Formation of peptide-bound Heyns compounds.
The reaction of the Nalpha-hippuryllysine (BzGK) with fructose was investigated in two model systems to obtain an insight in fructose-induced modification of lysine in bakery products. After BzGK and fructose had been heated in a buffered low-moisture model system (80 degrees C, 60 min, aW = 0.86, pH 7.4), formation of epimeric Heyns compounds Nalpha-hippuryl-Nepsilon-glucosyl-lysine (BzGGlcK) and Nalpha-hippuryl-Nepsilon-mannosyl-lysine (BzGManK) was clearly demonstrated using RP-HPLC with UV as well as MS detection. The Amadori compound Nalpha-hippuryl-Nepsilon-fructosyl-lysine (BzGFruK) was formed in glucose-containing samples. When BzGK was added to the dough of fructose-containing biscuits, the Heyns compounds were detectable after baking at 175 degrees C for 7 min. The yields of the Heyns compounds in the fructose-containing biscuits and the yield of the Amadori compound in the glucose-containing biscuits were determined to 33 and 63%, pointing to the fact that formation of substantial amounts of Heyns products is very likely in fructose-containing bakery products.
Krause
René
R
Institute of Food Chemistry, Technische Universität Dresden, Dresden, Germany.
Schlegel
Kathrin
K
Schwarzer
Evelyn
E
Henle
Thomas
T
D001939:Bread / Q000032:analysis; D002851:Chromatography, High Pressure Liquid; D005632:Fructose / Q000737:chemistry*; D005947:Glucose / Q000737:chemistry; D006358:Hot Temperature; D008239:Lysine / Q000031:analogs & derivatives* / Q000737:chemistry; D015416:Maillard Reaction
D005632:Fructose; C007945:hippuryl-L-lysine; D005947:Glucose; D008239:Lysine