Streptozocin

SIGMA/S0130 - ≥75% α-anomer basis, ≥98% (HPLC), powder

Synonym: STZ; Streptozotocine; N-(Methylnitrosocarbamoyl)-α-D-glucosamine; Streptozotocin

CAS Number: 18883-66-4
Empirical Formula (Hill Notation): C₈H₁₅N₃O₇
Molecular Weight: 265.22
EC Number: 242-646-8
MDL Number: MFCD00006607
Linear Formula: C₈H₁₅N₃O₇
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-S0130-50MG	50 mg	$48.00 1/EA	Add To Favorites
45-S0130-100MG	100 mg	$81.50 1/EA	Add To Favorites
45-S0130-500MG	500 mg	$220.00 1/EA	Add To Favorites
45-S0130-1G	1 g	$377.00 1/EA	Add To Favorites
45-S0130-5G	5 g	$1660.00 1/EA	Add To Favorites

This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: S0130-100MG

Properties
Descriptions
Safety Info.
Basic Data

antibiotic activity spectrum	neoplastics
assay	≥75% α-anomer basis
	≥98% (HPLC)
color	white to light yellow
form	powder
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
mode of action	DNA synthesis \| interferes
mp	121 °C (dec.) (lit.)
Quality Level	200
SMILES string	CN(N=O)C(=O)N[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O
storage temp.	−20°C

Application:	Streptozocin or streptozotocin is used to induce type 1 diabetes for medical research.
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.
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.
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. 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. It is cytotoxic to the neuroendocrine tumor cell lines that express the GLUT2 glucose transporter.
Other Notes:	Mixed anomers
Packaging:	1, 5 g in glass bottle
Packaging:	50, 100, 500 mg in glass bottle

Symbol	GHS02,GHS08
Signal word	Warning
Hazard statements	H228 - H341 - H351
Precautionary statements	P201 - P202 - P210 - P240 - P241 - P308 + P313
Hazard Codes	T
Risk Statements	45
Safety Statements	53-45
RIDADR	UN 3077 9 / PGIII
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥75% α-anomer basis; ≥98% (HPLC)
mp	121 °C (dec.) (lit.)
Storage Temp.	−20°C
UNSPSC	12352200

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