3689. Erythropterin

Nomenclature

CAS number: 7449-03-8
3-(2-Amino-4,5,6,8-tetrahydro-4,6-dioxo-7(3H)-pteridinylidene)-2-oxopropanoic acid; 2-amino-3,4,5,6-tetrahydro-4,6-dioxo-7-pteridinepyruvic acid.
C9H7N5O5; mol wt 265.18.
C 40.76%, H 2.66%, N 26.41%, O 30.17%.

Description and references

Pigment responsible for the red, orange and yellow color spots on the wings of butterflies. Has been detected also in the integument of other insects. Isoln: C. Sch"opf, E. Becker, Ann. 524, 49 (1936). Structure: R. Tschesche, H. Ende, Ber. 91, 2074 (1958). Revised structure: W. Pfleiderer, ibid. 95, 2195 (1962). Synthesis: M. Viscontini, H. Stierlin, Helv. Chim. Acta 46, 51 (1963). Correlation to body coloration: E. J. Pfeiler, Jr., J. Res. Lepid. 7, 183 (1968); C. Melber, G. H. Schmidt, Comp. Biochem. Physiol. 116A, 17 (1997). Quantification: eidem, ibid. 101B, 115 (1992); Y. Bel et al., Arch. Insect Biochem. Physiol. 34, 83 (1997).

Chemical structure

Properties

As the monohydrate, red microcrystals. Abs max (pH 1.0): 450 nm (log ε 4.02). Orange fluorescence from 254-365 nm.