Browning of furfural and amino acids, and a novel yellow compound, furpipate, formed from lysine and furfural.
Furfural is an important intermediate compound of the Maillard reaction of pentose or ascorbic acid. We examined the browning of furfural and lysine by heating and found a yellow compound, called furpipate, (E)-3-(2-furylmethylidene)-3H, 4H, 5H, 6H-pyridine-2-carboxylic acid. Furpipate is a novel pipecolic acid derivative and shows absorption maxima at 375 nm and 310 nm under acidic and alkaline conditions, respectively. This compound was the major colored compound of the heated solution containing lysine and furfural.
Murata
Masatsune
M
Department of Nutrition and Food Science, Ochanomizu University, Otsuka, Tokyo, Japan. murata.masatsune@ocha.ac.jp
Totsuka
Hana
H
Ono
Hiroshi
H
D002264:Carboxylic Acids / Q000138:chemical synthesis*; D002851:Chromatography, High Pressure Liquid; D003116:Color; D005662:Furaldehyde / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry*; D008239:Lysine / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015416:Maillard Reaction; D008970:Molecular Weight; D011084:Polycyclic Aromatic Hydrocarbons / Q000138:chemical synthesis*; D021241:Spectrometry, Mass, Electrospray Ionization; D013053:Spectrophotometry
D002264:Carboxylic Acids; D011084:Polycyclic Aromatic Hydrocarbons; C524556:furpipate; D005662:Furaldehyde; D008239:Lysine