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Sucralose

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CAS:56038-13-2
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Sucralose Basic information
Product Name:Sucralose
Synonyms:1-(1,6-Dichloro-1,6-dideoxy-beta-D-fructofuranosyl)-4-chloro-4-deoxy-alpha-D-galactopyranoside;SUCRALOSE(P);Sucralose ,98%;1,6-dichloro-1,6-dideoxy-beta-d-fructofuranosyl4-chloro-4-deoxy-alpha-d-gala;alpha-d-galactopyranoside,1,6-dichloro-1,6-dideoxy-beta-d-fructofuranosyl4-ch;1,6-DICHLORO-1,6-DIDEOXY-BETA-D-FRUCTOFURANOSYL-4-CHLORO-4-DEOXY-ALPHA-D-GALACOTOPYRANOSIDE;1,6-Dichloro-1,6-dideoxy-beta-D-fructofuranosyl 4-chloro-4-deoxy-alpha-D-galactose;SUCRALOSE
CAS:56038-13-2
MF:C12H19Cl3O8
MW:397.63
EINECS:259-952-2
Product Categories:Food & Flavor Additives;Ring Systems;Food Ingredients;Food addive,sweeteners;Food additives;HISTOSTAT;Oligosaccharide Compounds;Nutritional Supplements;Sweeteners;Oligosaccharides;Miscellaneous Biochemicals;pharmacetical;56038-13-2
Mol File:56038-13-2.mol
Sucralose Structure
Sucralose Chemical Properties
Melting point 115-1018°C
Boiling point 104-107 C
alpha D +68.2° (c = 1.1 in ethanol)
density 1.375 g/cm
vapor pressure 0Pa at 25℃
refractive index 1.604
storage temp. 2-8°C
solubility DMF: 30 mg/ml
DMSO: 30 mg/mlPBS (pH 7.2): 1 mg/ml
pka12.52±0.70(Predicted)
form Powder
color White
PH6-8 (100g/l, H2O, 20°C)
Odorwh. cryst. powd., odorless, sweet taste
Optical Rotation[α]/D 86.0±2.0°, c = 1 in H2O
Water Solubility Soluble in Water.
Merck 14,8880
BRN 3654410
Stability:Hygroscopic
LogP-0.51 at 20℃
CAS DataBase Reference56038-13-2(CAS DataBase Reference)
EPA Substance Registry System.alpha.-D-Galactopyranoside, 1,6-dichloro-1,6-dideoxy-.beta.-D-fructofuranosyl 4-chloro-4-deoxy- (56038-13-2)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-37/39-24/25
WGK Germany 3
RTECS LW5440140
HS Code 2932 14 00
Hazardous Substances Data56038-13-2(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: > 10000 mg/kg
MSDS Information
Sucralose Usage And Synthesis
DescriptionSucralose is the only non-caloric sweetener made from sugar. It is in fact the latest non nutritive sweetener to have been approved by US FDA and other regulatory bodies and have hit the markets .
Sucralose is derived from sugar through a multi-step patented manufacturing process that selectively substitutes three atoms of chlorine for three hydroxyl groups on the sugar molecule. This change produces a sweetener that has no calories, yet is 600 times sweeter than sucrose, making it roughly twice as sweet as saccharin and four times as sweet as aspartame.
Chemical PropertiesSucralose is a white to off-white colored, free-flowing, crystalline powder.
HistoryIn 1975, sucralose was discovered by scientists from Tate & Lyle, working with researchers Leslie Hough and Shashikant Phadnis at Queen Elizabeth College (now part of King's College London). While looking for ways to use sucrose as a chemical intermediate, mixing sulfuryl chloride with sugar, Phadnis was told to "test" a chlorinated sugar compound. According to an anecdotal account, Phadnis thought Hough asked him to "taste" it, so he did and found the compound to be exceptionally sweet.
Sucralose was first approved for use in Canada in 1991. Subsequent approvals came in Australia in 1993, in New Zealand in 1996, in the United States in 1998, and in the European Union in 2004. By 2008, it had been approved in over 80 countries, including Mexico, Brazil, China, India, and Japan. In 2006, the FDA amended the regulations for foods to include sucralose as a "non-nutritive sweetener" in food.
