Title: L-Pyroglutamic Acid
CAS Registry Number: 98-79-3
CAS Name: 5-Oxo-L-proline
Additional Names: 5-oxo-2-pyrrolidinecarboxylic acid; 2-pyrrolidone-5-carboxylic acid; glutimic acid; glutiminic acid; a-aminoglutaric acid lactam; glutamic acid lactam; pyroGlu
Molecular Formula: C5H7NO3
Molecular Weight: 129.11
Percent Composition: C 46.51%, H 5.46%, N 10.85%, O 37.18%
Literature References: Cyclized internal amide of L-glutamic acid found in vegetables, fruits, grasses, and molasses. Easily prepd from L-glutamic acid by autoclaving with an equal wt of water at 135-140°: Dearborn, Stekol, US 2528267; purification: Blish, US 2738353 (1950, 1956, both to International Minerals and Chem.). Review: Orlowski, Meister, in The Enzymes vol. 4, P. D. Boyer, Ed. (Academic Press, New York, 3rd ed., 1971) pp 123-151; C. Moret, M. Briley, Trends Pharmacol. Sci. 9, 278-279 (1988).
Properties: Orthorhombic bisphenoidal crystals from alcohol + petr ether. mp 162-163°. [a]D20 -11.9° (c = 2); [a]D25 -23.6° (c = 5 at pH 7). Sol in water, alcohol, acetone.
Melting point: mp 162-163°
Optical Rotation: [a]D20 -11.9° (c = 2); [a]D25 -23.6° (c = 5 at pH 7)
Use: In the resolution of racemic amines. |