ChemicalBook >> CAS DataBase List >>Alitame

Alitame

CAS No.
80863-62-3
Chemical Name:
Alitame
Synonyms
D-Alaninamide, L-α-aspartyl-N-(2,2,4,4-tetramethyl-3-thietanyl)-;(S)-3-Amino-4-oxo-4-(((R)-1-oxo-1-((2,2,4,4-tetramethylthietan-3-yl)amino)propan-2-yl)amino)butan;(3s)-3-amino-4-oxo-4-[[(2r)-1-oxo-1-[(2,2,4,4-tetramethylthietan-3-yl)amino]propan-2-yl]amino]butanoic acid;Alitame;Alitian;altanle;CP 54802;Aclame anhydrous;Alitame in Water;Alitame USP/EP/BP
CBNumber:
CB0855163
Molecular Formula:
C14H25N3O4S
Molecular Weight:
331.43
MDL Number:
MFCD00868124
MOL File:
80863-62-3.mol
MSDS File:
SDS
Last updated:2024-10-28 16:48:35

Alitame Properties

Melting point 136-147°
alpha D25 +40 to +50° (c = 1 in water)
Boiling point 608.5±55.0 °C(Predicted)
Density 1.25±0.1 g/cm3(Predicted)
solubility Methanol (Slightly)
form Solid
pka 3.71±0.10(Predicted)
color White to Off-White
Odor odorless
Odor Type odorless
LogP 1.508 (est)
CAS DataBase Reference 80863-62-3
FDA UNII PCE8DAE750

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P301+P312+P330
HS Code  29400090

Alitame price More Price(13)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Usbiological 001778 Alitame 80863-62-3 1g $425 2021-12-16 Buy
Biosynth Carbosynth FA17282 Alitame 80863-62-3 5G $575 2021-12-16 Buy
American Custom Chemicals Corporation API0004994 ALITAME 95.00% 80863-62-3 10G $2194.5 2021-12-16 Buy
Biosynth Carbosynth FA17282 Alitame 80863-62-3 250mg $100 2021-12-16 Buy
Biosynth Carbosynth FA17282 Alitame 80863-62-3 500mg $150 2021-12-16 Buy
Product number Packaging Price Buy
001778 1g $425 Buy
FA17282 5G $575 Buy
API0004994 10G $2194.5 Buy
FA17282 250mg $100 Buy
FA17282 500mg $150 Buy

Alitame Chemical Properties,Uses,Production

Chemical Properties

White Solid

Chemical Properties

Alitame is a white nonhygroscopic crystalline powder; odorless or having a slight characteristic odor.

Physical properties

Alitame [L-a-aspartyl-N-(2,2,4,4-tetramethyl-3-thietanyl)-D-alaninamide] is a sweetener based on an amino acid. It is a very intense sweetener, possessing a sweetening power of about 2000 times that of sucrose. It also exhibits a clean sweet taste similar to sucrose. Although it is metabolized, so little is needed that its caloric contribution is insignificant. Alitame is prepared from the amino acids, L-aspartic acid, D-alamine, and a novel amine.

Characteristics

Alitame is an amino acidbased sweetener developed by Pfizer Central Research from l-aspartic acid, d-alanine, and 2,2,4,4-tetraethylthioethanyl amine. A terminal amide group instead of the methyl ester constituent of ASP was used to improve the hydrolytic stability. The incorporation of d-alanine as a second amino acid in place of l-phenylalanine has resulted in optimum sweetness. The increased steric and lipophilic bulk on a small ring with a sulfur derivative has provided a very sweet product and good taste qualities.
Alitame offers several benefits such as stability at high temperatures and a broader pH range. For instance, it is stable for over a year at pH 6–8 and room temperature and withstands pasteurization. However, prolonged storage of acidic solutions at high temperatures or in combination with certain ingredients (hydrogen peroxide or sodium bisulfite) may produce off-flavors. In the presence of high levels of reducing sugars, alitame can undergo Maillard reactions.

History

Alitame, L-α-aspartyl-D-alanine N-(2,2,4,4-tetra methylthietan-3-yl)amide (5), was developed by Pfizer, but is owned by Danisco now. In 1986, Pfizer filed a food additive petition with the FDA. As of 2006, it was still pending. Alitame was approved for use as a sweetener by Australia in 1993, by China, Mexico, and New Zealand in 1994, by Indonesia in 1995, and by Colombia in 1996.

Uses

Non-nutritive sweetener.

