Nomenclature
CAS number: 556-50-3
C
4H
8N
2O
3; mol wt 132.12.
C 36.36%, H 6.10%, N 21.20%, O 36.33%.
NH
2CH
2CONHCH
2COOH.
Description and references
The simplest of all peptides. Prepn from 2,5-diketopiperazine:
Schott et al., J. Org. Chem. 12, 490 (1947); Greenstein, Winitz, Chemistry of the Amino Acids vol. 2, (New
York, 1961) p 803. From tritylglycylglycine: Zervas et al., J. Am. Chem. Soc. 78, 1359 (1956). From phthalylglycylglycine: Sheehan, Frank, ibid. 71, 1856 (1949). From the
dicyclohexylamine salt of trifluoroacetylglycylglycine: Weygand,
Reiher, Ber. 88, 26
(1955).
Properties
Crystals from dil alc. Crystal shape described
as small tetrahedral leaves with a lustrous ball in center. Dec 262-264°.
pK1′ 3.12; pK2′ 8.17. Heat of
combustion: 472.4 kcal/mole. Soluble in hot water; slightly sol
in ethanol. Practically insol in ether.Derivative
Hydrochloride monohydrate.
C
4H
8N
2O
3.HCl.H
2O; mol wt 186.59.
C 25.75%, H 5.94%, N 15.01%, O 34.30%, Cl 19.00%.
Properties
Crystals from water + ethanol.Derivative
Ethyl ester hydrochloride.
Properties
Crystals from abs ethanol, dec 182°.Use
In the synthesis of more complicated peptides.