Amygdalin
  • linustatin
  • Glutens
  • linamarin
  • secoisolariciresinol diglucoside