V900890

Streptozocin

Vetec^™, reagent grade, 98%, powder

• Synonym(s): N-(Methylnitrosocarbamoyl)-α-D-glucosamine, Streptozotocin
• Empirical Formula (Hill Notation): C₈H₁₅N₃O₇
• CAS Number: 18883-66-4
• Molecular Weight: 265.22
• Beilstein: 2060675
• MDL number: MFCD00006607
• UNSPSC Code: 12352200
• PubChem Substance ID: 329830222

Properties

• 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

Description

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

Safety Information

• Pictograms: GHS02,GHS08
• Signal Word: Warning
• Hazard Statements: H228,H341,H351
• Precautionary Statements: P201 - P202 - P210 - P240 - P241 - P308 + P313
• Hazard Classifications: Carc. 2 - Flam. Sol. 2 - Muta. 2
• Storage Class Code: 4.1B - Flammable solid hazardous materials
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable