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Merck
CN

V900890

Streptozocin

0.98, DNA methylating agent, powder

Synonym(s):

N-(Methylnitrosocarbamoyl)-α-D-glucosamine, Streptozotocin

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About This Item

Empirical Formula (Hill Notation):
C8H15N3O7
CAS Number:
Molecular Weight:
265.22
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2060675
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Product Name

Streptozocin, Vetec, reagent grade, 98%, powder

InChI key

ZSJLQEPLLKMAKR-GKHCUFPYSA-N

InChI

1S/C8H15N3O7/c1-11(10-17)8(16)9-4-6(14)5(13)3(2-12)18-7(4)15/h3-7,12-15H,2H2,1H3,(H,9,16)/t3-,4-,5-,6-,7+/m1/s1

SMILES string

CN(N=O)C(=O)N[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O

grade

reagent grade

product line

Vetec

assay

98%

form

powder

mp

121 °C (dec.) (lit.)

storage temp.

−20°C

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Application

Streptozocin has been used:
  • to treat mice intraperitoneally for the animal experiments
  • in sodium citrate buffer to treat mice intraperitoneally for in vivo STZ treatment to perform single-cell RNA sequencing of pancreatic endocrine cells
  • to induce diabetes/diabetic retinopathy (DR) in mice to study the role of microglial spleen tyrosine kinase (Syk) in DR

Biochem/physiol Actions

An N-nitroso-containing compound that acts as a nitric oxide donor in pancreatic islets; induces death of insulin-secreting cells, producing an animal model of diabetes. Potent DNA methylating agent that induces chromosomal breakage.
An N-nitroso-containing compound that acts as a nitric oxide donor in pancreatic islets; induces death of insulin-secreting cells, producing an animal model of diabetes. Potent DNA methylating agent that induces chromosomal breakage. Cytotoxic to neuroendocrine tumor cell lines that express the GLUT2 glucose transporter.
Streptozocin (STZ or 2-deoxy-2(3-methyl-3-nitrosoureido)-d-glucopyranose), a potent alkylating agent, resulting in pancreatic β-cell destruction, is used as an agent to induce insulin-dependent diabetes mellitus (IDDM) experimentally. It exhibits oncolytic, anti-tumor, oncogenic, and diabetogenic properties. This antineoplastic agent is used in the treatment of metastatic pancreatic islet cell carcinoma. STZ can directly methylate DNA and is highly genotoxic.

General description

Streptozocin (STZ or 2-deoxy-2(3-methyl-3-nitrosoureido)-d-glucopyranose), an antibiotic, is primarily isolated from Streptomyces achromogenes.

Legal Information

Vetec is a trademark of Merck KGaA, Darmstadt, Germany

pictograms

FlameHealth hazard

signalword

Danger

Hazard Classifications

Carc. 2 - Flam. Sol. 1 - Muta. 2

Storage Class

4.1B - Flammable solid hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

涉药品监管产品
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Mouse models of insulin dependent diabetes: low-dose streptozocin-induced diabetes and nonobese diabetic (NOD) mice.
H Kolb
Diabetes/metabolism reviews, 3(3), 751-778 (1987-07-01)
Greg Tesch et al.
Diabetologia, 57(9), 1977-1985 (2014-06-25)
The AGEs and the receptor for AGEs (RAGE) are known contributors to diabetic complications. RAGE also has a physiological role in innate and adaptive immunity and is expressed on immune cells. The aim of this study was to determine whether
Streptozocin: a review of its pharmacology, efficacy, and toxicity.
R B Weiss
Cancer treatment reports, 66(3), 427-438 (1982-03-01)
Eri Mukai et al.
Diabetes research and clinical practice, 106(2), 303-311 (2014-09-30)
Spontaneously diabetic Torii (SDT) rats exhibit vascular abnormalities in pancreatic islets as the initial changes at pre-diabetes stage (8 weeks old), which is followed by β cell deterioration. In the present study, we investigated pathophysiological interactions between β cells and
Yating Lu et al.
International journal of molecular sciences, 20(2) (2019-01-17)
Dipeptidyl peptidase IV (DPP-IV) inhibitors occupy a growing place in the drugs used for the management of type 2 diabetes. Recently, food components, including food-derived bioactive peptides, have been suggested as sources of DPP-IV inhibitors without side effects. Chinese black

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