Sucrose acetate isobutyrate

Sucrose acetoisobutyrate (SAIB) is an emulsifier and has E number E444.[1] In the United States, SAIB is categorized as generally recognized as safe (GRAS) as a food additive in cocktail mixers, beer, malt beverages, or wine coolers[2] and is a potential replacement for brominated vegetable oil.

Sucrose acetate isobutyrate
Names
IUPAC name
1-O-Acetyl-3,4,6-tris-O-[(2-methylpropanoyl)oxy]-β-D-fructofuranosyl α-D-glucopyranoside 6-acetate 2,3,4-tris(2-methylpropanoate)
Systematic IUPAC name
(2R,3R,4S,5R,6R)-2-[(Acetyloxy)methyl]-6-{[(2S,3S,4R,5R)-2-[(acetyloxy)methyl]-3,4-bis[(2-methylpropanoyl)oxy]-5-{[(2-methylpropanoyl)oxy]methyl}oxolan-2-yl]oxy}oxane-3,4,5-triyl tris(2-methylpropanoate)
Other names
Sucrose acetoisobutyrate
Sucrose diacetate hexaisobutyrate
HSDB 5657; AI3-25354; E444
Identifiers
3D model (JSmol)
Abbreviations SAIB
ECHA InfoCard 100.004.338
EC Number
  • 204-771-6
E number E444 (thickeners, ...)
UNII
  • CC(C)C(=O)OC[C@@H]1[C@H]([C@@H]([C@](O1)(COC(=O)C)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)COC(=O)C)OC(=O)C(C)C)OC(=O)C(C)C)OC(=O)C(C)C)OC(=O)C(C)C)OC(=O)C(C)C
Properties
C40H62O19
Molar mass 846.917 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

Chemistry

SAIB can be prepared by esterification of sucrose with acetic and isobutyric anhydride.

Uses
  • Beverage emulsions - weighting agent
  • Color cosmetics and skin care
  • Flavorings (orange flavor)
  • Fragrance fixative
  • Hair care
  • Horse styling products

References
  1. Current EU approved additives and their E Numbers, Food Standards Agency
  2. Agency Response Letter GRAS Notice No. GRN 000104, U.S. Food and Drug Administration
This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.