beta-Carboxyaspartic Acid

Title: b-Carboxyaspartic Acid
CAS Registry Number: 75898-26-9
CAS Name: 2-Amino-1,1,2-ethanetricarboxylic acid
Additional Names: Asa
Molecular Formula: C5H7NO6
Molecular Weight: 177.11
Percent Composition: C 33.91%, H 3.98%, N 7.91%, O 54.20%
Literature References: Amino acid found in ribosomal proteins of E. coli; homolog of g-carboxyglutamic acid. Isoln and synthesis of DL-form: M. R. Christy et al., J. Am. Chem. Soc. 103, 3935 (1981). Synthesis of DL-form: E. B. Henson et al., Tetrahedron 37, 2561 (1981); N. E. Dixon, A. M. Sargeson, J. Am. Chem. Soc. 104, 6716 (1982). Quantitative analysis method: P. V. Hauschka et al., Anal. Biochem. 108, 57 (1980). Chemical reactivity: M. R. Christy, T. H. Koch, J. Am. Chem. Soc. 104, 1771 (1982). Crystal structure and pKa values of DL-zwitterion: B. Richey et al., Biochemistry 21, 4819 (1982). Asymmetric synthesis of D-form: R. M. Williams et al., J. Am. Chem. Soc. 110, 482 (1988). Review: T. H. Koch et al., Methods Enzymol. 107, 563-575 (1984).
Derivative Type: DL-Form hydrochloride
CAS Registry Number: 81156-58-3
Molecular Formula: C5H7NO6.HCl
Molecular Weight: 213.57
Percent Composition: C 28.12%, H 3.78%, N 6.56%, O 44.95%, Cl 16.60%
Properties: White crystalline powder. pK1 0.8 ±0.2, pK2 2.5 ±0.1, pK3 4.7 ±0.1, pK4 10.9 ±0.1.
pKa: pK1 0.8 ±0.2, pK2 2.5 ±0.1, pK3 4.7 ±0.1, pK4 10.9 ±0.1
Derivative Type: D-Form hydrochloride
CAS Registry Number: 111934-05-5
Molecular Formula: C5H7NO6.HCl
Molecular Weight: 213.57
Percent Composition: C 28.12%, H 3.78%, N 6.56%, O 44.95%, Cl 16.60%
Properties: White solid, [a]D25 -13.25° (c = 0.8 in H2O, pH 2.56).
Optical Rotation: [a]D25 -13.25° (c = 0.8 in H2O, pH 2.56)
Status: This monograph has been retired and is no longer subject to revision or update.
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