Sigma-Aldrich S0130 Streptozocin ≥75% α-anomer basis, ≥98% (HPLC), powder 100 mg
Marka
Stok Kodu
LB.SA.S0130-100MG
Kısa Bilgi
Synonym(s): STZ, Streptozotocine, N-(Methylnitrosocarbamoyl)-α-D-glucosamine, Streptozotocin Empirical Formula (Hill Notation): C8H15N3O7 CAS Number: 18883-66-4 Molecular Weight: 265.22 Beilstein: 2060675 EC Number: 242-646-8 MDL number: MFCD00006607 PubChem Substance ID: 57654595 NACRES: NA.77
Bilgi
CAS Number: 18883-66-4
| Sigma-Aldrich S0130 Streptozocin ≥75% α-anomer basis, ≥98% (HPLC), powder |
| Synonym(s): STZ, Streptozotocine, N-(Methylnitrosocarbamoyl)-α-D-glucosamine, Streptozotocin Empirical Formula (Hill Notation): C8H15N3O7 CAS Number: 18883-66-4 Molecular Weight: 265.22 Beilstein: 2060675 EC Number: 242-646-8 MDL number: MFCD00006607 PubChem Substance ID: 57654595 NACRES: NA.77 |
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PROPERTIES
Quality Level 200
Assay ≥75% α-anomer basis ≥98% (HPLC) form powder color white to light yellow mp 121 °C (dec.) (lit.) antibiotic activity spectrum neoplastics Mode of action DNA synthesis | interferes 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) is an antineoplastic antibiotic. This N-nitroso-containing compound acts as a nitric oxide donor in pancreatic islets. It is a methylnitrosourea attached to a single molecule of glucosamine and has a high affinity for the cell surface glucose transporter glucose transporter type 2 (GLUT2), which is highly expressed on beta cells of the islets of Langerhans.[1] Streptozotocin cannot pass through the blood-brain barrier, but its metabolites are usually seen in the cerebrospinal fluid. In cell culture medium, it has been shown to have a biological half-life of approximately 19 minutes. It is a strong methylating agent that interacts with DNA in vitro to produce methylated purines. It can impact glucose metabolism because STZ is particularly toxic to the insulin-producing beta cells of the pancreas in mammals and is also an effective antibiotic against Gram-negative bacteria. It inhibits the synthesis of DNA in microorganisms and mammalian cells by alkylation and cross-linking the strands of DNA and affects all stages of the mammalian cell cycle. STZ is considered mutagenic, carcinogenic, and possibly teratogenic in humans.[2] It is cytotoxic to the neuroendocrine tumor cell lines that express the GLUT2 glucose transporter. Application Streptozocin or streptozotocin is used to induce type 1 diabetes for medical research.[3][4][5] 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. Other Notes Mixed anomers |
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