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Alitame

CAS 99016-42-9C28H60N6O13S2MW 752.9

Alitame (CAS 99016-42-9) — formula C28H60N6O13S2, molecular weight 752.9; category chemical.

Product Overview

CAS Number99016-42-9
Molecular FormulaC28H60N6O13S2
Molecular Weight752.9
Melting Point100 °C
ApplicationsUses: Sweetening agent., Alitame is approved for use as a sweetener in Australia, China, Mexico, New Zealand, Indonesia, and Colombia, a petition for its use has been filed in the United States, Canada, Europe and Japan ... Its potential market applications include bakery products, snack foods, candies and confectionery, ice cream and frozen dairy products., Use Classification: Food Additives -> SWEETENER -> JECFA Functional Classes, Methods of Manufacturing: Alitame may be synthesized by a number of routes. For example, 3-(D-alaninamido)-2, 2, 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 an N- protected 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., General Manufacturing Information: The Food and Drug Administration (FDA) is announcing the withdrawal, without prejudice to a future filing, of a food additive petition (FAP 6A3958) proposing that the food additive regulations be amended to provide for the safe use of alitame as a sweetening agent or flavoring in food., Alitame is currently primarily used in a wide range of foods and beverages at a maximum level of 40-300 mg, kg., There has been no commercial development activity since about 1996., Alitame is 2, 000 times as sweet and with the same taste as sugar.
CategorySweeteners

Applications

Documented applications: Uses: Sweetening agent., Alitame is approved for use as a sweetener in Australia, China, Mexico, New Zealand, Indonesia, and Colombia, a petition for its use has been filed in the United States, Canada, Europe and Japan ... Its potential market applications include bakery products, snack foods, candies and confectionery, ice cream and frozen dairy products., Use Classification: Food Additives -> SWEETENER -> JECFA Functional Classes, Methods of Manufacturing: Alitame may be synthesized by a number of routes. For example, 3-(D-alaninamido)-2, 2, 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 an N- protected 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., General Manufacturing Information: The Food and Drug Administration (FDA) is announcing the withdrawal, without prejudice to a future filing, of a food additive petition (FAP 6A3958) proposing that the food additive regulations be amended to provide for the safe use of alitame as a sweetening agent or flavoring in food., Alitame is currently primarily used in a wide range of foods and beverages at a maximum level of 40-300 mg, kg., There has been no commercial development activity since about 1996., Alitame is 2, 000 times as sweet and with the same taste as sugar..

Technical Profile

What this product is

Alitame is a chemical compound with CAS registry number 99016-42-9 and molecular formula C28H60N6O13S2 (molecular weight 752.9), belonging to the chemical segment of chemical raw materials.

Identification

CAS number: 99016-42-9

Its molecular formula C28H60N6O13S2 comprises 28 C, 60 H, 6 N, 13 O, 2 S atoms.

Also known as: Alitame · Aclame

Category: chemical

Frequently Asked Questions

What is the CAS number of Alitame?

The CAS registry number of Alitame is 99016-42-9.

What is the molecular formula and molecular weight of Alitame?

Molecular formula C28H60N6O13S2, molecular weight 752.9.

What other names is Alitame known by?

It is also registered under: Alitame, Aclame.

What are the documented applications of Alitame?

Recorded applications: Uses: Sweetening agent., Alitame is approved for use as a sweetener in Australia, China, Mexico, New Zealand, Indonesia, and Colombia, a petition for its use has been filed in the United States, Canada, Europe and Japan ... Its potential market applications include bakery products, snack foods, candies and confectionery, ice cream and frozen dairy products., Use Classification: Food Additives -> SWEETENER -> JECFA Functional Classes, Methods of Manufacturing: Alitame may be synthesized by a number of routes. For example, 3-(D-alaninamido)-2, 2, 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 an N- protected 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., General Manufacturing Information: The Food and Drug Administration (FDA) is announcing the withdrawal, without prejudice to a future filing, of a food additive petition (FAP 6A3958) proposing that the food additive regulations be amended to provide for the safe use of alitame as a sweetening agent or flavoring in food., Alitame is currently primarily used in a wide range of foods and beverages at a maximum level of 40-300 mg, kg., There has been no commercial development activity since about 1996., Alitame is 2, 000 times as sweet and with the same taste as sugar..

Which category does Alitame belong to?

Category: Sweeteners.

PubChem Public Data

Independent reference data for Alitame (CAS 99016-42-9), compiled from public chemistry databases.

Registry identifiers across databases

CAS 号99016-42-9
PubChem CID20055408
分子式C28H60N6O13S2
分子量752.37 g/mol
IUPAC 名称bis((3S)-3-amino-4-oxo-4-[[(2R)-1-oxo-1-[(2,2,4,4-tetramethylthietan-3-yl)amino]propan-2-yl]amino]butanoic acid);pentahydrate
InChIKeyNUFKRGBSZPCGQB-FLBSXDLDSA-N
UNII(FDA)6KI9M51JOG

Computed descriptors

Molecular Weight752.9
Hydrogen Bond Donor Count13
Hydrogen Bond Acceptor Count17
Rotatable Bond Count12
Exact Mass752.36597834
Monoisotopic Mass752.36597834
Topological Polar Surface Area299
Heavy Atom Count49

Physicochemical values on record

Melting Point100 °C

Synonyms and trade names

Alitame hydrate; 99016-42-9; Aclame; 6KI9M51JOG; Ins-956(alitame); E-956(alitame); Ins no.956(alitame); CP-54,802; DTXSID1035028; CP-54802; D-Alaninamide, L-alpha-aspartyl-N-(2,2,4,4-tetramethyl-3-thietanyl)-, hydrate (2:5); RefChem:915402; DTXCID9015028; alpha-aspartyl-N-(2,2,4,4-tetramethyl-3-thietanyl)alaninamide; Alitame; Alitame [USAN]

Regulatory listings held on file

法规与食品接触SWEETENER: Food Additives
JECFA ADI: 0-1 mg/kg bw (1996)
第四十六次会议(1996年)确定的0-1毫克/公斤体重的ADI维持在第五十九次会议上
TRS 913-JECFA 59/7
FAS 50-JECFA 59/1

What the public record says

阿力甜 的 CAS 号为 99016-42-9,分子式 C28H60N6O13S2,分子量 752.37 g/mol。 UNII 6KI9M51JOG; InChIKey NUFKRGBSZPCGQB-FLBSXDLDSA-N. Melting Point: 100 °C.

Source: PubChem / Wikidata; the batch COA governs where values differ.

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