SMB01385

SAICAR

≥95% (HPLC)

• Synonym(s): N-[[5-amino-1-(5-O-phosphono-β-D-ribofuranosyl)-1H-imidazol-4-yl]carbonyl]-L-aspartic acid, Succino-AICAR, Succinyl-AICAR
• Empirical Formula (Hill Notation): C₁₃H₁₉N₄O₁₂P
• CAS Number: 3031-95-6
• Molecular Weight: 454.28
• UNSPSC Code: 12352202
• NACRES: NA.21

Properties

• biological source: synthetic
• Quality Level: 200
• Assay: ≥95% (HPLC)
• form: solid
• application(s): metabolomics
• shipped in: 2-8°C
• storage temp.: 2-8°C
• SMILES string: NC1=C(N=CN1[C@H]2[C@H](O)[C@H](O)[C@@H](COP(O)(O)=O)O2)C(N[C@@H](CC(O)=O)C(O)=O)=O

Description

General description

SAICAR is an intermediate in purine metabolism. SAICAR is converted from 5-amino-1-(5-phospho-D-ribosyl) imidazole-4-carboxylate (CAIR, Carboxy-AIR, carboxyaminoimidazole ribotide; CAS 6001-14-5) by phosphoribosylaminoimidazole-succinocarboxamide synthase (SAICAR synthase). SAICAR (a ribotide) can lose its phosphate group leading to the appearance of a riboside known as succinylaminoimidazolecarboxamide riboside (SAICAriboside or SAICAr) in cerebrospinal fluid, in urine, and, to a lesser extent, in plasma. When present in sufficiently high levels, SAICAR can act as an oncometabolite, where it promotes tumour growth & survival under glucose-limited conditions by stimulating pyruvate kinase isoform M2 (PKM2) and promoting aerobic glycolysis.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable