A4142
Azaserine
≥98% (TLC)
Synonym(s):
O-Diazoacetyl-L-serine
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About This Item
Empirical Formula (Hill Notation):
C5H7N3O4
CAS Number:
Molecular Weight:
173.13
UNSPSC Code:
12352209
NACRES:
NA.26
PubChem Substance ID:
EC Number:
204-061-6
Beilstein/REAXYS Number:
1726602
MDL number:
Quality Segment
assay
≥98% (TLC)
form
powder
color
off-white to yellow-green
antibiotic activity spectrum
fungi
mode of action
enzyme | inhibits
storage temp.
−20°C
SMILES string
N[C@@H](COC(=O)C=[N+]=[N-])C(O)=O
InChI
1S/C5H7N3O4/c6-3(5(10)11)2-12-4(9)1-8-7/h1,3H,2,6H2,(H,10,11)/t3-/m0/s1
InChI key
MZZGOOYMKKIOOX-VKHMYHEASA-N
General description
Chemical structure: amino acid derivatives
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.
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signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Carc. 2
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
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Product Information Sheet
Global Trade Item Number
| SKU | GTIN |
|---|---|
| A4142-10MG | 04061832414829 |
| A4142-5MG | 04061832414843 |
| A4142-250MG | 04061832414836 |
| A4142-50MG | 04061833368534 |