Disodium inosinate

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Disodium inosinate
Disodium inosinate.svg
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 OOjs UI icon edit-ltr-progressive.svg
E number E631 (flavour enhancer)
PubChem CID
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 Yes check.svgY
    Key: AANLCWYVVNBGEE-IDIVVRGQSA-L Yes check.svgY
  • 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).
X mark.svgN  verify  (what is  Yes check.svgYX mark.svgN ?)

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.

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 Allimentarius list. [10]

See also

Related Research Articles

<span class="mw-page-title-main">Flavoring</span> Food additive used to change its aroma or taste

A flavoring, also known as flavor or flavorant, is a food additive used to improve the taste or smell of food. It changes the perceptual impression of food as determined primarily by the chemoreceptors of the gustatory and olfactory systems. Along with additives, other components like sugars determine the taste of food.

<span class="mw-page-title-main">Miso</span> Traditional Japanese seasoning

Miso is a traditional Japanese seasoning. It is a thick paste produced by fermenting soybeans with salt and kōji and sometimes rice, barley, seaweed, or other ingredients. It is used for sauces and spreads, pickling vegetables, fish, or meats, and mixing with dashi soup stock to serve as miso soup, a Japanese culinary staple. Miso is high in protein and rich in vitamins and minerals, and it played an important nutritional role in feudal Japan. Miso is still widely used in both traditional and modern cooking in Japan and has been gaining worldwide interest.

<span class="mw-page-title-main">Yeast extract</span> Cell contents of yeast without the cell walls, used as a food additive

Yeast extracts consist of the cell contents of yeast without the cell walls; they are used as food additives or flavorings, or as nutrients for bacterial culture media. They are often used to create savory flavors and umami taste sensations and can be found in a large variety of packaged food including frozen meals, crackers, snack foods, gravy, stock and more. They are rich in B vitamins. Yeast extracts and fermented foods contain glutamic acid, an amino acid which adds an umami flavor. Glutamic acid is found in meat, cheese, fungi and vegetables—such as broccoli and tomatoes. A number of other substances found in yeast extract provide aromas, some meat-like, when allowed to react under heat.

<span class="mw-page-title-main">Monosodium glutamate</span> Chemical compound, flavor enhancer

Monosodium glutamate (MSG), also known as sodium glutamate, is a sodium salt of glutamic acid. MSG is found naturally in some foods including tomatoes and cheese in this glutamic acid form. MSG is used in cooking as a flavor enhancer with a savory taste that intensifies the meaty, savory flavor of food, as naturally occurring glutamate does in foods such as stews and meat soups.

<span class="mw-page-title-main">Umami</span> One of the five basic tastes

Umami, or savoriness, is one of the five basic tastes. It has been described as savory and is characteristic of broths and cooked meats.

<span class="mw-page-title-main">Glutamic acid</span> Amino acid and neurotransmitter

Glutamic acid is an α-amino acid that is used by almost all living beings in the biosynthesis of proteins. It is a non-essential nutrient for humans, meaning that the human body can synthesize enough for its use. It is also the most abundant excitatory neurotransmitter in the vertebrate nervous system. It serves as the precursor for the synthesis of the inhibitory gamma-aminobutyric acid (GABA) in GABAergic neurons.

<span class="mw-page-title-main">Adenosine monophosphate</span> Chemical compound

Adenosine monophosphate (AMP), also known as 5'-adenylic acid, is a nucleotide. AMP consists of a phosphate group, the sugar ribose, and the nucleobase adenine. It is an ester of phosphoric acid and the nucleoside adenosine. As a substituent it takes the form of the prefix adenylyl-.

<i>Dashi</i> Family of stocks used in Japanese cuisine

Dashi is a family of stocks used in Japanese cuisine. Dashi forms the base for miso soup, clear broth soup, noodle broth soup, and many simmering liquids to accentuate the savory flavor known as umami. Dashi is also mixed into the flour base of some grilled foods like okonomiyaki and takoyaki.

<span class="mw-page-title-main">Kikunae Ikeda</span> 19/20th-century Japanese chemist

Kikunae Ikeda was a Japanese chemist and Tokyo Imperial University professor of chemistry who, in 1908, uncovered the chemical basis of a taste he named umami. It is one of the five basic tastes along with sweet, bitter, sour and salty.

<span class="mw-page-title-main">Disodium guanylate</span> Chemical compound

Disodium guanylate, also known as sodium 5'-guanylate and disodium 5'-guanylate, is a natural sodium salt of the flavor enhancing nucleotide guanosine monophosphate (GMP). Disodium guanylate is a food additive with the E number E627. It is commonly used in conjunction with glutamic acid.

