Streptozotocin (STZ)

Alias: NSC-85998; U9889; AI3-50821; NRRL 2697; U-9889; U 9889; NCI-C03167; NSC-85998; STZ; SZC; SZN; Zanosar
Cat No.:V1856 Purity: =98.22%
Streptozotocin (also known as NSC-85998, STZ, Streptozotocin; U 9889) is a glucosamine-nitrosourea derivative and a potent DNA-methylating agent with IC50s of 11.7, 904 and 1024 μg/mL in HL60, K562 and C1498 cells respectively.
Streptozotocin (STZ) Chemical Structure CAS No.: 18883-66-4
Product category: DNA(RNA) Synthesis
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: =98.22%

Purity: ≥98%

Purity: ≥98%

Product Description

Streptozotocin (also known as NSC-85998, STZ, Streptozotocin; U 9889) is a glucosamine-nitrosourea derivative and a potent DNA-methylating agent with IC50s of 11.7, 904 and 1024 μg/mL in HL60, K562 and C1498 cells respectively. Streptozotocin is an antibiotic, methylating, carcinogen, and inducer of diabetes. Antineoplastic antibiotic streptozocin is methylnitrosourea that was extracted from the Streptomyces achromogenes bacteria. DNA is alkylated by streptozocin, which also prevents DNA synthesis and creates interstrand cross-links. This agent is easily absorbed by pancreatic beta cells because of its glucose moiety, which causes diabetes mellitus at high concentrations.

Biological Activity I Assay Protocols (From Reference)
Targets
DNA alkylator
ln Vitro

Streptozotocin is a highly genotoxic agent that directly methylates DNA. It can cause chromosomal aberrations, micronuclei, sister chromatid exchanges, DNA adducts, DNA strand breaks, and alkali-labile sites. Streptozotocin damages chromosomes and produces DNA, both of which are facilitated by free radicals.[1]
Streptozotocin is toxic to pancreatic beta cell. The INS-1 murine pancreatic beta cell line undergoes apoptosis when exposed to 15 mM streptozotocin for one hour, followed by a 24-hour recovery period. The cells experience both apoptosis (17%) and necrosis (22%) when exposed to 30 mM streptozotocin.[2]

ln Vivo
Streptozotocin is frequently used to induce diabetes mellitus in experimental animals. The low-affinity GLUT 2 glucose transporter allows streptozotocin to accumulate in pancreatic beta cells in a selective manner. A 4-month injection of streptozotocin (60 mg/kg) causes cataract development, a rapid degranulation of beta cells without necrosis, and an accumulation of glycogen in the kidney's proximal convoluted tubules. Rats with “Streptozotocin diabetes” exhibit persistent small, possibly secretory granules in the Golgi zone of beta cells, and lesions in the pancreatic exocrine cells at 100 mg/kg.[3]
Streptozotocin has been shown to cause cancer in rats, mice and hamster. In hamsters, a solitary dose of streptozotocin can cause tumors in the kidney, liver, pancreas, uterus, and liver. Normotensive Wistar Kyoto rats (WKY) given intraperitoneal injections of streptozotocin (100–150 mg/kg) for a year cause carcinogenesis, with tumor incidence in the liver being 70%, the kidneys 20%, and the liver and kidneys 10%.[4]
Enzyme Assay
Streptozocin is an effective agent that methylates DNA; in HL60, K562, and C1498 cells, it has IC50 values of 11.7, 904, and 1024 μg/mL, respectively.
Cell Assay
In 96-well plates, human and murine cell lines are cultivated in triplicate at a density of 2×104 cells/well, either in the absence (untreated control) or in the presence of different concentrations of ALX (20-3000 μg/mL) or STZ (1-3000 μg/mL) for 48 hours at 37°C in a humidified atmosphere with 5% CO2. The experiments used cells cultured in complete medium as a control, and cells cultured in dH2O at a final concentration of 0.1% as a control for solvent toxicity. The MTT assay is used in accordance with the manufacturer's instructions to determine the effects of the tested drugs on the growth or viability of tumor cells. GraphPad Prism 4 is used to calculate the IC50 values, or drug concentrations that cause a 50% inhibition of cell growth.
Animal Protocol
Mice: The mice used are male C57BL/6 (10–16 weeks).The age distribution of the mice treated with Streptozocin and ALX, along with the controls, is as follows: n = 7 for Streptozocin xenograft, n = 11 for ALX xenograft, n = 7 for Streptozocin non-transplanted, n = 15 for ALX non-transplanted, and n = 7 for Streptozocin non-transplanted.Male C57BL/6 mice are given an inhalation anesthetic injection via the penile vein, consisting of either 180 mg/kg of streptozocin or 75 mg/mL of ALX. Male C57BL/6 mice make up the control group. Before the drug injection, six hours later, and every day after, blood glucose levels and body weight are recorded.
Rats: To induce menopause, thirty rats had their ovaries removed. Streptozocin (50 mg/kg) is injected intraperitoneally into rats one week following oophorectomy to cause diabetes mellitus (DM). Three days following the administration of streptozocin, blood glucose levels are measured; values greater than 250 mg/dL are regarded as positive for diabetes.
References

