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V900890

Sigma-Aldrich

Streptozocin

Vetec, reagent grade, 98%, powder

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Synonym(s):
N-(Methylnitrosocarbamoyl)-α-D-glucosamine, Streptozotocin
Empirical Formula (Hill Notation):
C8H15N3O7
CAS Number:
Molecular Weight:
265.22
Beilstein:
2060675
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

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

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General description

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

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. 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.

Legal Information

Vetec is a trademark of Merck KGaA, Darmstadt, Germany

Pictograms

FlameHealth hazard

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

涉药品监管产品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
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
Streptozocin: a review of its pharmacology, efficacy, and toxicity.
R B Weiss
Cancer treatment reports, 66(3), 427-438 (1982-03-01)
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

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