Characterization of the degradation products of luteinizing hormone releasing hormone.
The degradation products of luteinizing hormone releasing hormone [LH/RH; 1; gonadorelin releasing hormone (GnRH); less than Glu-His-Trp-Ser-Tyr-Gly-Leu-Arg-Pro-Gly-NH2] were determined in aqueous solution (pH 6.5) at 25, 37, 50, and 80 degrees C. The predominant route of degradation involved the cleavage of the less than Glu-His and Trp-Ser peptide bonds to give peptides 5-9 and hydrolysis of the terminal Gly-NH2 to the free acid form in peptides 4 and 10. Racemization of the serine and histidine residues to give peptides 2 and 3 was a second route of degradation.
Motto
M G
MG
R. W. Johnson Pharmaceutical Research Institute, Raritan, NJ 08869-0602.
Hamburg
P F
PF
Graden
D A
DA
Shaw
C J
CJ
Cotter
M L
ML
D000595:Amino Acid Sequence; D001711:Biotransformation; D002851:Chromatography, High Pressure Liquid; D007987:Gonadotropin-Releasing Hormone / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D010446:Peptide Fragments / Q000737:chemistry; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013696:Temperature
D010446:Peptide Fragments; D007987:Gonadotropin-Releasing Hormone