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V900890

Sigma-Aldrich

Estroptozocina

Vetec™, reagent grade, 98%, powder

Sinónimos:

N-(Metilnitrosocarbamoil)-α-D-glucosamina, Estreptozotocina

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About This Item

Fórmula empírica (notación de Hill):
C8H15N3O7
Número de CAS:
18883-66-4
Peso molecular:
265.22
Beilstein/REAXYS Number:
2060675
MDL number:
MFCD00006607
UNSPSC Code:
12352200
PubChem Substance ID:
329830222

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

Compuesto N-nitroso que actúa como donante de óxido nítrico en los islotes pancreáticos; induce la muerte de las células secretoras de insulina, produciendo un modelo animal de diabetes. Potente agente metilante del ADN que induce la rotura cromosómica. Citotóxico para las líneas celulares tumorales neuroendocrinas que expresan el transportador de glucosa GLUT2.
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
GHS02,GHS08

signalword

Warning

Hazard Classifications

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

Storage Class

4.1B - Flammable solid hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «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)
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
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)
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