3-Chloro-1,2-propanediol Derived Amino Acids in Protein Hydrolysates

Glycerol monochlorohydrin, (3-chloro-1,2-propanediol), which occurs in chemical hydrolysates of proteins, reacted with amino acids in model aqueous solutions to form the corresponding glycerylamino acids, i.e. N-(2,3-dihydroxypropyl)-amino acids. N-(2,3-dihydroxy-propyl)-derivatives of 15 amino acid...
Ausführliche Beschreibung

Glycerol monochlorohydrin, (3-chloro-1,2-propanediol), which occurs in chemical hydrolysates of proteins, reacted with amino acids in model aqueous solutions to form the corresponding glycerylamino acids, i.e. N-(2,3-dihydroxypropyl)-amino acids. N-(2,3-dihydroxy-propyl)-derivatives of 15 amino acids were prepared and analyzed by gas chromatography and gas chromatography-mass spectrometry. No N-(2,3-dihydroxypropyl)-amino acid was detected in a freshly produced commercial soybean hydrolysate. Amounts up to ∼1 mg-kg-1 of N-(2,3-dihyproxypropyl)-serine and -threonine were found in a stored hydrolysate. Higher amounts of N-(2,3-dihydroxypropyl)-amino acids (up to about 10 mg-kg-1) were found in the alkaline treated and with 3-chloro-1,2-propanediol fortified hydrolysate. N-(2,3-dihydroxypropyl)-amino acids represent a new class of amino acids not previously reported in foodstuffs. Ausführliche Beschreibung