5-Aminoimidazole-4-carboxamide-1-ribofuranosyl triphosphate

Base Information

• Chemical Name: 5-Aminoimidazole-4-carboxamide-1-ribofuranosyl triphosphate
• CAS No.: 82989-82-0
• Molecular Formula: C₉H₁₇N₄O₁₄P₃
• Molecular Weight: 498.174
• DSSTox Substance ID: DTXSID001003049
• Nikkaji Number: J389.551C
• Wikidata: Q82997450
• ChEMBL ID: CHEMBL4524273
• Mol file: 82989-82-0.mol

Synonyms:5-aminoimidazole-4-carboxamide-1-ribofuranosyl triphosphate;ZTP nucleotide

Chemical Property of 5-Aminoimidazole-4-carboxamide-1-ribofuranosyl triphosphate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 990°Cat760mmHg
• PKA: 0.97±0.50(Predicted)
• Flash Point: 552.6°C
• PSA: 326.86000
• Density: 2.62g/cm³
• LogP: -1.00790
• XLogP3: -6
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 9
• Exact Mass: 497.99541222
• Heavy Atom Count: 30
• Complexity: 793

Purity/Quality:

97% ^*data from raw suppliers

5-Aminoimidazole-4-carboxamide-1-β-D-Ribofuranosyl5?-Triphosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=NC(=C(N1C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O)N)C(=O)N
• Isomeric SMILES: C1=NC(=C(N1[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O)N)C(=O)N
• Uses: A phosphorylated derivative of AICAR monophosphate (A611705) or ZMP. Accumulates in microorganisms when there is a depletion of folate intermediates needed to metabolize ZMP to inosine monophosphate (IMP).

Technology Process of 5-Aminoimidazole-4-carboxamide-1-ribofuranosyl triphosphate

There total 2 articles about 5-Aminoimidazole-4-carboxamide-1-ribofuranosyl triphosphate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

5-Aminoimidazole-4-carboxamide (360-97-4) + 5-phosphoribosyl-1-pyrophosphate (97-55-2,7540-64-9,99945-37-6,130384-52-0) → 5-aminoimidazole-4-carboxamide ribonucleotide (3031-94-5) + 5-aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl-5'-triphosphate (82989-82-0) + 5-aminoimidazole-4-carboxamide ribonucleotide diphosphate

Guidance literature:

With recombinant adenine phosphoribosyltransferase from Escherichia coli; recombinant polyphosphate kinase from Meiothermus ruber; magnesium chloride; In aq. buffer; at 40 ℃; for 1h; pH=8; Temperature; Kinetics; Catalytic behavior; Enzymatic reaction;

DOI:10.1002/cbic.202100596

Reference yield:

5-Aminoimidazole-4-carboxamide (360-97-4) + 5-phosphoribosyl-1-pyrophosphate (97-55-2,7540-64-9,99945-37-6,130384-52-0) → 5-aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl-5'-triphosphate (82989-82-0) + 5-aminoimidazole-4-carboxamide ribonucleotide diphosphate

Guidance literature:

With recombinant adenine phosphoribosyltransferase from Escherichia coli; recombinant polyphosphate kinase from Acinetobacter johnsonii; recombinant polyphosphate kinase from Meiothermus ruber; magnesium chloride; In aq. buffer; at 30 ℃; pH=8; Temperature; Reagent/catalyst; Kinetics; Catalytic behavior; Enzymatic reaction;

DOI:10.1002/cbic.202100596

upstream raw materials:

5-Aminoimidazole-4-carboxamide

5-phosphoribosyl-1-pyrophosphate

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