5'-Phosphoribosyl-4-carboxy-5-aminoimidazole

5'-Phosphoribosyl-4-carboxy-5-aminoimidazole
Names

IUPAC name 5-Amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(phosphonooxymethyl)oxolan-2-yl]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 (Jmol)	Interactive image Interactive image
ChEBI	CHEBI:28413
ChemSpider	144983^Y
PubChem	165388
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/s1^Y Key: XFVULMDJZXYMSG-ZIYNGMLESA-N^Y 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/s1 Key: XFVULMDJZXYMSG-ZIYNGMLEBD
SMILES C1=NC(=C(N1[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O)N)C(=O)O O=P(O)(O)OC[C@H]2O[C@@H](n1cnc(C(=O)O)c1N)[C@H](O)[C@@H]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 [77 °F], 100 kPa).
Y verify (what is ^YN ?)
Infobox references

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

Anabolism

R5P→IMP:	R5P PRPP PRA GAR FGAR FGAM AIR CAIR SAICAR AICAR FAICAR

IMP→AMP:	Adenylosuccinate

IMP→GMP:	Xanthosine monophosphate

Catabolism

Anabolism

Catabolism

uracil:	Dihydrouracil 3-Ureidopropionic acid β-Alanine

thymine:	Dihydrothymine β-Ureidoisobutyric acid 3-Aminoisobutyric acid

This article is issued from Wikipedia - version of the 7/7/2015. The text is available under the Creative Commons Attribution/Share Alike but additional terms may apply for the media files.