Title: Bicine
CAS Registry Number: 150-25-4
CAS Name: N,N-Bis(2-hydroxyethyl)glycine
Synonyms: di(hydroxyethyl)glycine;
N,N-bis(hydroxyethyl)aminoacetic acid;
N,N-di(hydroxyethyl)aminoacetic acid; diethylolglycine; 2-HxG
Molecular Formula: C6H13NO4
Molecular Weight: 163.17
Percent Composition: C 44.17%, H 8.03%, N 8.58%, O 39.22%
Line Formula: (HOCH2CH2)2NCH2COOH
Literature References: One of the zwitterionic amino acids known as "Good" buffers, active in the pH range 6-8.5. Prepn by hydrolysis of its lactone (obtained from glycine and ethylene oxide): Pascal,
Compt. Rend. 245, 1318 (1957); from diethanolamine and bromoacetic acid: N. E. Good
et al., Biochemistry 5, 467 (1966). Crystal structure: V. Cody
et al., Acta Crystallogr. 33B, 905 (1977). Use as sequestering agent: A. Grawitz,
Rev. Tech. Ind. Cuir 65, 187, 190 (1973),
C.A. 80, 49281h (1974). Temperature effects on pKa: M. L. Soni, R. C. Kapoor,
Int. J. Quantum Chem. 20, 385 (1981). Use as a buffer: A. L. Remisov,
Biokhimiya 25, 323 (1960); S. Ito
et al., Histochem. J. 16, 489 (1984).
Properties: Crystals from dil ethanol, mp 193-195° (slight decompn). pKa (20°): 8.35. pKa2 (0.1
M): 0°, 8.7; 20°, 8.35; 37°, 8.2. DpKa/°C -0.018. Saturated aq soln is 1.1
M at 0°. Slightly sol in water. Forms a water-soluble sodium salt.
Melting point: mp 193-195° (slight decompn)
pKa: pKa (20°): 8.35; pKa2 (0.1
M): 0°, 8.7; 20°, 8.35; 37°, 8.2; pKa/°C -0.018
Use: Biological buffer and chelating agent.