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经验公式(希尔记法):
C5H7N3O4
化学文摘社编号:
分子量:
173.13
UNSPSC Code:
12352209
NACRES:
NA.26
PubChem Substance ID:
EC Number:
204-061-6
Beilstein/REAXYS Number:
1726602
MDL number:
InChI key
MZZGOOYMKKIOOX-VKHMYHEASA-N
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
SMILES string
N[C@@H](COC(=O)C=[N+]=[N-])C(O)=O
assay
≥98% (TLC)
form
powder
color
off-white to yellow-green
antibiotic activity spectrum
fungi
mode of action
enzyme | inhibits
storage temp.
−20°C
Quality Level
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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.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Carc. 2
存储类别
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
法规信息
涉药品监管产品
此项目有
Kornberg, A., and Baker, T.
DNA Replication, 57-60 (1992)
S P Ram et al.
Journal of general microbiology, 130(5), 1227-1236 (1984-05-01)
Exo-(1----3)-beta-glucanase, beta-glucosidase, autolysin and trehalase were assayed in situ in Candida albicans during yeast growth, starvation and germ-tube formation. Cell viability, germ-tube formation, intracellular glucose-6-phosphate dehydrogenase and beta-glucosidase were unaffected in cells incubated in 0.1 M-HC1 for 15 min at
Timea Beleznai et al.
Vascular pharmacology, 56(3-4), 115-121 (2011-12-14)
We hypothesized that under high glucose conditions, activation of the hexosamine pathway leads to impaired nitric oxide (NO)-dependent arteriolar dilation. Skeletal muscle arterioles (diameter: ~160μm) isolated from male Wistar rats were exposed to normal glucose (NG, 5.5mmol/L) or high glucose
Christiane Bierkamp et al.
The American journal of pathology, 165(6), 2135-2145 (2004-12-08)
The presence of gastrin and cholecystokinin-2 (CCK2) receptors in human preneoplastic and neoplastic gastrointestinal lesions suggests a role in cancer development. In addition to the growth-promoting action of gastrin, recently a role of the cholecystokinin-2/gastrin receptor (CCK2-R) modulating cellular morphology
Marie Pantaleon et al.
Biology of reproduction, 78(4), 595-600 (2007-11-30)
Although mouse oocytes and cleavage-stage embryos are unable to utilize glucose as a metabolic fuel, they have a specific requirement for a short exposure to glucose prior to compaction. The reason for this requirement has been unclear. In this study
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