Sodium ascorbate

"E301" redirects here. For the Japanese train, see EV-E301 series.
Sodium L-ascorbate[1]
Names
IUPAC name
Sodium (2R)-2-[(1S)-1,2-dihydroxyethyl]-4-hydroxy-5-oxo-2H-furan-3-olate
Other names
Sodascorbate; Monosodium ascorbate; E301
Identifiers
134-03-2 YesY
3D model (Jmol) Interactive image
ChEBI CHEBI:113451 N
ChEMBL ChEMBL591665 N
ECHA InfoCard 100.004.661
EC Number 205-126-1
E number E301 (antioxidants, ...)
PubChem 23667548
RTECS number CI7671000
UNII S033EH8359 N
Properties
C6H7NaO6
Molar mass 198.11 g·mol−1
Appearance minute white to yellow crystals
Odor odorless
Melting point 218 °C (424 °F; 491 K) (decomposes)
62 g/100 mL (25 °C)
78 g/100 mL (75 °C)
Solubility very slightly soluble in alcohol
insoluble in chloroform, ether
Hazards
NFPA 704
Flammability code 0: Will not burn. E.g., water Health code 0: Exposure under fire conditions would offer no hazard beyond that of ordinary combustible material. E.g., sodium chloride Reactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogen Special hazards (white): no codeNFPA 704 four-colored diamond
0
0
0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

Sodium ascorbate is one of a number of mineral salts of ascorbic acid (vitamin C). The molecular formula of this chemical compound is C6H7NaO6. As the sodium salt of ascorbic acid, it is known as a mineral ascorbate. It has not been demonstrated to be more bioavailable than any other form of vitamin C supplement.[2]

Sodium ascorbate normally provides 131 mg of sodium per 1,000 mg of ascorbic acid (1,000 mg of sodium ascorbate contains 889 mg of ascorbic acid and 111 mg of sodium).

As a food additive, it has the E number E301 and is used as an antioxidant and an acidity regulator. It is approved for use as a food additive in the EU,[3] USA,[4] and Australia and New Zealand.[5]

In in vitro studies, sodium ascorbate has been found to produce cytotoxic effects in various malignant cell lines, which include melanoma cells that are particularly susceptible.[6][7]

Production

Sodium ascorbate is produced by dissolving ascorbic acid in water and adding an equivalent amount of sodium bicarbonate in water. After cessation of effervescence, the sodium ascorbate is precipitated by the addition of isopropanol.

References

  1. ↑ (+)-Sodium L-ascorbate at Sigma-Aldrich
  2. ↑ Linus Pauling Institute, Oregon Stare University: "Bioavailability of Different Forms of Vitamin C". Retrieved 2013-09-27.
  3. ↑ UK Food Standards Agency: "Current EU approved additives and their E Numbers". Retrieved 2011-10-27.
  4. ↑ US Food and Drug Administration: "Listing of Food Additives Status Part II". Retrieved 2011-10-27.
  5. ↑ Australia New Zealand Food Standards Code"Standard 1.2.4 - Labelling of ingredients". Retrieved 2011-10-27.
  6. ↑ Chen Q, Espey MG, Krishna MC, Mitchell JB, Corpe CP, Buettner GR, Shacter E, Levine M (September 2005). "Pharmacologic ascorbic acid concentrations selectively kill cancer cells: Action as a pro-drug to deliver hydrogen peroxide to tissues". Proc Natl Acad Sci U S A. 102 (38): 13604–9. doi:10.1073/pnas.0506390102. PMC 1224653Freely accessible. PMID 16157892.
  7. ↑ Kang JS, Cho D, Kim YI, Hahm E, Kim YS, Jin SN, Kim HN, Kim D, Hur D, Park H, Hwang YI, Lee WJ (July 2005). "Sodium ascorbate (vitamin C) induces apoptosis in melanoma cells via the down-regulation of transferrin receptor dependent iron uptake". J Cell Physiol. 204 (1): 192–7. doi:10.1002/jcp.20286. PMID 15672419.
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