REACTION OF GUANOSINE WITH GLUCOSE, RIBOSE, AND GLUCOSE-6-PHOSPHATE

The reaction of guanosine with glucose, glucose 6-phosphate or ribose in the presence of propylamine leads to the formation of several guano sine derivatives. During this process sugar degradation products are a ttached to the amino group of the guanosine residue. N-2-(1-Carboxy-3, 4-dihydroxybutyl)-guanosine, N-2-(1-carboxyethyl)-guanosine, N-2-[1-(N -propyl-carbamoyl)-ethyl]-guanosine, and N-2-[1-(N-propyl-carbamoyl)-m ethyl]-guanosine have been isolated as pure compounds. ropyl-carbamoyl )-3,4,5-trihydroxypentyl]-guanosine and (N-propyl-carbamoyl)-3,4-dihyd roxybutyl]-guanosine which were synthesized, can be detected in glucos e- and ribose-guanosine reaction mixtures. (C) 1996 Elsevier Science L td.