guanylic acid
guanosine 5'-monophosphoric acid
Identification
| Name | guanylic acid |
| CAS Number | 85-32-5 |
| EINECS | 201-598-8 |
| FDA UNII | 16597955EP |
| Molecular Formula | C10 H14 N5 O8 P |
| Molecular Weight | 363.22394200 |
| MDL Number | MFCD00057066 |
| Nikkaji Number | J10.615A |
| XlogP3 | -4.30 (est) |
Regulatory
| JECFA Food Additive | 5'-Guanylic Acid |
| GSFA Codex | 5'-Guanylic acid (626) |
| DG SANTE Food Additives | guanylic acid |
Physical Properties
| Appearance | white crystalline powder (est) |
| Assay | 97.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 890.17 °C. @ 760.00 mm Hg (est) |
| Flash Point | 918.00 °F. TCC ( 492.20 °C. ) (est) |
| logP (o/w) | -2.000 |
| Soluble in | water, slightly |
| Insoluble in | alcohol |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | humectants |
Organoleptic Properties
| Odor Description | at 100.00 %. |
Safety Information
| Oral/Parenteral Toxicity | intraperitoneal-mouse LDLo 1500 mg/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | flavor enhancers |
| Recommendation for guanylic acid usage levels up to | not for fragrance use. |
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Potential Uses
Natural Occurrence
Synonyms
[(2R,3S,4R,5R)-5-(2-
amino-6-oxo-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
guanilic acid
guanosine 5'-monophosphate
guanosine 5'-monophosphoric acid
5'-
guanylic acid
PubMed:
A combined approach to decrease the technological and sensory defects caused by fat and sodium reduction in Bologna-type sausages.
PubMed:
Quality Improvement of Pork Loin by Dry Aging.
PubMed:
Flavouring compounds in Indian potato snacks.
PubMed:
Chemical Composition and Immunomodulatory Activity of Mycelia of the Hairy Bracket Mushroom, Trametes hirsuta (Higher Basidiomycetes).
PubMed:
Human taste and umami receptor responses to chemosensorica generated by Maillard-type N²-alkyl- and N²-arylthiomethylation of guanosine 5'-monophosphates.
PubMed:
Monosodium glutamate, disodium inosinate, disodium guanylate, lysine and taurine improve the sensory quality of fermented cooked sausages with 50% and 75% replacement of NaCl with KCl.
PubMed:
Use of potassium chloride and flavor enhancers in low sodium Cheddar cheese.
PubMed:
Molecular mechanism of the allosteric enhancement of the umami taste sensation.
PubMed:
Lysine, disodium guanylate and disodium inosinate as flavor enhancers in low-sodium fermented sausages.
PubMed:
Stereoselective synthesis of amides sharing the guanosine 5'-monophosphate scaffold and Umami enhancement studies using human sensory and hT1R1/rT1R3 receptor assays.
PubMed:
Systematic studies on the chemical structure and umami enhancing activity of Maillard-modified guanosine 5'-monophosphates.
PubMed:
Application of lysine, taurine, disodium inosinate and disodium guanylate in fermented cooked sausages with 50% replacement of NaCl by KCl.
PubMed:
Discovery of N(2)-(1-carboxyethyl)guanosine 5'-monophosphate as an umami-enhancing maillard-modified nucleotide in yeast extracts.
PubMed:
Development and application of an HILIC-MS/MS method for the quantitation of nucleotides in infant formula.
PubMed:
Nucleotides in canine colostrum and milk at different stages of lactation.
PubMed:
Ion-pair high-performance liquid chromatography with diode array detection coupled to dual electrospray atmospheric pressure chemical ionization time-of-flight mass spectrometry for the determination of nucleotides in baby foods.
PubMed:
Anion exchange liquid chromatography for the determination of nucleotides in baby and/or functional foods.
PubMed:
Multiple receptor systems for glutamate detection in the taste organ.
PubMed:
Determination of nucleotides in infant formula by ion-exchange liquid chromatography.
PubMed:
Precursors of chicken flavor. I. Determination of some flavor precursors in chicken muscle.
PubMed:
Gustatory neural responses to umami taste stimuli in C57BL/6ByJ and 129P3/J mice.
PubMed:
Profiles of purine and pyrimidine nucleotides in fresh and manufactured tea leaves.
PubMed:
Use of nucleic acids in the mobile phase for the determination of ascorbic acid in foods by high-performance liquid chromatography with electrochemical detection.
PubMed:
Physiological studies on umami taste.
PubMed:
Effects of monosodium glutamate (umami taste) with and without guanosine 5'-monophosphate on rat autonomic responses to meals.
PubMed:
Simultaneous determination of flavor enhancers inosine 5'-monophosphate and guanosine 5'-monophosphate in food preparations by derivative spectrophotometry.
PubMed:
Multicomponent determination of flavour enhancers in food preparations by partial least squares and principal component regression modelling of spectrophotometric data.
PubMed:
Liquid chromatographic determination of flavor enhancers and chloride in food.