Synonym: N-(Methylnitrosocarbamoyl)-α-D-glucosamine, Streptozotocin
CAS Number: 18883-66-4
Empirical Formula (Hill Notation): C8H15N3O7
Molecular Weight: 265.22
Beilstein Registry Number: 2060675
EC Number: 242-646-8
MDL Number: MFCD00006607
PubChem Substance ID: 24899428
Application
Streptozocin is used to induce Type 1 diabetes for medical research.
General Description
Streptozotocin, a glucosamine-nitrosourea, is a DNA alkylating agent that enters cells exclusively via the GLUT2 glucose transport protein. Streptozocin, a diabetagen, is especially toxic to pancreatic islet insulin-producing β-cells. It is toxic to GLUT2 positive neuroendocrine tumor cells.
Other Notes
Mixed anomers
Packaging
1, 5 g in glass bottle; 100, 500 mg in glass bottle; 50 mg in poly bottle
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.1 Cytotoxic to neuroendocrine tumor cell lines that express the GLUT2 glucose transporter.
Assay: ≥75% α-anomer basis; ≥98% (HPLC)
Form: powder
Color: white to light yellow
MP: 121°C (dec.)(lit.)
Storage Temp.: −20°C