Title: L-Isoglutamine
CAS Registry Number: 636-65-7
CAS Name: (4
S)-4,5-Diamino-5-oxopentanoic acid
Synonyms: 4-amino-L-glutaramic acid; glutamic acid a-amide
Molecular Formula: C5H10N2O3
Molecular Weight: 146.14
Percent Composition: C 41.09%, H 6.90%, N 19.17%, O 32.84%
Literature References: Prepn by the action of NH3 on
N-carbobenzyloxy-L-glutamic acid anhydride: Kozo Narita,
J. Chem. Soc. Jpn. Pure Chem. Sect. 74, 832 (1953); from 1-tosylpyroglutamide by reduction with Na in NH3: Swan, du Vigneaud,
J. Am. Chem. Soc. 76, 3110 (1954); from the g-methyl ester of
N-tritylglutamic acid: Amiard, Heymes,
US 2927118 (1960 to UCLAF).
Properties: Crystals from acetone, dec 181°. [a]D21 +20.5° (c = 6.1 in H2O). pK1¢ 3.81; pK2¢ 7.88. Sol in water. Sparingly sol in organic solvents.
pKa: pK1¢ 3.81; pK2¢ 7.88
Optical Rotation: [a]D21 +20.5° (c = 6.1 in H2O)