K. Papadopoulou et Jm. Ames, NONVOLATILE COMPOUNDS FORMED ON THE THERMAL-DEGRADATION OF PHENYLALANINE, Journal of agricultural and food chemistry, 42(5), 1994, pp. 1104-1109
L-Phenylalanine was heated in liquid paraffin at 210 degrees C for 15
min. Methanol extracted 76.4% of the resulting colored material, on th
e basis of absorbance measurements at 420 nm. Nonvolatile, relatively
nonpolar compounds of the methanol extract were separated by reversed-
phase HPLC, and two phenylalanine degradation products were characteri
zed using UV-visible, IR, NMR, and mass spectrometry. They were identi
fied as N-(2-phenylethyl)-3,4-diphenylpyrrole and 2-phenylethyl)-3,4-d
iphenyl-3-pyrroline-2,5-dione.