[1]. Mutat Res . 2002 Dec;512(2-3):121-34.

[2]. Biochem Mol Biol Int . 1996 Aug;39(6):1229-36.

[3]. Diabetes . 1967 Jan;16(1):51-6.

[4]. Tohoku J Exp Med . 1989 Oct;159(2):83-90.

[5]. Comp Med . 2011 Aug;61(4):356-60.

[6]. Anal Biochem . 2016 Jul 1:504:38-40.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C8H15N3O7
Molecular Weight
265.22
Exact Mass
265.09
Elemental Analysis
C, 36.23; H, 5.70; N, 15.84; O, 42.23
CAS #
18883-66-4
Related CAS #
18883-66-4
Appearance
Solid powder
SMILES
CN(C(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@@H]1O)CO)O)O)N=O
InChi Key
ZSJLQEPLLKMAKR-GKHCUFPYSA-N
InChi Code
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
Chemical Name
1-methyl-1-nitroso-3-[(2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]urea
Synonyms
NSC-85998; U9889; AI3-50821; NRRL 2697; U-9889; U 9889; NCI-C03167; NSC-85998; STZ; SZC; SZN; Zanosar
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 53~250 mg/mL (199.8~942.6 mM)
Water: ~53 mg/mL (~199.8 mM)
Ethanol: <1 mg/mL
Solubility (In Vivo)
Saline: 30 mg/mL
 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.7705 mL 18.8523 mL 37.7045 mL
5 mM 0.7541 mL 3.7705 mL 7.5409 mL
10 mM 0.3770 mL 1.8852 mL 3.7705 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
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Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT03351296 Recruiting Drug: Streptozocin
Drug: Capecitabine
Pancreatic Cancer Gustave Roussy, Cancer Campus,
Grand Paris
June 26, 2018 Phase 2
NCT00448136 Completed Drug: Streptozotocin
Drug: 5 FU
Neoplasms Hoffmann-La Roche July 2007 Phase 2
NCT00004688 Completed Drug: streptozocin
Drug: mercaptopurine
Mixed Gliomas
Anaplastic Astrocytoma
Emory University August 1996 Phase 2
NCT00602082 Completed Drug: cisplatin
Drug: streptozocin
Gastrointestinal Carcinoid Tumor
Islet Cell Tumor
Cambridge University Hospitals
NHS Foundation Trust
August 2005 Phase 2
Biological Data
  • Blood glucose values (top row) and body weight (bottom row) in response to insulin (glargine) treatment (U/kg daily) after diabetes induction by using STZ in male nude mice from Charles River Laboratories (CRL), Jackson Laboratories (JAX), and Taconic Farms (TAC). Comp Med . 2011 Aug;61(4):356-60.
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