Title: Aspartame
CAS Registry Number: 22839-47-0
CAS Name: N-L-a-Aspartyl-L-phenylalanine 1-methyl ester
Additional Names: 3-amino-N-(a-carboxyphenethyl)succinamic acid N-methyl ester; APM
Manufacturers' Codes: SC-18862
Trademarks: Equal (NutraSweet Co.); NutraSweet (NutraSweet Co.); Sanecta (Holland Sweetener)
Molecular Formula: C14H18N2O5
Molecular Weight: 294.30
Percent Composition: C 57.14%, H 6.16%, N 9.52%, O 27.18%
Literature References: Dipeptide ester about 160 times sweeter than sucrose in aqueous solution. Prepn: Davey et al., J. Chem. Soc. C 1966, 555; J. M. Schlatter, ZA 6702190; idem, US 3492131 (1968, 1970 both to Searle); H. Pietsch, Tetrahedron Lett. 1976, 4053; K. J. Vinick, S. Jung, ibid. 23, 1315 (1982); utilizing immobilized enzyme technology: C. Fuganti, P. Grasselli, ibid. 27, 3191 (1986). Structure-taste relationship: Mazur et al., J. Am. Chem. Soc. 91, 2684 (1969). Potential as a low-calorie sweetener: Cloninger, Baldwin, Science 170, 81 (1970). Metabolism: Oppermann et al., J. Nutr. 103, 1454, 1460 (1973).
Properties: Colorless needles from water, mp 246-247°. [a]D22 -2.3° (1N HCl).
Melting point: mp 246-247°
Optical Rotation: [a]D22 -2.3° (1N HCl)
Use: Non-nutritive sweetener. |