EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

neotame
N-[N-(3,3-dimethyl butyl)-L-alpha-aspartyl]- L-phenyl alanine 1-methyl ester

Supplier Sponsors

Name:(3S)-3-(3,3-dimethylbutylamino)-4-[[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid
CAS Number: 165450-17-9Picture of molecule3D/inchi
FDA UNII: VJ597D52EX
Nikkaji Web:J898.238D
Beilstein Number:8352678
MDL:MFCD09039056
XlogP3:-0.10 (est)
Molecular Weight:378.46910000
Formula:C20 H30 N2 O5
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:sweeteners, flavor enhancers
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
JECFA Food Additive: Neotame
GSFA Codex: Neotame (961)
DG SANTE Food Additives:neotame
FDA Mainterm (SATF):165450-17-9 ; NEOTAME
FDA Regulation:
FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION
Subpart I--Multipurpose Additives
Sec. 172.829 Neotame.
 
Physical Properties:
Appearance:white powder (est)
Assay: 97.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 81.00 to 84.00 °C. @ 760.00 mm Hg
Boiling Point: 565.27 °C. @ 760.00 mm Hg (est)
Flash Point: 564.00 °F. TCC ( 295.70 °C. ) (est)
logP (o/w): 3.834 (est)
Soluble in:
 alcohol
 water, 14.4 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: fragrance
 
Suppliers:
BOC Sciences
For experimental / research use only.
Neotame-d5 > 95%
Odor: characteristic
Use: A labelled alkylated dipeptide reported to be 6000 to 10000 times sweeter than sucrose; structurally related to Aspartame. A non-nutritive sweetener.
Foodchem International
Neotame
Jiangyin Healthway
Neotame
New functional food ingredients
Prinova
Neotame
Sigma-Aldrich
For experimental / research use only.
Neotame
analytical standard
Sinofi Food Ingredients
Neotame
Flavor: characteristic
Sugar Substitutes, Chewing Gum, Dairy Products, Confections, Baking Food, Yogurt, Frozen Desserts, Soft Drink, Beverage Powder, Instant Coffee, Chai Tea, Puddings, Ice Cream, Cereal, Feed, Flavor Enhancer, Pharmaceutical.
United International
Neotame
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
sweeteners, flavor enhancers
Recommendation for neotame usage levels up to:
 not for fragrance use.
 
 
Safety References:
European Food Safety Authority (EFSA) reference(s):

Neotame as a sweetener and flavour enhancer[1] - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf

Outcome of the public consultation on a draft protocol for assessing exposure to sweeteners as part of their safety assessment under the food additives re-evaluation programme
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :9810996
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(3S)-3-(3,3-dimethylbutylamino)-4-[[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid
Chemidplus:0165450179
 
References:
 (3S)-3-(3,3-dimethylbutylamino)-4-[[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):9810996
Pubchem (sid):135227999
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):View
CHEBI:View
HMDB (The Human Metabolome Database):HMDB34566
FooDB:FDB013079
FDA Listing of Food Additive Status:View
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
N-[N-(3,3-dimethyl butyl)-L-alpha-aspartyl]- L-phenyl alanine 1-methyl ester
N-[N-(3,3-dimethyl butyl)-laevo-alpha-aspartyl]- laevo-phenyl alanine 1-methyl ester
(3S)-3-(3,3-dimethylbutylamino)-4-[[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid
 

Articles:

