advantame

Advantame is a synthetic sweetening agent chemically identified as N-[N-[3-(3-hydroxy-4-methoxyphenyl)propyl-alpha-L-phenylalanine methyl ester, monohydrate]. It appears as a stable compound with a molecular formula of C₂₄H₃₂N₂O₈ and is noted for its intense sweet taste characteristic. Known also under synonyms such as aminosweet, advantame aligns within high-potency sweeteners class. The compound is sourced through chemical synthesis processes designed to produce a safe, effective sweetener suitable for food and beverage applications. Its structural details and information are indexed under recognized chemical databases such as PubChem. The compound's sensory notes are primarily sweet, contributing to its use as a flavor enhancer.

Advantame does not occur naturally but is synthesized for use as a high-intensity sweetener. It is applied extensively in the food industry to enhance sweetness in products like baked goods, nonalcoholic and alcoholic beverages, chewing gum, confectioneries, and dairy substitutes. Its usage is subject to maximum concentrations defined by standards such as FEMA (US), where it is assigned FEMA number 4716. The compound improves sweetness without contributing calories typical of sugar and supports product formulations aimed at reducing sugar content. Its acceptance by regulators facilitates its use across diverse edible products at controlled levels to optimize flavor profiles.

Advantame exhibits characteristics typical of synthetic sweeteners, with a molecular weight of 476.53 g/mol and limited water solubility estimated at about 12.48 mg/L at 25 °C. The compound dissolves well in alcohol, enhancing its formulation versatility in various food matrices. It has a flash point around 32°F (approximately 0 °C), highlighting considerations for handling and storage. Its hydrate form influences solubility and stability, important for maintaining flavor consistency in end products. These properties enable its application in a range of food and beverage systems where temperature and solvent compatibility must be managed appropriately.

	(3R)-4-[[(1S)-1-benzyl-2-methoxy-2-oxo-ethyl]amino]-3-[3-(3-hydroxy-4-methoxy-phenyl)propylamino]-4-oxo-butanoic acid hydrate
NIST Chemistry WebBook:	Search Inchi
Pubchem (cid):	56843846
Pubchem (sid):	135268538

(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
HMDB (The Human Metabolome Database):	Search
FDA Listing of Food Additive Status:	View
ChemSpider:	View
Wikipedia:	View

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 advantame usage levels up to:
	not for fragrance use.
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 25. Update in publication number(s): 29
Click here to view publication 25
		average usual ppm	average maximum ppm
baked goods:		20.00000	20.00000
beverages(nonalcoholic):		1.35000	1.50000
beverages(alcoholic):		3.00000	3.00000
breakfast cereal:		-	-
cheese:		-	-
chewing gum:		40.00000	50.00000
condiments / relishes:		3.00000	3.00000
confectionery froastings:		3.75000	3.75000
egg products:		-	-
fats / oils:		3.00000	3.00000
fish products:		-	-
frozen dairy:		0.90000	1.00000
fruit ices:		-	-
gelatins / puddings:		3.75000	3.75000
granulated sugar:		-	-
gravies:		-	-
hard candy:		-	-
imitation dairy:		0.75000	0.75000
instant coffee / tea:		-	-
jams / jellies:		-	-
meat products:		-	-
milk products:		0.90000	1.00000
nut products:		-	-
other grains:		-	-
poultry:		-	-
processed fruits:		-	-
processed vegetables:		-	-
reconstituted vegetables:		-	-
seasonings / flavors:		-	-
snack foods:		-	-
soft candy:		3.75000	3.75000
soups:		-	-
sugar substitutes:		-	-
sweet sauces:		-	-

Safety references

European Food Safety Authority (EFSA) reference(s):

Scientific Opinion on the safety of advantame for the proposed uses as a food additive 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 :56843846

National Institute of Allergy and Infectious Diseases:Data

(3R)-4-[[(1S)-1-benzyl-2-methoxy-2-oxo-ethyl]amino]-3-[3-(3-hydroxy-4-methoxy-phenyl)propylamino]-4-oxo-butanoic acid hydrate

Chemidplus:0714229206