Streptozotocin

Antibiotic and antitumor agent CAS# 18883-66-4

Streptozotocin

2D Structure

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Streptozotocin

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Chemical Properties of Streptozotocin

Cas No. 18883-66-4 SDF Download SDF
PubChem ID 29327 Appearance Powder
Formula C8H15N3O7 M.Wt 265.22
Type of Compound Miscellaneous Storage Desiccate at -20°C
Synonyms Streptozotocin
Solubility DMSO : 130 mg/mL (490.16 mM; Need ultrasonic)
H2O : 113.3 mg/mL (427.19 mM; Need ultrasonic and warming)
Chemical Name 1-methyl-1-nitroso-3-[(2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]urea
SMILES CN(C(=O)NC1C(C(C(OC1O)CO)O)O)N=O
Standard InChIKey ZSJLQEPLLKMAKR-GKHCUFPYSA-N
Standard InChI 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
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Streptozotocin

The Stre.achromogenes Uar.128

Biological Activity of Streptozotocin

Description1. Streptozotocin, which produces diabetes mellitus in experimental animals, has been reported to reduce the level of NAD in pancreatic isletsand to inhibit islet synthesis of proinsulin. 2. Streptozotocin can induce pancreatic insulitis, which is a new model of diabetes mellitus.
TargetsPARP

Streptozotocin Dilution Calculator

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Streptozotocin Molarity Calculator

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Preparing Stock Solutions of Streptozotocin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.7705 mL 18.8523 mL 37.7045 mL 75.4091 mL 94.2614 mL
5 mM 0.7541 mL 3.7705 mL 7.5409 mL 15.0818 mL 18.8523 mL
10 mM 0.377 mL 1.8852 mL 3.7705 mL 7.5409 mL 9.4261 mL
50 mM 0.0754 mL 0.377 mL 0.7541 mL 1.5082 mL 1.8852 mL
100 mM 0.0377 mL 0.1885 mL 0.377 mL 0.7541 mL 0.9426 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on Streptozotocin

Antibiotic and antitumor agent. Alkylates DNA and induces diabetes mellitus via reduction of nicotinamide adenine dinucleotide in pancreatic β-cells in vivo.

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References on Streptozotocin

Streptozotocin-induced pancreatic insulitis: new model of diabetes mellitus.[Pubmed:180605]

Science. 1976 Jul 30;193(4251):415-7.

Multiple small injections of Streptozotocin in mice produce pancreatic insulitis, with progression to nearly complete beta cell destruction and diabetes mellitus. The timing and appearance of the inflammatory islet lesions suggest but do not prove that Streptozotocin acts by initiating a cell-mediated immune reaction. Ultrastructural evidence of abundant type C viruses within beta cells of treated mice suggests that Streptozotocin may activate murine leukemia virus in vivo in susceptible hosts.

Alkylation of DNA in rat tissues following administration of streptozotocin.[Pubmed:6454479]

Cancer Res. 1981 Jul;41(7):2786-90.

Streptozotocin, an antibiotic widely used for induction of diabetes in experimental animals and for the treatment of pancreatic neoplasms, was shown to be a potent methylating agent reacting with DNA in vitro to form methylated purines. The reaction was similar in extent and relative proportions of methylation products to that produced by N-methyl-N-nitrosourea, the aglycone of Streptozotocin. When Streptozotocin was administered to rats by i.v. injection, DNA was methylated with the formation of 7-methylguanine, O6-methylguanine, 3-methyladenine, and 7-methyladenine in liver, kidney, intestine, and pancreas. In contrast to N-methyl-N-nitrosourea which produced approximately equal amounts of methylation in DNA of liver, brain, and kidney, Streptozotocin caused virtually no methylation in brain DNA; but, both liver and kidney DNA were alkylated to a greater extent than with N-methyl-N-nitrosourea. This methylation of renal DNA may account for the ability of Streptozotocin to induce renal tumors. Streptozotocin produced significant methylation of pancreatic DNA which, if concentrated in the beta-cells, may account for their destruction. Pretreatment with nicotinamide reduced the extent of methylation of pancreatic DNA but did not affect the methylation in the liver or kidney. Methylation of beta-cell DNA in the pancreas may lead to the initiation of tumors if the extent of alkylation is not so great that cell death occurs.

Description

Streptozocin is a potent DNA-methylating antibiotic. Streptozotocin causes methylation of liver and kidney and pancreatic DNA, but no methylation in brain DNA.

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