This material is unstable in solution. To ensure full potency, solutions should be prepared fresh and not stored. Please see the link below to review additional information available in the product datasheet:
https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/334/860/s0130pis.pdf
S0130
Streptozocin
≥75% α-anomer basis,≥98% (HPLC), powder, DNA alkylating agent
Streptozocin
Synonym(s):
STZ, Streptozotocine, N-(Methylnitrosocarbamoyl)-α-D-glucosamine, Streptozotocin
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About This Item
Empirical Formula (Hill Notation):
C8H15N3O7
CAS Number:
Molecular Weight:
265.22
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
242-646-8
MDL number:
Beilstein/REAXYS Number:
2060675
Assay:
≥75% α-anomer basis, ≥98% (HPLC)
Form:
powder
Pricing and availability is not currently available.
Product Name
Streptozocin, ≥75% α-anomer basis, ≥98% (HPLC), powder
Quality Segment
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
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.
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.
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.
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
1 of 1
This Item | |||
|---|---|---|---|
| form powder | form crystalline solid | form solid | form solid |
| assay ≥75% α-anomer basis, ≥98% (HPLC) | assay ≥95% (HPLC) | assay ≥98% (HPLC) | assay ≥95% (HPLC) |
| Quality Level 200 | Quality Level 100 | Quality Level 100 | Quality Level 100 |
| storage temp. −20°C | storage temp. −20°C | storage temp. 2-8°C | storage temp. 2-8°C |
| color white to light yellow | color off-white to pale yellow | color orange-yellow | color off-white |
| mode of action DNA synthesis | interferes | mode of action - | mode of action - | mode of action - |
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signalword
Danger
hcodes
Hazard Classifications
Carc. 2 - Flam. Sol. 1 - Muta. 2
Storage Class
4.1B - Flammable solid hazardous materials
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
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Global Trade Item Number
| SKU | GTIN |
|---|---|
| S0130-5G | 04061835558988 |
| S0130-500MG | 04061835546367 |
| S0130-100MG | 04061835513215 |
| S0130-1G | 04061835558964 |
| S0130-50MG | 04061835558971 |
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After mixing the powder with N/S to produce a 50mg/ml stock STZ solution, can it be stored at -20 or -80 without degradation?
1 answer-
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Can I prepare an STZ solution using 1X PBS with this product? If so, could you provide the appropriate concentration?
1 answer-
This product, Streptozocin, has not been tested for solubility in phosphate-buffered saline. However, other sources report solubility in phosphate-buffered saline at pH 7.2, approximately 5 mg/mL. It is not recommended to use phosphate-buffered saline as a solvent since it has not been tested. The decision on the solvent should be made by the end user. This product should be dissolved in water at 50 mg/mL to produce a light yellow solution, which can range from clear to slightly hazy. A 20 mM citrate buffer at pH 4.5 is recommended for optimal solution stability. The product should be used immediately after solubilization, as storage in solution form is not recommended due to instability.
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What's the bottle size for Streptozotocin 50mg
1 answer-
The 50mg pack size is packaged in a 20mL amber glass bottle.
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Can Streptozotocin be transported at ambient temperature, without losing his integrity?
1 answer-
This product is shipped on dry ice and may degrade if exposed to ambient temperatures for extended periods. The product is stable when stored frozen and protected from moisture and air.
To further discuss shipping temperature of this material Please navigate to the link https://www.sigmaaldrich.com/support/customer-support, click on "Products Pricing & Availability" under the Products Section with all the required information so that a member of the Customer Service team can reach out to assist further. Thank you.
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How can I make a solution of Product S0130, Streptozocin?
1 answer-
This product dissolves in water at 50 mg/mL to give a light yellow solution, from clear to slightly hazy. We recommend using a 20 mM citrate buffer at pH 4.5 for best solution stability.
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How should I store Product S0130, Streptozocin, upon receipt?
1 answer-
Streptozocin should be stored at -20 degrees C with desiccation. The desiccant is to prevent moisture uptake which can shorten shelf-life.
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Can Product S0130, Streptozocin, be used to induce diabetes? What concentration should be used?
1 answer-
We do not test Streptozocin, Product No. S0130 for biological activity. We recommend screening lots for biological activity. An intravenous injection of streptozocin into rats at a dose of 65 mg/kg body weight to induce diabetes has been reported by Burcelin R. et al. in Biochem. J., 291, 109-113 (1993).
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What is the half-life of Product S0130, Streptozocin?
1 answer-
Streptozocin has a reported half life of 15 to 30 minutes.
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What is the Department of Transportation shipping information for this product?
1 answer-
Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
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How do I store solutions of Product S0130, Streptozocin?
1 answer-
Aqueous solutions rapidly undergo mutarotation to an equilibrium mixture of alpha- and beta-anomers. Maximum solution stability is at pH 4, with stability decreasing rapidly at higher or lower pH. Freshly prepared solutions are clear and have a light straw color. On standing, they take on a yellow to brown color and effervesce, indicating decomposition. Solutions should be prepared just before use, since the product is unstable.
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