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disodium adenosine 5'-phosphate

Disodium adenosine 5'-phosphate is a water-soluble nucleotide salt used as a flavor enhancer with savory, umami taste properties in various food products.
Chemical Structure

General Material Description

Disodium adenosine 5'-phosphate is a nucleotide salt consisting of the adenosine 5'-monophosphate ion paired with two sodium ions, rendering it highly water soluble. This compound manifests as a white to light beige powder and is known for its distinct savory, umami taste, contributing significantly to flavor enhancement in food products. It is also referred to by synonyms such as adenosine-5'-monophosphate disodium salt, disodium AMP, and disodium adenylate. Classified chemically as C10H12N5Na2O7P, it is indexed under PubChem (CID: 20712) and is primarily obtained through biochemical synthesis or extraction from natural nucleotide-rich sources. Its application in the food industry facilitates enhanced taste profiles, particularly in savory formulations.

Occurrence, Applicability & Potential Uses

Disodium adenosine 5'-phosphate naturally occurs in biological systems as part of nucleotide metabolism and RNA structure. In food technology, it serves primarily as a flavor enhancer and flavoring agent, credited with intensifying savory and umami notes. Its effectiveness is frequently utilized alongside other nucleotides such as inosine monophosphate to produce synergistic taste effects. The compound has been evaluated under FEMA (US) standards, where it holds the designation FEMA 4224, confirming its acceptance as a Generally Recognized As Safe (GRAS) flavoring substance. Its use spans multiple food categories including baked goods, beverages, cheese, meat products, and snacks, with recommended usage levels closely monitored to maintain flavor integrity without overpowering the formulation.

Physico-Chemical Properties Summary

Disodium adenosine 5'-phosphate exhibits high aqueous solubility, exceeding one million milligrams per liter at 25 °C, which facilitates its incorporation into diverse aqueous food matrices. The compound’s molecular weight is approximately 391.19 g/mol, featuring a nucleotide structure with phosphate groups that confer polarity and ionic character. These physicochemical attributes influence its stability and interaction within formulations, often favoring liquid and semi-solid food products. The presence of disodium salts enhances its ionic strength and solubility profile compared to free acid forms. Its thermal stability corresponds with typical nucleotide compounds, though precise decomposition temperatures require consideration during processing.

FAQ

What is disodium adenosine 5'-phosphate and what are its key characteristics?
Disodium adenosine 5'-phosphate is a nucleotide-derived compound used mainly as a flavor enhancer. It appears as a white powder and offers a characteristic savory, umami taste that improves food flavor profiles. Chemically, it consists of an adenosine 5'-monophosphate moiety bound to two sodium ions, increasing water solubility. Its molecular formula is C10H12N5Na2O7P and it is commonly listed under identifiers like CAS 4578-31-8.
How is disodium adenosine 5'-phosphate used and where does it occur?
The compound is found naturally in biological systems as a nucleotide and is utilized commercially as a flavor enhancer in foods. It is incorporated into a range of products including baked goods, beverages, cheeses, and meat items to provide or intensify savory umami flavors. It functions effectively in combination with other flavor enhancers such as inosine monophosphate. Its excellent solubility in water allows easy blending into various aqueous and semi-solid food matrices.
What regulations and safety considerations apply to disodium adenosine 5'-phosphate?
Disodium adenosine 5'-phosphate is recognized by FEMA (US) under number 4224 as a Generally Recognized As Safe (GRAS) flavoring substance for specified use levels across many food categories. Safety data indicate no classified hazards under OSHA standards. Usage recommendations specify maximum ppm levels depending on the food type, ensuring consumer safety and effective flavor enhancement. The compound's safety assessments and regulatory compliance can be verified via resources such as the FEMA Flavor Ingredient Library and ECHA’s chemical databases.

US / EU / FDA / JECFA / FEMA / Scholar / Patents

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Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
KEGG (GenomeNet):C18344
HMDB (The Human Metabolome Database):Search
FDA Listing of Food Additive Status:View
ChemSpider:View

General Material Information

Preferred name disodium adenosine 5'-phosphate
Trivial Name Adenosine 5′-monophosphate disodium
Short Description adenosine-5'-monophosphate disodium salt
Formula C10 H12 N5 Na2 O7 P
CAS Number 4578-31-8
FEMA Number 4224
ECHA Number 224-961-2
FDA UNII T1WZ11DSRN
Nikkaji Number J86.656C
Beilstein Number 3586732
MDL MFCD00065023
NMR Predictor External link
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
Synonyms
  • adenosine 5'-monophosphate disodium salt
  • adenosine-5'-monophosphate disodium salt
  • 5'- adenylic acid, sodium salt (1:2)
  • AMP disodium salt
  • disodium;[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphate
  • 5′-Adenylic acid, sodium salt (1:2)
  • 5′-Adenylic acid, disodium salt
  • Disodium AMP
  • Adenylic acid disodium salt
  • Adenosine 5′-monophosphate disodium
  • Disodium 5′-AMP
  • 5′-AMP disodium salt
  • Adenosine 5′-phosphate disodium salt
  • Disodium adenylate
  • Disodium 9-(β-D-ribofuranosyl)adenine 5′-monophosphate
  • Disodium adenosine 5′-phosphate
  • Adenosine 5′-monophosphate disodium salt

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 391.18835449219
Solubility
water, 1e+006 mg/L @ 25 °C (est) Yes

Organoleptic Properties

Flavor Type: Savory
savory, umami
General comment Savory umami

Safety Information

Safety information

Preferred SDS: View
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
flavor enhancers, flavoring agents
Recommendation for disodium adenosine 5'-phosphate usage levels up to:
not for fragrance use.
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 22
Click here to view publication 22
average usual ppmaverage maximum ppm
baked goods: 300.00000800.00000
beverages(nonalcoholic): 300.00000800.00000
beverages(alcoholic): 300.00000800.00000
breakfast cereal: 300.00000800.00000
cheese: 400.00000800.00000
chewing gum: 300.00000800.00000
condiments / relishes: 400.00000800.00000
confectionery froastings: --
egg products: --
fats / oils: --
fish products: 400.00000800.00000
frozen dairy: --
fruit ices: --
gelatins / puddings: --
granulated sugar: --
gravies: 400.00000800.00000
hard candy: --
imitation dairy: --
instant coffee / tea: 300.00000800.00000
jams / jellies: --
meat products: 500.00000800.00000
milk products: --
nut products: 400.00000800.00000
other grains: 300.00000800.00000
poultry: 500.00000800.00000
processed fruits: --
processed vegetables: 400.00000800.00000
reconstituted vegetables: 400.00000800.00000
seasonings / flavors: 400.00000900.00000
snack foods: 400.00000900.00000
soft candy: --
soups: 400.00000800.00000
sugar substitutes: 400.00000800.00000
sweet sauces: --

Safety references

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :20712
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
disodium;[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphate
Chemidplus:0004578318
RTECS:AU7481600 for cas# 4578-31-8