Glycineamide ribonucleotide (or GAR) is a biochemical intermediate in the formation of purine nucleotides via inosine-5-monophosphate, and hence is a building block for DNA and RNA.[1][2][3] The vitamins thiamine[4] and cobalamin[5] also contain fragments derived from GAR.[6]
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IUPAC name
(1R)-1,4-Anhydro-1-glycinamido-D-ribitol 5-(dihydrogen phosphate)
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Systematic IUPAC name
[(2R,3S,4R,5R)-5-(2-Aminoacetamido)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate | |
Other names
Glycineamide ribotide,
GAR | |
Identifiers | |
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3D model (JSmol)
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ChEBI |
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ChemSpider |
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KEGG |
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PubChem CID
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UNII |
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CompTox Dashboard (EPA)
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Properties | |
C7H15N2O8P | |
Molar mass | 286.177 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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GAR is the product of the enzyme phosphoribosylamine—glycine ligase acting on phosphoribosylamine (PRA) to combine it with glycine in a process driven by ATP. The reaction, EC 6.3.4.13 forms an amide bond:[7]
The biosynthesis pathway next adds a formyl group from 10-formyltetrahydrofolate to GAR, catalysed by phosphoribosylglycinamide formyltransferase in reaction EC 2.1.2.2 and producing formylglycinamide ribotide (FGAR):[7]