Skip to Content
Merck
CN

Key Documents

View All Documentation

A4142

Azaserine

≥98% (TLC)

Synonym(s):

O-Diazoacetyl-L-serine

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C5H7N3O4
CAS Number:
115-02-6
Molecular Weight:
173.13
UNSPSC Code:
12352209
NACRES:
NA.26
PubChem Substance ID:
24890830
EC Number:
204-061-6
Beilstein/REAXYS Number:
1726602
MDL number:
MFCD00036802
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Quality Level

100

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

hcodes

H301,H351

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

Regulatory Information

涉药品监管产品

This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCS7403
MKCT0667
MKCP5841
MKCN4719
MKCL7437

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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
View All Related Papers

Related Content

Product Information Sheet - A4142

Product Information Sheet

Global Trade Item Number

SKUGTIN
A4142-10MG04061832414829
A4142-250MG04061832414836
A4142-5MG04061832414843
A4142-50MG04061833368534

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service