5'-phosphoribosyl-N-formylglycineamide
IUPAC 名称
{[(2R,3S,4R,5R)-3,4-dihydroxy-5-(2-formamidoacetamido)oxolan-2-yl]methoxy}phosphonic acid
描述
5'-phosphoribosyl-n-formylglycinamide, also known as N-formyl-gar or N-formylglycinamide ribonucleotide, is a member of the class of compounds known as glycinamide ribonucleotides. Glycinamide ribonucleotides are compounds in which the amide N atom of glycineamide is linked to the C-1 of a ribosyl (or deoxyribosyl) moiety. Nucleotides have a phosphate group linked to the C5 carbon of the ribose (or deoxyribose) moiety. 5'-phosphoribosyl-n-formylglycinamide is slightly soluble (in water) and a moderately acidic compound (based on its pKa). 5'-phosphoribosyl-n-formylglycinamide can be found in a number of food items such as rosemary, mexican groundcherry, common wheat, and bitter gourd, which makes 5'-phosphoribosyl-n-formylglycinamide a potential biomarker for the consumption of these food products. 5'-phosphoribosyl-n-formylglycinamide exists in all living species, ranging from bacteria to humans. In humans, 5'-phosphoribosyl-n-formylglycinamide is involved in few metabolic pathways, which include azathioprine action pathway, mercaptopurine action pathway, purine metabolism, and thioguanine action pathway. 5'-phosphoribosyl-n-formylglycinamide is also involved in several metabolic disorders, some of which include mitochondrial DNA depletion syndrome, aICA-Ribosiduria, molybdenum cofactor deficiency, and xanthinuria type I.
异构
O[C@H]1[C@@H](O)[C@H](NC(=O)CNC=O)O[C@@H]1COP(O)(O)=O
InChI标识符
InChI=1S/C8H15N2O9P/c11-3-9-1-5(12)10-8-7(14)6(13)4(19-8)2-18-20(15,16)17/h3-4,6-8,13-14H,1-2H2,(H,9,11)(H,10,12)(H2,15,16,17)/t4-,6-,7-,8-/m1/s1
键
VDXLUNDMVKSKHO-XVFCMESISA-N