Uses

Alitame is a dipeptide amide derivative of aspartic acid used as an artificial sweetener. Alitame is about ten times sweeter than Aspartame (A790015) with a half life about twice as long.

Uses

Alitame [L-a-aspartyl-N-(2,2,4,4-tetramethyl-3-thietanyl)-D-alaninamide] is a sweetener based on an amino acid. It is a very intense sweetener, possessing a sweetening power of about 2000 times that of sucrose. It also exhibits a clean sweet taste similar to sucrose. Although it is metabolized, so little is needed that its caloric contribution is insignificant. Alitame is prepared from the amino acids, L-aspartic acid, D-alamine, and a novel amine.

Production Methods

Alitame may be synthesized by a number of routes.For example, 3-(D-alaninamido)-2,2,4,4-tetramethylthietane is dissolved in water and L-aspartic acid N-thiocarboxyanhydride is then added in portions with vigorous stirring, maintaining the pH of 8.5–9.5. The pH is then adjusted to 5.5 and p-toluenesulfonic acid monohydrate is added over a period of one hour. The precipitated crystalline p-toluenesulfonate salt is collected by filtration. To obtain alitame from its salt, a mixture of Amberlite LA-1 (liquid anion exchange resin), dichloromethane, deionized water, and the salt is stirred for one hour, resulting in two clear layers. The aqueous layer is treated with carbon, clarified by filtration, and cooled to crystallize alitame.
Alternatively, tetramethylthietane amine is condensed with anNprotected form of D-alanine to give alanyl amide. This is then coupled to a protected analogue of L-aspartic acid to give a crude form of alitame. The crude product is then purified.

Definition

ChEBI: Alitame is a dipeptide.

Pharmaceutical Applications

Alitame is an intense sweetening agent developed in the early 1980s and is approximately 2000 times sweeter than sucrose. It has an insignificant energy contribution of 6 kJ (1.4 kcal) per gram of alitame.
Alitame is currently primarily used in a wide range of foods and beverages at a maximum level of 40–300 mg/kg.

Safety Profile

The Joint Expert Committee on Food Additives (JECFA) concluded that alitame was not carcinogenic and did not show reproductive toxicity. In 1996, an ADI of 0–1 mg/kg of body weight was allocated. It is approved for use in Australia, New Zealand, Mexico, and China. A food additive petition was submitted to the FDA in 1986, and approval is awaited. In the petition, the estimated daily intake is 0.34 mg/kg of body weight, which represents the amount if alitame is the only sweetener in the diet. The level at which no observed adverse effects occur in animals is 100 mg/ kg. Potential uses include baked goods, baking mixes, hot and cold beverages, dry beverage mixes, tabletop sweeteners, chewing gum, candies, frozen desserts, and pharmaceuticals. Alitame has been approved for use in some countries such as Australia, Mexico, New Zealand, and China, but not in the United States or the EU.

Safety

Alitame is a relatively new intense sweetening agent used primarily in foods and confectionary. It is generally regarded as a relatively nontoxic and nonirritant material.
Chronic animal studies in mice, rats, and dogs carried out for a minimum of 18 months at concentrations >100 mg/kg per day exhibited no toxic or carcinogenic effects. In people, no evidence of untoward effects were observed following ingestion of 15 mg/kg per day for two weeks.
Following oral administration 7–22% of alitame is unabsorbed and excreted in the feces. The remaining amount is hydrolyzed to aspartic acid and alanine amide. The aspartic acid is metabolized normally and the alanine amide excreted in the urine as a sulfoxide isomer, as the sulfone, or conjugated with glucuronic acid.
The WHO has set an acceptable daily intake of alitame at up to 0.1 mg/kg body-weight.
LD50 (mouse, oral): >5 g/kg
LD50 (rabbit, skin): >2 g/kg
LD50 (rat, oral): >5 g/kg

Metabolism

Alitame is noncariogenic. From an oral intake, 7%–22% is unabsorbed and excreted in the feces. The remainder is hydrolyzed to aspartic acid and alanine amide. The aspartic acid is normally metabolized, and the alanine amide is excreted in the urine as a sulfoxide isomer, sulfone, or conjugated with glucuronic acid. The incomplete absorption and metabolism result in a core value of 1.4 kcal g?1.

storage

Alitame is stable in dry, room temperature conditions but undergoes degradation at elevated temperatures or when in solution at low pH. Alitame can degrade in a one-stage process to aspartic acid and alanine amide (under harsh conditions) or in a slow two-stage process by first degrading to its β-aspartic isomer and then to aspartic acid and alanine amide. At pH 5–8, alitame solutions at 238℃ have a half-life of approximately 4 years. At pH 2 and 238℃ the half-life is 1 year.
Alitame should be stored in a well-closed container in a cool, dry place.

