5′-Phosphoribosyl-4-carboxy-5-aminoimidazole: Difference between revisions

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	\| PIN=5-Amino-1-{(2''R'',3''R'',4''S'',5''R'')-3,4-dihydroxy-5-oxolan-2-yl}-1''H''-imidazole-4-carboxylic acid		\| PIN=5-Amino-1-{(2''R'',3''R'',4''S'',5''R'')-3,4-dihydroxy-5-oxolan-2-yl}-1''H''-imidazole-4-carboxylic acid

Revision as of 17:00, 28 February 2022

5′-Phosphoribosyl-4-carboxy-5-aminoimidazole
Names

Preferred IUPAC name 5-Amino-1-{(2R,3R,4S,5R)-3,4-dihydroxy-5-oxolan-2-yl}-1H-imidazole-4-carboxylic acid
Other names Carboxyaminoimidazole ribotide, Carboxyaminoimidazole ribonucleotide, CAIR, 5-amino-1-(5-O-phosphono-β-D-ribofuranosyl)-1H-imidazole-4-carboxylic acid
Identifiers
CAS Number	6001-14-5
3D model (JSmol)	Interactive image Interactive image
ChEBI	CHEBI:28413
ChemSpider	144983
PubChem CID	165388
UNII	5MA501Z5DO
CompTox Dashboard (EPA)	DTXSID50208716
InChI InChI=1S/C9H14N3O9P/c10-7-4(9(15)16)11-2-12(7)8-6(14)5(13)3(21-8)1-20-22(17,18)19/h2-3,5-6,8,13-14H,1,10H2,(H,15,16)(H2,17,18,19)/t3-,5-,6-,8-/m1/s1Key: XFVULMDJZXYMSG-ZIYNGMLESA-N InChI=1/C9H14N3O9P/c10-7-4(9(15)16)11-2-12(7)8-6(14)5(13)3(21-8)1-20-22(17,18)19/h2-3,5-6,8,13-14H,1,10H2,(H,15,16)(H2,17,18,19)/t3-,5-,6-,8-/m1/s1Key: XFVULMDJZXYMSG-ZIYNGMLEBD
SMILES C1=NC(=C(N12(((O2)COP(=O)(O)O)O)O)N)C(=O)O O=P(O)(O)OC2O(n1cnc(C(=O)O)c1N)(O)2O
Properties
Chemical formula	C₉H₁₄N₃O₉P
Molar mass	339.196 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). N verify (what is ?) Infobox references

Chemical compound

5′-Phosphoribosyl-4-carboxy-5-aminoimidazole (or CAIR) is an intermediate in the formation of purines.

anabolism

R5P→IMP:	Ribose 5-phosphate (R5P) Phosphoribosyl pyrophosphate (PRPP) Phosphoribosylamine (PRA) Glycineamide ribonucleotide (GAR) Phosphoribosyl-N-formylglycineamide (FGAR) 5′-Phosphoribosylformylglycinamidine (FGAM) 5-Aminoimidazole ribotide (AIR) 5′-Phosphoribosyl-4-carboxy-5-aminoimidazole (CAIR) Phosphoribosylaminoimidazolesuccinocarboxamide (SAICAR) AICA ribonucleotide (AICAR) 5-Formamidoimidazole-4-carboxamide ribotide (FAICAR)
IMP→AMP:	Adenylosuccinate
IMP→GMP:	Xanthosine monophosphate

catabolism

anabolism

catabolism

uracil:	β-Alanine Dihydrouracil 3-Ureidopropionic acid
thymine:	3-Aminoisobutyric acid Dihydrothymine β-Ureidoisobutyric acid

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