CAS 3031-95-6

SAICAR

Description:

SAICAR, or N-succinyl-5-aminoimidazole-4-carboxamide ribonucleotide, is a chemical compound involved in the purine biosynthesis pathway. It is characterized by its role as an intermediate in the synthesis of purine nucleotides, specifically in the conversion of amino acids and other substrates into adenine and guanine nucleotides. The compound features a ribonucleotide structure, which includes a ribose sugar, a carboxamide group, and a succinyl moiety. SAICAR is typically found in biological systems, particularly in organisms that utilize the de novo pathway for nucleotide synthesis. Its CAS number, 3031-95-6, is a unique identifier that facilitates the identification and study of this compound in scientific literature and databases. The compound is of interest in biochemical research, particularly in studies related to metabolic pathways and enzyme functions. Understanding SAICAR's characteristics and its role in metabolism can provide insights into cellular processes and potential therapeutic targets in diseases related to nucleotide metabolism.

Formula: C₁₃H₁₉N₄O₁₂P

InChI: InChI=1S/C13H19N4O12P/c14-10-7(11(22)16-4(13(23)24)1-6(18)19)15-3-17(10)12-9(21)8(20)5(29-12)2-28-30(25,26)27/h3-5,8-9,12,20-21H,1-2,14H2,(H,16,22)(H,18,19)(H,23,24)(H2,25,26,27)/t4-,5+,8+,9+,12+/m0/s1

InChI key: InChIKey=NAQGHJTUZRHGAC-ZZZDFHIKSA-N

SMILES: NC=1N(C=NC1C(N[C@@H](CC(O)=O)C(O)=O)=O)[C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O

Synonyms:

• 3031-95-6
• 5-Amino-4-imidazole-N-succinocarboxamide ribonucleotide
• 5-Amino-N-(1,2-dicarboxyethyl)-1-ribofuranosylimidazole-4-carboxamide 5'-Phosphate
• <span class="text-smallcaps">L</smallcap>-Aspartic acid, N-[[5-amino-1-(5-O-phosphono-β-<smallcap>D</span>-ribofuranosyl)-1H-imidazol-4-yl]carbonyl]-
• Aspartic acid, N-[(5-amino-1-β-<span class="text-smallcaps">D</smallcap>-ribofuranosylimidazol-4-yl)carbonyl]-, 5′-(dihydrogen phosphate), <smallcap>L</span>-
• L-aspartic acid, N-[[5-amino-1-(5-O-phosphono-beta-D-ribofuranosyl)-1H-imidazol-4-yl]carbonyl]-
• N-(5-Amino-1-ribofuranosylimidazol-4-ylcarbonyl)aspartic acid 5′-phosphate
• N-[(5-Amino-1-ribofuranosylimidazol-4-yl)carbonyl]aspartic Acid 5'-Phosphate
• N-[5-Amino-1-(5'-phosphoribofuranosyl)-4-imidazolecarbonyl]aspartic Acid
• N-[[5-Amino-1-(5-O-phosphono-b-D-ribofuranosyl)-1H-imidazol-4-yl]carbonyl]-L-aspartic Acid
• N-[[5-Amino-1-(5-O-phosphono-β-<span class="text-smallcaps">D</smallcap>-ribofuranosyl)-1H-imidazol-4-yl]carbonyl]-<smallcap>L</span>-aspartic acid
• Saicar
• Succino-AICAR
• L-Aspartic acid, N-[[5-amino-1-(5-O-phosphono-β-D-ribofuranosyl)-1H-imidazol-4-yl]carbonyl]-
• Aspartic acid, N-[(5-amino-1-β-D-ribofuranosylimidazol-4-yl)carbonyl]-, 5′-(dihydrogen phosphate), L-

N-[[5-Amino-1-(5-O-phosphono-b-D-ribofuranosyl)-1H-imidazoL-4-yl]carbonyl]-L-aspartic acid

CAS: 3031-95-6

Formula: C₁₃H₁₉N₄O₁₂P

Color and Shape: Solid

Molecular weight: 454.2833

Ref: IN-DA002ZMH

SAICAR

CAS: 3031-95-6

SAICAR is an intermediate of de novo purine nucleotide biosynthesis, activates pyruvate kinase isoform M2 (PKM2) in an isozyme-selective manner (EC50: 0.3 mM).

Formula: C₁₃H₁₉N₄O₁₂P

Purity: 98%

Color and Shape: Solid

Molecular weight: 454.28

Ref: TM-T16837

N-Succinyl-5-aminoimidazole-4-carboxamide Ribose 5’-Phosphate

CAS: 3031-95-6

Applications N-Succinyl-5-aminoimidazole-4-carboxamide Ribose 5’-Phosphate is a metabolite of Purine. Since adenosine is a potent inhibitor of neuronal function, depressing the release of several excitatory transmitters and causing direct hyperpolarization of neurons, it was possible that the symptoms seen in adenylosuccinate lyase (ASase) deficient patients could reflect an interference of succinylpurines with neurotransmission.
References Gollub, E.G., et al.: J. Bacteriol., 78, 320 (1959), Srivastava, P.C., et al.: J. Med. Chem., 17, 1207 (1974),

Formula: C₁₃H₁₉N₄O₁₂P

Color and Shape: Neat

Molecular weight: 454.28

Ref: TR-S688795

N-Succinyl-5-aminoimidazole-4-carboxamide ribose 5'-phosphate

CAS: 3031-95-6

N-Succinyl-5-aminoimidazole-4-carboxamide ribose 5'-phosphate is a synthetase that is involved in the biosynthesis of purines and pyrimidines. It catalyzes the ATP-dependent formation of N-succinyl5'-aminoimidazole-4-carboxamide ribose 5'-phosphate from succinyl CoA and aspartic acid. This enzyme has been studied in wild type strains of bacteria, such as Escherichia coli, but not in humans or other organisms. N-Succinyl5'-aminoimidazole-4-carboxamide ribose 5'-phosphate has been shown to be an inhibitor of antimicrobial agents such as penicillin G, erythromycin, and tetracycline. The mechanism for this inhibition is unclear, but it may involve hydrogen bonding interactions or structural changes that prevent binding

Formula: C₁₃H₁₉N₄O₁₂P

Purity: Min. 95 Area-%

Color and Shape: White Off-White Powder

Molecular weight: 454.28 g/mol

Ref: 3D-NS166064