Aspartame

Aspartame
Names
Pronunciation /ˈæspərtm/ or
/əˈspɑːrtm/
IUPAC name
Methyl L-α-aspartyl-L-phenylalaninate
Systematic IUPAC name
(3S)-3-amino-4-「[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino」-4-oxobutanoic acid
Other names
  • N-(L-α-Aspartyl)-L-phenylalanine
  • 1-methyl ester
Identifiers
3D model (JSmol)
2223850
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.041.132
EC Number
  • 245-261-3
E number E951 (glazing agents, ...)
KEGG
UNII
  • InChI=1S/C14H18N2O5/c1-21-14(20)11(7-9-5-3-2-4-6-9)16-13(19)10(15)8-12(17)18/h2-6,10-11H,7-8,15H2,1H3,(H,16,19)(H,17,18)/t10-,11-/m0/s1 Y
    Key: IAOZJIPTCAWIRG-QWRGUYRKSA-N Y
  • InChI=1/C14H18N2O5/c1-21-14(20)11(7-9-5-3-2-4-6-9)16-13(19)10(15)8-12(17)18/h2-6,10-11H,7-8,15H2,1H3,(H,16,19)(H,17,18)/t10-,11-/m0/s1
    Key: IAOZJIPTCAWIRG-QWRGUYRKBV
  • O=C(O)C[C@H](N)C(=O)N[C@H](C(=O)OC)Cc1ccccc1
Properties
C14H18N2O5
Molar mass 294.307 g·mol−1
Density 1.347 g/cm3
Melting point 246.5 °C (475.7 °F; 519.6 K)
Boiling point Decomposes
Sparingly soluble
Solubility Slightly soluble in ethanol
Acidity (pKa) 4.5–6.0
Hazards
NFPA 704 (fire diamond)
1
1
0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

Aspartame is an artificial non-saccharide sweetener commonly used as a sugar substitute in foods and beverages. 200 times sweeter than sucrose, it is a methyl ester of the aspartic acid/phenylalanine dipeptide with brand names NutraSweet, Equal, and Canderel. Discovered in 1965, aspartame was approved by the US Food and Drug Administration (FDA) in 1974 and re-approved in 1981 after its initial approval was briefly revoked.

Aspartame is one of the most studied food additives in the human food supply. Reviews by over 100 governmental regulatory bodies found the ingredient safe for consumption at the normal acceptable daily intake limit.