Glycineamide ribonucleotide

Glycineamide ribonucleotide

Names
IUPAC name [(2R,3S,4R,5R)-5-[(2-Aminoacetyl)amino]-3,4-dihydroxyoxolan-2-yl]methyldihydrogen phosphate
Other names Glycineamide ribotide, GAR
Identifiers
CAS Number	10074-18-7 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:143019
ChemSpider	141370 N
MeSH	Glycineamide+ribonucleotide
PubChem CID	160913
CompTox Dashboard (EPA)	DTXSID70143478
InChI 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
SMILES C([C@@H]1[C@H]([C@H]([C@@H](O1)NC(=O)CN)O)O)OP(=O)(O)O
Properties
Chemical formula	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 verify (what is YN ?) 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)

Synonyms

Several names are associated with GAR:

• 5'-p-Ribosylglycinamide
• 5'-p-Ribosylglycineamide
• 5'-Phosphoribosyl-glycineamide
• 5'-Phosphoribosylglycinamide
• 5'-Phosphoribosylglycineamide
• Glycineamide ribotide
• Glycinamide ribonucleotide
• Glycineamide ribonucleotide
• N(1)-(5-Phospho-D-ribosyl)glycinamide
• N-Glycyl-5-O-phosphono-D-ribofuranosylamine
• N1-(5-phospho-D-ribosyl)glycinamide