Guanosine monophosphate
Chemical compound / From Wikipedia, the free encyclopedia
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Not to be confused with Cyclic guanosine monophosphate.
Guanosine monophosphate (GMP), also known as 5′-guanidylic acid or guanylic acid (conjugate base guanylate), 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.[1]
Quick Facts Names, Identifiers ...
Names | |
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IUPAC name
5′-Guanylic acid | |
Systematic IUPAC name
[(2R,3S,4R,5R)-5-(2-Amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate | |
Other names
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Identifiers | |
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3D model (JSmol) |
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Abbreviations | GMP |
ChEMBL | |
ChemSpider |
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ECHA InfoCard | 100.001.453 |
E number | E626 (flavour enhancer) |
MeSH | Guanosine+monophosphate |
PubChem CID |
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UNII | |
CompTox Dashboard (EPA) |
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Properties | |
C10H14N5O8P | |
Molar mass | 363.223 g·mol−1 |
Acidity (pKa) | 0.7, 2.4, 6.1, 9.4 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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As an acyl substituent, it takes the form of the prefix guanylyl-.