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V900890

Streptozocin

0.98, DNA methylating agent, powder

Synonim(y):

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

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Informacje o tej pozycji

Wzór empiryczny (zapis Hilla):
C8H15N3O7
Numer CAS:
Masa cząsteczkowa:
265.22
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2060675
Assay:
98%
Form:
powder
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Nazwa produktu

Streptozocin, Vetec, reagent grade, 98%, powder

grade

reagent grade

product line

Vetec

assay

98%

form

powder

mp

121 °C (dec.) (lit.)

storage temp.

−20°C

SMILES string

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

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

InChI key

ZSJLQEPLLKMAKR-GKHCUFPYSA-N

General description

Streptozocin (STZ or 2-deoxy-2(3-methyl-3-nitrosoureido)-d-glucopyranose), an antibiotic, is primarily isolated from Streptomyces achromogenes.[1]

Application

Streptozocin has been used:
  • to treat mice intraperitoneally for the animal experiments[2]
  • in sodium citrate buffer to treat mice intraperitoneally for in vivo STZ treatment to perform single-cell RNA sequencing of pancreatic endocrine cells[3]
  • to induce diabetes/diabetic retinopathy (DR) in mice to study the role of microglial spleen tyrosine kinase (Syk) in DR[4]

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,[4] resulting in pancreatic β-cell destruction, is used as an agent to induce insulin-dependent diabetes mellitus (IDDM) experimentally. It exhibits oncolytic,[4] anti-tumor, oncogenic, and diabetogenic properties.[1] This antineoplastic agent is used in the treatment of metastatic pancreatic islet cell carcinoma. STZ can directly methylate DNA and is highly genotoxic.[4]

Legal Information

Vetec is a trademark of Merck KGaA, Darmstadt, Germany
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pictograms

FlameHealth hazard

signalword

Danger

Hazard Classifications

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

Klasa składowania

4.1B - Flammable solid hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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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)
Johnathan K Smid et al.
Endocrinology, 156(3), 824-836 (2014-12-09)
We found that the secreted protein periostin (Postn) is highly induced after partial pancreatectomy in regenerating areas containing mesenchymal stroma and tubular complexes. Importantly, after partial pancreatectomy, Postn-deficient mice exhibit impaired mesenchymal formation and reduced regeneration specifically within the pancreatic
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



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