839. Aspartame
Nomenclature
CAS number: 22839-47-0
l-α-Aspartyl-l-phenylalanine 2-methyl ester; 3-amino-N-(α-carboxyphenethyl)succinamic acid N-methyl ester; APM; SC-18862; Equal (NutraSweet Co.); NutraSweet (NutraSweet Co.); Sanecta (Holland Sweetener). C14H18N2O5; mol wt 294.30.
C 57.14%, H 6.16%, N 9.52%, O 27.18%.
Description and references
Dipeptide ester about 160 times sweeter than sucrose in aqueous solution. Prepn: Davey et al., J. Chem. Soc. C 1966, 555 DOI; J. M. Schlatter, ZA 6702190; idem, US 3492131 (1968, 1970 both to Searle); H. Pietsch, Tetrahedron Lett. 17, 4053 (1976) DOI; K. J. Vinick, S. Jung, ibid. 23, 1315 (1982) DOI; utilizing immobilized enzyme technology: C. Fuganti, P. Grasselli, ibid. 27, 3191 (1986) DOI. Structure-taste relationship: Mazur et al., J. Am. Chem. Soc. 91, 2684 (1969) DOI PubMed. Potential as a low-calorie sweetener: Cloninger, Baldwin, Science 170, 81 (1970) DOI PubMed. Metabolism: Oppermann et al., J. Nutr. 103, 1454, 1460 (1973) PubMed.
