استرپتوزوسین Streptozocin S0130 SIGMA

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S0130

Streptozocin

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≥75% α-anomer basis, ≥98% (HPLC), powder

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Change View50 MG€52.20100 MG€95.60500 MG€288.001 G€457.005 G€1,930.00Synonym(s):N-(Methylnitrosocarbamoyl)-α-D-glucosamine, StreptozotocinEmpirical Formula (Hill Notation):C8H15N3O7CAS Number:18883-66-4Molecular Weight:265.22Beilstein:2060675EC Number:242-646-8MDL number:MFCD00006607PubChem Substance ID:57654595

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

DESCRIPTION

Application

Streptozocin or streptozotocin is used to induce type 1 diabetes for medical research.[1][2][3]

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