Glutathione
Title: Glutathione
CAS Registry Number: 70-18-8
CAS Name: N-(N-L-g-Glutamyl-L-cysteinyl)glycine
Additional Names: L-glutathione; glutathione-SH; GSH
Trademarks: Agifutol S (Kyorin); Copren (Fuso); Deltathione (Tobishi); Glutamed (Boehringer, Mann.); Glutasan (Sancarlo); Glutathin (Mochida); Glutathiol; Glutathion (Nichiiko); Glutinal (Sankyo); Isethion (Mect); Neuthion (Senju); Tathiclon (Ohta); Tathion (Yamanouchi); Tationil (Boehringer Biochemia); Triptide
Molecular Formula: C10H17N3O6S
Molecular Weight: 307.32
Percent Composition: C 39.08%, H 5.58%, N 13.67%, O 31.24%, S 10.43%
Literature References: The major low mol wt thiol compound of the living plant or animal cell. Isoln from yeast: Hopkins, J. Biol. Chem. 84, 269 (1929). Synthesis: du Vigneaud, Miller, Biochem. Prep. 2, 87 (1952); Goldschmidt et al., Ber. 97, 2434 (1964); Y. Ozawa et al., Bull. Chem. Soc. Jpn. 53, 2592 (1980). Review of early syntheses: Jeschkeit et al., Pharmazie 18, 658 (1963). Review of metabolism: A. Meister, M. E. Anderson, Annu. Rev. Biochem. 52, 711-760 (1983); of metabolic role in antineoplastic chemotherapy: B. A. Arrick, C. F. Nathan, Cancer Res. 44, 4224-4232 (1984). Monographs: S. Colowick et al., Glutathione (Academic Press, New York, 1954); Glutathione, E. M. Crook, Ed., Biochem. Soc. Symposium No. 17, London, 1958 (Cambridge University Press, 1959); Glutathione, L. Flohe et al., Eds. (Academic Press, New York, 1974); Glutathione: Metabolism & Function I. M. Arias, W. B. Jackoby, Eds. (Raven, New York, 1976).
Properties: Crystals from 50% ethanol, mp 195°. [a]D25 -18.9° (c = 4.653). [a]D27 -21° (c = 2.74). pK1¢ 2.12; pK2¢ 3.53; pK3¢ 8.66; pK4¢ 9.12. Freely sol in water, dil alcohol, liq ammonia, dimethylformamide.
Melting point: mp 195°
pKa: pK1¢ 2.12; pK2¢ 3.53; pK3¢ 8.66; pK4¢ 9.12
Optical Rotation: [a]D25 -18.9° (c = 4.653); [a]D27 -21° (c = 2.74)
 
Derivative Type: Disulfide
CAS Registry Number: 27025-41-8
CAS Name: L-g-Glutamyl-L-cysteinyl-glycine disulfide
Additional Names: N,N¢-[dithiobis[1-[(carboxymethyl)carbamoyl]ethylene]]diglutamine; GSSG; oxidized glutathione
Molecular Formula: C20H32N6O12S2
Molecular Weight: 612.63
Percent Composition: C 39.21%, H 5.26%, N 13.72%, O 31.34%, S 10.47%
Properties: Crystals, mp 123°. [a]D20 -108° (c = 2 in water).
Melting point: mp 123°
Optical Rotation: [a]D20 -108° (c = 2 in water)

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