Disodium inosinate

Chemical compound From Wikipedia, the free encyclopedia

Disodium inosinate

Disodium inosinate (E631[2]) is the disodium salt of inosinic acid with the chemical formula C10H11N4Na2O8P. It is used as a food additive and often found in instant noodles, potato chips, and a variety of other snacks.

Quick Facts Names, Identifiers ...
Disodium inosinate
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Names
IUPAC name
Disodium 5′-inosinate
Systematic IUPAC name
Disodium [(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-oxo-2,3-dihydro-9H-purin-9-yl)oxolan-2-yl]methyl phosphate[1]
Other names
  • Sodium 5′-inosinate
  • Disodium inosin 5′-monophosphate
  • Inosine 5′-(disodium phosphate)
  • Sodium inosinate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.022.860
E number E631 (flavour enhancer)
UNII
  • InChI=1S/C10H13N4O8P.2Na/c15-6-4(1-21-23(18,19)20)22-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)17;;/h2-4,6-7,10,15-16H,1H2,(H,11,12,17)(H2,18,19,20);;/q;2*+1/p-2/t4-,6-,7-,10-;;/m1../s1 Y
    Key: AANLCWYVVNBGEE-IDIVVRGQSA-L Y
  • InChI=1/C10H13N4O8P.2Na/c15-6-4(1-21-23(18,19)20)22-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)17;;/h2-4,6-7,10,15-16H,1H2,(H,11,12,17)(H2,18,19,20);;/q;2*+1/p-2/t4-,6-,7-,10-;;/m1../s1
    Key: AANLCWYVVNBGEE-IMCBXCBXBI
  • C1=NC(=O)C2=C(N1)N(C=N2)C3C(C(C(O3)COP(=O)([O-])[O-])O)O.[Na+].[Na+]
  • [Na+].[Na+].[O-]P([O-])(=O)OC[C@H]3O[C@@H](n1cnc2c1N\C=N/C2=O)[C@H](O)[C@@H]3O
Properties
C10H11N4Na2O8P
Molar mass 392.171 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Commercial disodium inosinate may either be obtained from bacterial fermentation of sugars or prepared from animal products. The Vegetarian Society reports that production from meat or fish is more widespread,[3] but the Vegetarian Resource Group reports that all three "leading manufacturers" claim to use fermentation.[4]

Use as a food additive

Disodium inosinate is used as a flavor enhancer, in synergy with monosodium glutamate (MSG) to provide the umami taste. It is often added to foods in conjunction with disodium guanylate; the combination is known as disodium 5′-ribonucleotides.

As a relatively expensive product, disodium inosinate is usually not used independently of glutamic acid; if disodium inosinate is present in a list of ingredients, but MSG does not appear to be, it is possible that glutamic acid is provided as part of another ingredient or is naturally occurring in another ingredient like tomatoes, Parmesan cheese, or yeast extract.

Origin

Inosinate is naturally found in meat and fish at levels of 80800 mg/100 g.[5] It can also be made by fermentation of sugars such as tapioca starch.[6]

Some sources claim that industrial levels of production are achieved by extraction from animal products, making E631 non-vegetarian.[3] However, an interview by the Vegetarian Resource Group reports that all three "leading manufacturers" (one being Ajinomoto) claims to use an all-vegetarian fermentation process.[4] Producers are generally open to providing information on the origin. E631 is in some cases labeled as "vegetarian" in ingredients lists when produced from plant sources.[7]

Toxicology and safety

In the United States, consumption of added 5′-ribonucleotides averages 4 mg per day, compared to 2 g per day of naturally occurring purines. A review of literature by an FDA committee found no evidence of carcinogenicity, teratogenicity, or adverse effects on reproduction.[8]

In 2004, disodium inosinate was proposed to be removed from the food additive list by Codex Alimentarius Commission.[9] This change did not go through: it is still present in the 2009 Codex Alimentarius list.[10]

See also

References

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