Functional Groups in Aspartame? Chemistry?

Chemistry Question: Functional Groups found in Aspartame?

• Select all the functional groups that are found in aspartame: Alcohols Ethers Aldehydes Ketones Carboxylic Acid Esters Amines

• Answer:

  Ester, carboxylic acid, amine/amide? No alcohols, ethers, aldehydes, or ketones Monograph number: 00839 Title: Aspartame CAS Registry Number: 22839-47-0 CAS Name: N-L-α-Aspartyl-L-phenylalanine 1-methyl ester Additional Names: 3-amino-N-(α-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). And here is the structure: http://upload.wikimedia.org/wikipedia/commons/f/f0/Aspartame.svg