5023 1-Pyrroline-5-carboxylic acid 1-Pyrroline-5-carboxylic acid is an enamine or an amino acid that forms on spontaneous dehydration of L-glutamate γ-semialdehyde in aqueous solutions. The stereoisomer (S)-1-Pyrroline-5-carboxylate is an intermediate in glutamate metabolism, in arginine degradation and in proline biosynthesis and degradation and it can be converted to or be formed from the three amino acids L-glutamate, L-ornithine and L-proline. In particular, it is synthesized with the oxidation of proline by pyrroline-5-carboxylate reductase 1 (EC 1.5.1.2, PYCR1) or by proline dehydrogenase (EC 1.5.99.8, PRODH) and it is hydrolyzed to L-glutamate by delta-1-pyrroline-5-carboxylate dehydrogenase (EC 1.5.1.12, ALDH4A1). It is also one of the few metabolites that can be a precursor to other metabolites of both the urea cycle and the tricarboxylic acid (TCA) cycle. 2906-39-0 1196 C5H7NO2 White powder. No indication of carcinogenicity to humans (not listed by IARC). Chronically high levels of pyrroline-5-carboxylate are associated with at least 5 inborn errors of metabolism including: Hyperprolinemia Type I, Hyperprolinemia Type II, Iminoglycinuria, Prolinemia Type II and Pyruvate carboxylase deficiency. 2014-10-02T19:00:48Z 2026-04-05T15:18:32Z 1-pyrroline-5-carboxylate C04322 1372 l-delta(1)-pyrroline_5-carboxylate true OC(=O)C1CCC=N1 C5H7NO2 InChI=1S/C5H7NO2/c7-5(8)4-2-1-3-6-4/h3-4H,1-2H2,(H,7,8) DWAKNKKXGALPNW-UHFFFAOYSA-N 113.1146 113.047678473 Endogenous Solid HMDB01301 1159 CHEM003921 DTXSID00863056 NS00075367 49.66 27.397299999999998 10.70166232247452 1 3 1 1.8219556318598338 6.073045352102194 -1 1 -0.01 -0.94 1.31e+01 g/l