PYROLYSIS/GC/MS ANALYSIS OF 1-[(2'-CARBOXY)PYRROLIDINYL]-1-DEOXY-D-FRUCTOSE (PROLINE AMADORI COMPOUND)

Pyrolysis/GC/MS was applied to the study of primary and secondary pyrolysis products of 1-[(2'-carboxy)pyrrolidinyl]-1-deoxy-D-fructose (proline Amadori compound). The Amadori product was pyrolyzed on a ribbon probe at 150, 200, 250, 300, an 350 degrees C for 10 s. The main products formed under these conditions were 1-(1'-pyrrolidinyl)-2-propanone, 2-hydroxy-1-(1'-pyrrolidinyl)-1-buten-3-one, and 2,3-dihydro-3,5-dihydroxy-6-methyl-4(H)-pyran-4-one in addition to acetic acid and pyrrolidine. To produce secondary pyrolysis products, the Amadori compound was pyrolyzed at 250 degrees C in a quartz tube for 20 s; 14 secondary pyrolysis products were identified. The majority of the products were also reported to be formed during autoclaving of proline/monosaccharide mixtures at 150 degrees C for 1.5 h in water. In addition, the pyrolysis of D-glucose/proline and the proline Amadori compound was compared.