Glycineamide ribonucleotide

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Glycineamide ribonucleotide
Glycineamide ribonucleotide.svg
Names
Preferred IUPAC name
[(2R,3S,4R,5R)-5-(2-Aminoacetamido)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
Other names
Glycineamide ribotide,
GAR
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
MeSH Glycineamide+ribonucleotide
  • InChI=1S/C7H15N2O8P/c8-1-4(10)9-7-6(12)5(11)3(17-7)2-16-18(13,14)15/h3,5-7,11-12H,1-2,8H2,(H,9,10)(H2,13,14,15)/t3-,5-,6-,7-/m1/s1 ☒N
    Key: OBQMLSFOUZUIOB-SHUUEZRQSA-N ☒N
  • C([C@@H]1[C@H]([C@H]([C@@H](O1)NC(=O)CN)O)O)OP(=O)(O)O
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).
☒N  (what is checkY☒N ?)
Infobox references

Glycineamide ribonucleotide (or GAR) is an intermediate in de novo purine biosynthesis.

It is formed from phosphoribosylamine by the enzyme phosphoribosylamine—glycine ligase. In the next step of purine biosynthesis the enzyme phosphoribosylglycinamide formyltransferase acts on GAR to form phosphoribosyl-N-formylglycineamide (FGAR).

GAR formation is stimulated by luteinizing hormone (LH) and chorionic gonadotropin (HCG) via activation of Glc-6-P-dehydrogenase (EC 1.1.1.49)[1][2]

Synonyms[]

Several names are associated with GAR:

  • 5′-p-Ribosylglycinamide
  • 5′-p-Ribosylglycineamide
  • 5′-Phosphoribosylglycinamide
  • 5′-Phosphoribosylglycineamide
  • Glycineamide ribotide
  • Glycinamide ribonucleotide
  • Glycineamide ribonucleotide
  • N1-(5-Phospho-D-ribosyl)glycinamide
  • N-Glycyl-5-O-phosphono-D-ribofuranosylamine
  • N1-(5-phospho-D-ribosyl)glycinamide

References[]

  1. ^ "SMPDB: Glycineamideribotide". August 24, 2015.
  2. ^ "Human Metabolome Database: Glycineamideribotide". August 24, 2015.
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