<span class="mw-page-title-main">Ajinomoto</span> Japanese food and biotechnology company

Ajinomoto Co., Inc. is a Japanese multinational food and biotechnology corporation which produces seasonings, interlayer insulating materials for semiconductor packages for use in personal computers, cooking oils, frozen foods, beverages, sweeteners, amino acids, and pharmaceuticals. Aji-No-Moto is the trade name for the company's original monosodium glutamate (MSG) product, the first of its kind, since 1909. The corporation's head office is located in Chūō, Tokyo. As of 2022, Ajinomoto operates in 36 countries worldwide and employs an estimated 34,198 people. Its yearly revenue in 2022 is around ¥1.36 trillion JPY or $10 billion USD.

<span class="mw-page-title-main">Guanosine monophosphate</span> Chemical compound

Guanosine monophosphate (GMP), also known as 5′-guanidylic acid or guanylic acid, is a nucleotide that is used as a monomer in RNA. It is an ester of phosphoric acid with the nucleoside guanosine. GMP consists of the phosphate group, the pentose sugar ribose, and the nucleobase guanine; hence it is a ribonucleoside monophosphate. Guanosine monophosphate is commercially produced by microbial fermentation.

<span class="mw-page-title-main">Inosinic acid</span> Chemical compound

Inosinic acid or inosine monophosphate (IMP) is a nucleotide. Widely used as a flavor enhancer, it is typically obtained from chicken byproducts or other meat industry waste. Inosinic acid is important in metabolism. It is the ribonucleotide of hypoxanthine and the first nucleotide formed during the synthesis of purine nucleotides. It can also be formed by the deamination of adenosine monophosphate by AMP deaminase. It can be hydrolysed to inosine.

<span class="mw-page-title-main">Bouillon cube</span> Cooking ingredient

A bouillon cube, stock cube, or broth cube (Asia) is dehydrated broth or stock formed into a small cube or other cuboid shape. The most common format is a cube about 13 mm wide. It is typically made from dehydrated vegetables or meat stock, a small portion of fat, MSG, salt, and seasonings, shaped into a small cube. Vegetarian and vegan types are also made. Bouillon is also available in granular, powdered, liquid, and paste forms.

<span class="mw-page-title-main">Disodium ribonucleotides</span> Flavor enhancer

Disodium 5'-ribonucleotides or I+G, E number E635, is a flavor enhancer which is synergistic with glutamates in creating the taste of umami. It is a mixture of disodium inosinate (IMP) and disodium guanylate (GMP) and is often used where a food already contains natural glutamates or added monosodium glutamate (MSG). It is primarily used in flavored noodles, snack foods, chips, crackers, sauces and fast foods. It is produced by combining the sodium salts of the natural compounds guanylic acid (E626) and inosinic acid (E630).

<span class="mw-page-title-main">Glutamate flavoring</span> Generic name for flavor-enhancing compounds based on glutamic acid and its salts

Glutamate flavoring is the generic name for flavor-enhancing compounds based on glutamic acid and its salts (glutamates). These compounds provide an umami (savory) taste to food.

<span class="mw-page-title-main">Tien Chu</span> Chinese food company

Tien Chu Ve-Tsin Chemical Limited is a Chinese manufacturer of honey by-products, food chemicals and additives including monosodium glutamate or MSG.

<span class="mw-page-title-main">Oyster sauce</span> Condiment made by cooking oysters

Oyster sauce describes a number of sauces made by cooking oysters. The most common in modern use is a viscous dark brown condiment made from oyster extracts, sugar, salt and water, thickened with corn starch.

<span class="mw-page-title-main">Corn sauce</span>

Corn sauce or fermented corn sauce is produced by fermentation using corn starch as the primary substrate. It is used as a food condiment and ingredient, both in paste and in powder form. Corn sauce, like soy sauce, has a characteristic savory taste. It is used to flavor dishes including soups, broths, and gravies.

References

  1. CID 20819 from PubChem
  2. Food Standards Australia New Zealand. "Food Additives- Numerical List". Archived from the original on 25 June 2009. Retrieved 2 December 2009.
  3. 1 2 "Vegetarian Society - Fact Sheet - E Numbers - Derived from both plant and animal sources, Animal derived carriers". www.vegsoc.org. Archived from the original on 7 March 2019. Retrieved 9 October 2016.
    The following source has identical phrasing: "E-numbers : E631 : Sodium inosinate". Food-Info.net. 27 September 1998. Retrieved 4 February 2013.
  4. 1 2 Yacoubou, 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 from the 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). Retrieved 2 December 2009.[ permanent dead link ]
  10. "Class Names and the International Numbering System for Food Additives". Archived from the original on 5 September 2010. Retrieved 7 August 2010.