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Disodium inosinate

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Disodium inosinate
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 InfoCard100.022.860Edit this at Wikidata
E numberE631(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 checkY
    Key: AANLCWYVVNBGEE-IDIVVRGQSA-L checkY
  • 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 mass392.171 g·mol−1
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Chemical compound

Disodium inosinate (E631[2]) is thedisodiumsalt ofinosinic acid with the chemical formula C10H11N4Na2O8P. It is used as afood additive and often found ininstant noodles,potato chips, and a variety of other snacks.

Commercial disodium inosinate may either be obtained from bacterial fermentation of sugars or prepared from animal products. TheVegetarian Society reports that production from meat or fish is more widespread,[3] but theVegetarian Resource Group reports that all three "leading manufacturers" claim to use fermentation.[4]

Use as a food additive

[edit]

Disodium inosinate is used as aflavor enhancer, in synergy withmonosodium glutamate (MSG) to provide theumami taste. It is often added to foods in conjunction withdisodium guanylate; the combination is known asdisodium 5′-ribonucleotides.

As a relatively expensive product, disodium inosinate is usually not used independently ofglutamic 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, oryeast extract.

Origin

[edit]

Inosinate is naturally found in meat and fish at levels of 80–800 mg/100 g.[5] It can also be made by fermentation of sugars such astapioca 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 beingAjinomoto) 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

[edit]

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

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

See also

[edit]

References

[edit]
  1. ^CID 20819 fromPubChem
  2. ^Food Standards Australia New Zealand."Food Additives- Numerical List". Archived fromthe original on 25 June 2009. Retrieved2 December 2009.
  3. ^ab"Vegetarian Society - Fact Sheet - E Numbers - Derived from both plant and animal sources, Animal derived carriers".www.vegsoc.org. Archived fromthe original on 7 March 2019. Retrieved9 October 2016.
    The following source has identical phrasing:"E-numbers : E631: Sodium inosinate". Food-Info.net. 27 September 1998. Retrieved4 February 2013.
  4. ^abYacoubou, Jeanne."Disodium Inosinate and Disodium Guanylate Are All-Vegetable Flavor Enhancers".The Vegetarian Resource Group.
  5. ^Kurihara, K (2015)."Umami the Fifth Basic Taste: History of Studies on Receptor Mechanisms and Role as a Food Flavor".BioMed Research International.2015 189402.doi:10.1155/2015/189402.PMC 4515277.PMID 26247011.
  6. ^Conn, Helen (1 February 1992). ""Umami": The Fifth Basic Taste".Nutrition & Food Science.92 (2):21–23.doi:10.1108/EUM0000000000953.
  7. ^"All PepsiCo India food products and their ingredients are 100% vegetarian"(PDF).www.pepsicoindia.co.in. Archived fromthe original(PDF) on 12 May 2013.
  8. ^Disodium 5′-guanylate and Disodium 5′-inosinate, K. Ekelman and K. C. Raffaele, Additives Evaluation Branch, Division of Health Effects Evaluation, Center for Food Safety and Applied Nutrition,Food and Drug Administration, Washington, DC, USA and other
  9. ^Codex Alimentarius Commission."Report of the 36th Session of the Codex Committee on Food Additives and Contaminants"(PDF).FTP server (FTP). Retrieved2 December 2009.[dead ftp link](To view documents seeHelp:FTP)
  10. ^"Class Names and the International Numbering System for Food Additives". Archived fromthe original on 5 September 2010. Retrieved7 August 2010.
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