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In polymerization of N-carboxyanhydride-L-α-arginine(L-Arg-NCA) in H2O,nucleophilic reaction of guanidine group with the carbonyl group of L-Arg-NCA leads to quick intramolecular rearrangement,yielding a 6-membered ring intermediate 1-amidino-3-amino-2-piperidone,which is either elongated by another L-Arg-NCA yielding arginyl-1-amidino-3-amino-2-piperidone or hydrolyzed to L-α-arginine.The oligoarginines are formed mainly through hydrolysis of arginyl-1-amidino-3-amino-2-piperidones.This is a unique pathway in polymerization of L-Arg-NCA with regard to the usual pathway of elongations by reaction of N-carboxyanhydride-L-α-amino acid with L-α-amino acid or oligopeptides.
In polymerization of N-carboxyanhydride-L-α-arginine (L-Arg-NCA) in H 2 O, nucleophilic reaction of guanidine group with the carbonyl group of L-Arg-NCA leads to quick intramolecular rearrangement, yielding a 6-membered ring intermediate 1-amidino-3-amino-2-piperidone, which is either elongated or another L-Arg-NCA yielding arginyl-1-amidino-3-amino-2-piperidone or hydrolyzed to L-α-arginine. The oligoarginines are formed mainly through hydrolysis of arginyl-1-amidino-3-amino-2-piperidones. This is a unique pathway in polymerization of L-Arg-NCA with regard to the usual pathway of elongations by reaction of N-carboxyanhydride- L- amino acid with L-α-amino acid or oligopeptides.