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Merck
CN

A4142

Sigma-Aldrich

偶氮丝氨酸

≥98% (TLC)

别名:

O-重氮乙酰基-L-丝氨酸

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About This Item

经验公式(希尔记法):
C5H7N3O4
CAS号:
分子量:
173.13
Beilstein:
1726602
EC 号:
MDL编号:
UNSPSC代码:
12352209
PubChem化学物质编号:
NACRES:
NA.26

质量水平

方案

≥98% (TLC)

表单

powder

颜色

off-white to yellow-green

抗生素抗菌谱

fungi

作用机制

enzyme | inhibits

储存温度

−20°C

SMILES字符串

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

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一般描述

Chemical structure: amino acid derivatives

应用

Used in cell culture for the selection of HGPRT revertants.

生化/生理作用

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.

象形图

Skull and crossbonesHealth hazard

警示用语:

Danger

危险声明

预防措施声明

危险分类

Acute Tox. 3 Oral - Carc. 2

储存分类代码

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

法规信息

监管及禁止进口产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
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
Kornberg, A., and Baker, T.
DNA Replication, 57-60 (1992)
R Catane et al.
Cancer treatment reports, 63(6), 1033-1038 (1979-06-01)
A review of the clinical data on azaserine, DON, and azotomycin reveals that these agents have limited but definite antitumor activity. All three drugs are analogs of L-glutamine and contain a diazo group. They have been studied as single agents
Line Mariann Grønning et al.
American journal of physiology. Endocrinology and metabolism, 290(4), E599-E606 (2005-10-20)
Changes in glucose levels are known to directly alter gene expression. A number of previous studies have found that these effects are in part mediated by modulating the levels and the activity of transcription factors. We have investigated an alternative

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