UsesSucralose (1,6-dichloro-1,6-dideoxy-p-fructofuranosyl-4-chloro-oc- D-galactopyra- noside) is a nonnutritive sweetener based on sucrose. It is selectively chlorinated and the glycoside link between the two rings is resistant to hydrolysis by acid or enzymes, so it is not metabolized. It has 400 to 800 times the sweetness of sucrose, is very soluble in water, and is stable in heat. It can be used in food products that are baked or fried.
Sucralose is produced by the selective chlorination of the sucrose molecule using a patented process by Tate and LyIe that replaces the three hydroxyl groups (OH) with three chlorine (Cl) atoms.
This modified sugar is minimally absorbed by the body and passes out unchanged. It was approved for use in foods and beverages in 1999 in the United States.
UsesA low-calorie artificial sweetener
UsesHigh intensity sweetener manufactured by replacing three hydroxyl groups on the sucrose molecule with three chlorine atoms. The results are a sweetener of 0 cal that is not digested. It is 600 times as sweet as sugar with a similar flavor profile. It is heat stable, readily soluble, and maintains its stability at elevated temperatures. It has been approved for use in specific categories that include baked products, beverages, confectioneries, and certain desserts and toppings.
Usesantiprotozoal
Production MethodsSucralose may be prepared by a variety of methods that involve the selective substitution of three sucrose hydroxyl groups by chlorine. Sucralose can also be synthesized by the reaction of sucrose (or an acetate) with thionyl chloride.
DefinitionChEBI: A disaccharide derivative consisting of 4-chloro-4-deoxy-alpha-D-galactopyranose and 1,6-dichloro-1,6-dideoxy-beta-D-fructofuranose units linked by a glycosidic bond.
General DescriptionCertified pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to pharmacopeia primary standards.
Sucralose is a polar, chlorinated sugar synthesized from saccharose precursor. It is widely used as a sweetener in a number of food and beverage products.
Pharmaceutical ApplicationsSucralose is used as a sweetening agent in beverages, foods, and pharmaceutical applications. It has a sweetening power approximately 300–1000 times that of sucrose and has no aftertaste. It has no nutritional value, is noncariogenic, does not promote dental caries, and produces no glycemic response.
Biochem/physiol ActionsA synthetic sweet tastant detectable by humans. Activates T1R2/T1R3 sweet taste receptors on enteroendocrine cells and elicits increased hormonal secretion of glucagon-like peptide-1 and glucose-dependent insulinotrophic peptide.
SafetySucralose is generally regarded as a nontoxic and nonirritant material and is approved, in a number of countries, for use in food products. Following oral consumption, sucralose is mainly unabsorbed and is excreted in the feces.
The WHO has set an acceptable daily intake for sucralose of up to 15 mg/kg body-weight.
LD50 (mouse, oral): > 16 g/kg
LD50 (rat, oral): > 10 g/kg
storageSucralose is a relatively stable material. In aqueous solution, at highly acidic conditions (pH < 3), and at high temperatures (≤35℃), it is hydrolyzed to a limited extent, producing 4-chloro-4- deoxygalactose and 1,6-dichloro-1,6-dideoxyfructose. In food products, sucralose remains stable throughout extended storage periods, even at low pH. However, it is most stable at pH 5–6.
Sucralose should be stored in a well-closed container in a cool, dry place, at a temperature not exceeding 21℃. Sucralose, when heated at elevated temperatures, may break down with the release of carbon dioxide, carbon monoxide, and minor amounts of hydrogen chloride.
Regulatory StatusThe FDA, in April 1998, approved sucralose for use as a tabletop sweetener and as an additive in a variety of food products. In the UK, sucralose was fully authorized for use in food products in 2005. It is also accepted for use in many other countries worldwide. Included in the Canadian List of Acceptable Nonmedicinal Ingredients.
References[1] SUSAN S SCHIFFMAN K I R. Sucralose, a synthetic organochlorine sweetener: overview of biological issues.[J]. Journal of Toxicology and Environmental Health-Part B-Critical Reviews, 2013, 16 7: 399-451. DOI: 10.1080/10937404.2013.842523
[2] KNUT ERIK TOLLEFSEN  Duane B H  Luca Nizzetto. Presence, fate and effects of the intense sweetener sucralose in the aquatic environment[J]. Science of the Total Environment, 2012, 438: Pages 510-516. DOI: 10.1016/j.scitotenv.2012.08.060
Tag:Sucralose(56038-13-2) Related Product Information
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