Incompatibilities

Alitame may be incompatible with oxidizing and reducing substances or strong acids and bases.

Regulatory Status

Alitame is approved for use in food applications in a number of countries worldwide including Australia, Chile, China, Mexico, and New Zealand.

Alitame Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 166)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Fengjia New Material Co., Ltd
+86-0311-87836622 +86-17333973358 sales06@hbduling.cn China 8054 58
Hebei Kingfiner Technology Development Co.Ltd
+86-15532196582 +86-15373005021 lisa@kingfinertech.com China 2990 58
Hebei Zhuanglai Chemical Trading Co.,Ltd
+8613343047651 admin@zlchemi.com China 3002 58
Frapp's ChemicalNFTZ Co., Ltd.
+86 (576) 8169-6106 sales@frappschem.com China 880 50
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21639 55
Hangzhou FandaChem Co.,Ltd.
+8615858145714 FandaChem@Gmail.com China 9220 55
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070 product@chemlin.com.cn CHINA 3009 60
Nanjing Finetech Chemical Co., Ltd.
025-85710122 17714198479 sales@fine-chemtech.com CHINA 885 55
career henan chemical co
+86-0371-86658258 +8613203830695 sales@coreychem.com China 29886 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28172 58

View Lastest Price from Alitame manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
 Alitame pictures 2024-11-01 Alitame
80863-62-3
US $99.00-35.00 / kg 1kg 99% 20ton Hebei Zhuanglai Chemical Trading Co.,Ltd
Alitame anhydrous pictures 2024-10-28 Alitame anhydrous
80863-62-3
US $1980.00-2500.00 / mg 10g TargetMol Chemicals Inc.
Alitame pictures 2024-05-24 Alitame
80863-62-3
US $0.00-0.00 / kg 1kg 0.99 50000kg Hebei Kingfiner Technology Development Co.Ltd
  •  Alitame pictures
  • Alitame
    80863-62-3
  • US $99.00-35.00 / kg
  • 99%
  • Hebei Zhuanglai Chemical Trading Co.,Ltd
  • Alitame pictures
  • Alitame
    80863-62-3
  • US $0.00-0.00 / kg
  • 0.99
  • Hebei Kingfiner Technology Development Co.Ltd
(S)-3-amino-4-(((R)-1-amino-1-oxopropan-2-yl)(2,2,4,4-tetramethylthietan-3-yl)amino)-4-oxobutanoic acid (S)-3-Amino-4-oxo-4-(((R)-1-oxo-1-((2,2,4,4-tetramethylthietan-3-yl)amino)propan-2-yl)amino)bu (S)-3-((R)-1-(2,2,4,4-TETRAMETHYLTHIETAN-3-YLCARBAMOYL)ETHYLCARBAMOYL)-3-AMINOPROPANOIC ACID Alitame l-alpha-aspartyl-n-(2,2,4,4-tetramethyl-3-thietanyl)-d-alaninamide l-α-aspartyl-N-(2,2,4,4-tetramethyl-3-thietanyl)-D-alaninamide CP 54802 (S)-3-AMino-4-oxo-4-(((R)-1-oxo-1-((2,2,4,4-tetraMethylthietan-3-yl)aMino)propan-2-yl)aMino)butanoic acid Alitame Solution in Water, 100μg/mL Aclame anhydrous Alitame USP/EP/BP Sweetener Alitame (3s)-3-amino-4-oxo-4-[[(2r)-1-oxo-1-[(2,2,4,4-tetramethylthietan-3-yl)amino]propan-2-yl]amino]butanoic acid (S)-3-Amino-4-oxo-4-(((R)-1-oxo-1-((2,2,4,4-tetramethylthietan-3-yl)amino)propan-2-yl)amino)butan D-Alaninamide, L-α-aspartyl-N-(2,2,4,4-tetramethyl-3-thietanyl)- D-Alaninamide, L-a-aspartyl-N-(2,2,4,4-tetramethyl-3-thietanyl)- Alitian Methylparaben Impurity 25 alitame sweetener altanle Alitame in Water 80863-62-3 C14H25N3O4S25H2O C14H25N3O4S Amino Acids & Derivatives Heterocycles Intermediates & Fine Chemicals Pharmaceuticals