Title: SAICAR
CAS Registry Number: 3031-95-6
CAS Name: N-[[5-Amino-1-(5-O-phosphono-b-D-ribofuranosyl)-1H-imidazol-4-yl]carbonyl]-L-aspartic acid
Additional Names: N-[(5-amino-1-ribofuranosylimidazol-4-yl)carbonyl]aspartic acid 5¢-phosphate; 5-amino-N-(1,2-dicarboxyethyl)-1-ribofuranosylimidazole-4-carboxamide 5¢-phosphate; 5-amino-4-imidazole-N-succinocarboxamide ribonucleotide; 5-amino-4-imidazole-N-succinocarboxamide ribotide; N-[5-amino-1-(5¢-phosphoribofuranosyl)-4-imidazolecarbonyl]aspartic acid; succino-AICAR
Molecular Formula: C13H19N4O12P
Molecular Weight: 454.28
Percent Composition: C 34.37%, H 4.22%, N 12.33%, O 42.26%, P 6.82%
Literature References: Important purine precursor. Synthesis by enzymic reaction according to the equation AIR + ATP + aspartic acid + CO2 ® SAICAR + ADP + orthophosphate: Lukens, Buchanan, J. Biol. Chem. 234, 1791 (1959). Production by adenine-requiring mutants of Bacillus subtilis: Ohmura et al., US 3280007 (1966 to Takeda). Synthesis of SAICAR and derivatives: Burrows, Shaw, J. Chem. Soc. C 1967, 1088; Burrows et al., ibid. 1968, 40.
Derivative Type: Dibarium salt
Molecular Formula: C13H15Ba2N4O12P
Molecular Weight: 724.91
Percent Composition: C 21.54%, H 2.09%, Ba 37.89%, N 7.73%, O 26.49%, P 4.27%
Properties: uv max (pH 1): 269, 244 nm (e 11850, 9580). If the Bratton-Marshall procedure [J. Biol. Chem. 128, 537 (1939)] is modified by keeping the sample in ice during, and for 10 minutes after the addition of the reagents, SAICAR produces a purple chromophore having max absorption at 550 nm. The diazonium salt of SAICAR is very unstable and dec before it can couple under the usual test conditions.
Absorption maximum: uv max (pH 1): 269, 244 nm (e 11850, 9580)
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