Title: Agaritine
CAS Registry Number: 2757-90-6
CAS Name: L-Glutamic acid 5-[2-[4-(hydroxymethyl)phenyl]hydrazide]
Synonyms: b-
N-[g-L(+)-glutamyl]-4-hydroxymethylphenylhydrazine
Molecular Formula: C12H17N3O4
Molecular Weight: 267.28
Percent Composition: C 53.92%, H 6.41%, N 15.72%, O 23.94%
Literature References: Constituent of the commercial, edible mushroom
Agaricus bisporus (Lange) Sing.
[Psalliota hortensis Cooke var.
bispora], Agaricaceae (Agaricales). Isoln and structure: Levenberg,
Fed. Proc. 19, 6 (1960);
J. Am. Chem. Soc. 83, 503 (1961); Daniels
et al., ibid. 3333;
see also Levenberg in
Methods Enzymol. 17 (Part A), 877 (1970). Synthesis: Kelly
et al., J. Org. Chem. 27, 3229 (1962); Hinman, Kelly,
US 3274232;
US 3288848 (both 1966 to Upjohn).
Properties: Glistening crystals from dil alcohol, dec 205-209°. [a]D25 +7° (c = 0.8). uv max (water): 237.5, 280 nm (e 12,000, 1,400). Very freely sol in water, practically insol in the usual anhydr organic solvents. pKa in water: 3.4 and 8.86.
pKa: pKa in water: 3.4 and 8.86
Optical Rotation: [a]D25 +7° (c = 0.8)
Absorption maximum: uv max (water): 237.5, 280 nm (e 12,000, 1,400)