Neotame

Neotame
Names
Systematic IUPAC name
(3S)-3-[(3,3-Dimethylbutyl)amino]-4-{[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino}-4-oxobutanoic acid
Other names
E961; N-(N-(3,3-Dimethylbutyl)-L-α-aspartyl)-L-phenylalanine 1-methyl ester
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.109.344
E number E961 (glazing agents, ...)
UNII
  • InChI=1S/C20H30N2O5/c1-20(2,3)10-11-21-15(13-17(23)24)18(25)22-16(19(26)27-4)12-14-8-6-5-7-9-14/h5-9,15-16,21H,10-13H2,1-4H3,(H,22,25)(H,23,24)/t15-,16-/m0/s1 N
    Key: HLIAVLHNDJUHFG-HOTGVXAUSA-N N
  • InChI=1/C20H30N2O5/c1-20(2,3)10-11-21-15(13-17(23)24)18(25)22-16(19(26)27-4)12-14-8-6-5-7-9-14/h5-9,15-16,21H,10-13H2,1-4H3,(H,22,25)(H,23,24)/t15-,16-/m0/s1
    Key: HLIAVLHNDJUHFG-HOTGVXAUBG
  • CC(C)(C)CCN[C@@H](CC(=O)O)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)OC
Properties
C20H30N2O5
Molar mass 378.469 g·mol−1
Appearance white powder
Melting point 80.9–83.4 °C (177.6–182.1 °F; 354.0–356.5 K)
12.6 g/kg at 25 °C
Hazards
NFPA 704 (fire diamond)
0
1
0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Neotame, also known by the brand name Newtame, is a non-caloric artificial sweetener and aspartame analog by NutraSweet. By mass, it is 7,000 to 13,000 times sweeter than sucrose. It has no notable off-flavors when compared to sucrose. It enhances original food flavors. It can be used alone, but is often mixed with other sweeteners to increase their individual sweetness (i.e. synergistic effect) and decrease their off-flavors (e.g. saccharin). It is chemically somewhat more stable than aspartame. Its use can be cost effective in comparison to other sweeteners as smaller amounts of neotame are needed.

It is suitable for use in carbonated soft drinks, yogurts, cakes, drink powders, and bubble gums among other foods. It can be used as a table top sweetener for hot drinks like coffee. It covers bitter tastes (e.g. caffeine).

In 2002, FDA approved it as a non-nutritive sweetener and flavor enhancer within the United States in foods generally, except meat and poultry. In 2010, it was approved for use in foods within the European Union with the E number E961. It has also been approved as an additive in many other countries outside US and EU.

Its metabolism is fast and is not retained in the body. Methanol forms in its metabolism. Only trace amounts of neotame are added to foods, so the amount of methanol is insignificant for health. It is safe for type 2 diabetics and those with phenylketonuria.

French scientists Claude Nofre and Jean-Marie Tinti invented neotame. In 1992, they filed a United States patent, which was granted in 1996.