Azaserine
SIGMA/A4142 - ≥98% (TLC)
Synonym: O-Diazoacetyl-L-serine
CAS Number: 115-02-6
Empirical Formula (Hill Notation): C5H7N3O4
Molecular Weight: 173.13
EC Number: 204-061-6
MDL Number: MFCD00036802
Linear Formula: C5H7N3O4
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: A4142-250MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: A4142-50MG
| antibiotic activity spectrum | fungi |
| assay | ≥98% (TLC) |
| color | off-white to yellow-green |
| form | powder |
| InChI | 1S/C5H7N3O4/c6-3(5(10)11) |
| InChI key | MZZGOOYMKKIOOX-VKHMYHEASA |
| mode of action | enzyme | inhibits |
| Quality Level | 100  |
| SMILES string | N[C@@H](COC(=O)C=[N+]=[N- |
| storage temp. | −20°C |
| Application: | Used in cell culture for the selection of HGPRT revertants. |
| Biochem/physiol Actions: | Azaserine is an antibiotic and antifungal; it may also act as a tumor inducer. It is a structural analog of glutamine and competes with glutamine in binding to enzymes involved in purine biosynthesis. Azaserine inhibits purine biosynthesis by covalently reacting with cysteine residues in the enzyme active sites, such as in formylglycinamide ribonucleotide amidotransferase and PRPP amidotransferase. Azaserine can induce DNA damage via the formation of carboxymethylated bases and O6-methylguanine. Secretion of exo-1,3-β-glucanase and germ-tube formation of Candida albicans were inhibited by azaserine. |
| General description: | Chemical structure: amino acid derivatives |
| Packaging: | 50, 250 mg in glass bottle |
| Symbol |   GHS06,GHS08 |
| Signal word | Danger |
| Hazard statements | H301 - H351 |
| Precautionary statements | P201 - P301 + P310 + P330 |
| Hazard Codes | T |
| Risk Statements | 25-40 |
| Safety Statements | 53-36/37/39-45 |
| RIDADR | UN 3462 6.1 / PGIII |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥98% (TLC) |
| Storage Temp. | −20°C |
| UNSPSC | 12352209 |