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Neotame

Neotame
Ball-and-stick model of the neotame molecule
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 Edit this at Wikidata
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[1]
Melting point 80.9–83.4 °C (177.6–182.1 °F; 354.0–356.5 K)[1]
12.6 g/kg at 25 °C[2]
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 0: Exposure under fire conditions would offer no hazard beyond that of ordinary combustible material. E.g. sodium chlorideFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
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 checkY☒N ?)

Neotame, also known by the brand name Newtame,[3] is a non-caloric artificial sweetener and aspartame analog by NutraSweet.[2] By mass, it is 7,000 to 13,000 times sweeter than sucrose.[3] 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.[2]

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).[2]

In 2002, FDA approved it as a non-nutritive sweetener and flavor enhancer within United States in foods generally, except meat and poultry.[3] In 2010, it was approved for use in foods within EU with the E number E961.[4] It has also been approved as an additive in many other countries outside US and EU.[2]

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.[5][1]

French scientists Claude Nofre and Jean-Marie Tinti invented neotame.[2] In 1992, they filed a United States patent, which was granted in 1996.[6]

  1. ^ a b c Cite error: The named reference :0 was invoked but never defined (see the help page).
  2. ^ a b c d e f Nabors LO (2011). Alternative sweeteners (4th ed.). CRC Press. pp. 133–150. ISBN 978-1439846155. OCLC 760056415.
  3. ^ a b c "Aspartame and Other Sweeteners in Food". US Food and Drug Administration. 14 July 2023. Retrieved 30 June 2024.
  4. ^ Halliday, Jess (8 January 2010). "Neotame wins approval in Europe". foodnavigator.com. Retrieved 2019-09-15.
  5. ^ Cite error: The named reference :4 was invoked but never defined (see the help page).
  6. ^ "US 5,480,668". Retrieved 2019-09-15.

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