Info:EVALUATION OF CERTAIN FOOD ADDITIVES AND CONTAMINANTS
PubMed:Time-intensity profile of pitanga nectar (Eugenia uniflora L.) with different sweeteners: Sweetness and bitterness.
PubMed:Influence of temperature and fat content on ideal sucrose concentration, sweetening power, and sweetness equivalence of different sweeteners in chocolate milk beverage.
PubMed:Determination of eight artificial sweeteners and common Stevia rebaudiana glycosides in non-alcoholic and alcoholic beverages by reversed-phase liquid chromatography coupled with tandem mass spectrometry.
PubMed:Fabrication of copper nanoparticles decorated multiwalled carbon nanotubes as a high performance electrochemical sensor for the detection of neotame.
PubMed:[Rapid analysis of six sweeteners in wine by dispersive solid-phase extraction and ultra-fast liquid chromatography coupled with tandem mass spectrometry].
PubMed:Artificial sweeteners - a review.
PubMed:Development of chocolate dairy dessert with addition of prebiotics and replacement of sucrose with different high-intensity sweeteners.
PubMed:Occurrence of seven artificial sweeteners in the aquatic environment and precipitation of Tianjin, China.
PubMed:[Simultaneous determination of twelve sweeteners and nine preservatives in foods by solid-phase extraction and LC-MS/MS].
PubMed:The influence of sweeteners in probiotic Petit Suisse cheese in concentrations equivalent to that of sucrose.
PubMed:Determination of neotame in non-alcoholic beverage by capillary zone electrophoresis.
PubMed:Analysis of nine food additives in red wine by ion-suppression reversed-phase high-performance liquid chromatography using trifluoroacetic acid and ammonium acetate as ion-suppressors.
PubMed:Application of dispersive solid-phase extraction and ultra-fast liquid chromatography-tandem quadrupole mass spectrometry in food additive residue analysis of red wine.
PubMed:Functional characterization of the heterodimeric sweet taste receptor T1R2 and T1R3 from a New World monkey species (squirrel monkey) and its response to sweet-tasting proteins.
PubMed:The content of high-intensity sweeteners in different categories of foods available on the Polish market.
PubMed:A new reconstitutable oral paediatric hydrocortisone solution containing hydroxypropyl-β-cyclodextrin.
PubMed:Position of the Academy of Nutrition and Dietetics: use of nutritive and nonnutritive sweeteners.
PubMed:Artificial sweeteners--a recently recognized class of emerging environmental contaminants: a review.
PubMed:[Influences of ion-suppressors on retention behaviors of nine food additives in reversed-phase high performance liquid chromatographic separation].
PubMed:Stimulation of the extracellular Ca²⁺-sensing receptor by denatonium.
PubMed:Pharmacokinetics and metabolism of N-[N-[3-(3-hydroxy-4-methoxyphenyl) propyl]-α-aspartyl]-L-phenylalanine 1-methyl ester, monohydrate (advantame) in the rat, dog, and man.
PubMed:Advantame--an overview of the toxicity data.
PubMed:Molecular mechanism of species-dependent sweet taste toward artificial sweeteners.
PubMed:Determination of nine high-intensity sweeteners in various foods by high-performance liquid chromatography with mass spectrometric detection.
PubMed:[Simultaneous determination of six synthetic sweeteners in food by high performance liquid chromatography-tandem mass spectrometry].
PubMed:[Determination of five synthetic sweeteners in wines using high performance liquid chromatography-tandem mass spectrometry].
PubMed:Retention behaviour of some high-intensity sweeteners on different SPE sorbents.
PubMed:Gain weight by "going diet?" Artificial sweeteners and the neurobiology of sugar cravings: Neuroscience 2010.
PubMed:Determination of neotame in beverages, cakes and preserved fruits by column-switching high-performance liquid chromatography.
PubMed:Key amino acid residues involved in multi-point binding interactions between brazzein, a sweet protein, and the T1R2-T1R3 human sweet receptor.
PubMed:Positive allosteric modulators of the human sweet taste receptor enhance sweet taste.
PubMed:Analysis and occurrence of seven artificial sweeteners in German waste water and surface water and in soil aquifer treatment (SAT).
PubMed:[Simultaneous determination of artificial sweeteners in beverage by ultra performance liquid chromatography].
PubMed:Determination of nine intense sweeteners in foodstuffs by high-performance liquid chromatography and evaporative light-scattering detection: interlaboratory study.
PubMed:Analyses of sweet receptor gene (Tas1r2) and preference for sweet stimuli in species of Carnivora.
PubMed:Simultaneous determination of nonnutritive sweeteners in foods by HPLC/ESI-MS.
PubMed:The potential toxicity of artificial sweeteners.
PubMed:Development of rebiana, a natural, non-caloric sweetener.
PubMed:[Simultaneous determination of neotame, alitame and aspartame in foods by HPLC].
PubMed:Simultaneous determination of nine intense sweeteners in foodstuffs by high performance liquid chromatography and evaporative light scattering detection--development and single-laboratory validation.
PubMed:Artificial sweeteners: no calories...sweet!
PubMed:The heterodimeric sweet taste receptor has multiple potential ligand binding sites.
PubMed:Taste responses to sweet stimuli in alpha-gustducin knockout and wild-type mice.
PubMed:Quantitation of crystalline and amorphous forms of anhydrous neotame using 13C CPMAS NMR spectroscopy.
PubMed:[Effect of food additive Neotame (N-[N-(3,3-dimethylbutyl)-L-alpha-aspartyl]-L-phenylalanine-1-methyl) on glucose level in blood of patients with diabetes mellitus type 2].
PubMed:Artificial sweeteners--do they bear a carcinogenic risk?
PubMed:Evaluation of certain food additives and contaminants.
PubMed:Different functional roles of T1R subunits in the heteromeric taste receptors.
PubMed:Position of the American Dietetic Association: use of nutritive and nonnutritive sweeteners.
PubMed:Long-term food consumption and body weight changes in neotame safety studies are consistent with the allometric relationship observed for other sweeteners and during dietary restrictions.
PubMed:Food consumption and body weight changes with neotame, a new sweetener with intense taste: differentiating effects of palatability from toxicity in dietary safety studies.
PubMed:Crystal structure of neotame anhydrate polymorph G.
PubMed:Neotame anhydrate polymorphs. II: Quantitation and relative physical stability.
PubMed:Conformational flexibility and hydrogen-bonding patterns of the neotame molecule in its various solid forms.
PubMed:Neotame - a new artificial sweetener.
PubMed:Dehydration kinetics of neotame monohydrate.
PubMed:Neotame anhydrate polymorphs I: preparation and characterization.
PubMed:Structure, dynamics, and stability of beta-cyclodextrin inclusion complexes of aspartame and neotame.
PubMed:Modifying the temporal profile of the high-potency sweetener neotame.
PubMed:Active conformations of neotame and other high-potency sweeteners.
PubMed:Discovery and development of neotame.
 
Notes:
Potential high-intensity sweetener, sweetness variously stated to be 40 x sucrose and 7000-13000 x sucrose Neotame is an artificial sweetener made by NutraSweet that is between 7,000 and 13,000 times sweeter than sucrose (table sugar). In the European Union it is known by the E number E961. Neotame is moderately heat stable and extremely potent. Neotame is rapidly metabolized, completely eliminated, and does not accumulate in the body.
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