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Safety Information

S0130

Sigma-Aldrich

Streptozocin

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

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
Beilstein:
2060675
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

product name

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

Quality Level

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

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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.

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. Cytotoxic to neuroendocrine tumor cell lines that express the GLUT2 glucose transporter.

Other Notes

Mixed anomers

also commonly purchased with this product

Pictograms

FlameHealth hazard

Signal Word

Warning

Hazard Statements

Hazard Classifications

Carc. 2 - Flam. Sol. 2 - Muta. 2

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

涉药品监管产品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How should I store Product S0130, Streptozocin, upon receipt?

    Streptozocin should be stored at -20 degrees C with desiccation.  The desiccant is to prevent moisture uptake which can shorten shelf-life.

  3. How do I store solutions of Product S0130, Streptozocin?

    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.

  4. What is the half-life of Product S0130, Streptozocin?

    Streptozocin has a reported half life of 15 to 30 minutes.

  5. How can I make a solution of Product S0130, Streptozocin?

    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.

  6. Can Product S0130, Streptozocin, be used to induce diabetes?  What concentration should be used?

    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).

  7. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  8. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  9. What is the Department of Transportation shipping information for this product?

    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. 

  10. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

Review of the mechanism of cell death resulting from streptozotocin challenge in experimental animals, its practical use and potential risk to humans
Chinedum
Journal of diabetes and metabolic disorders, 12, 60-60 (2013)
Streptozotocin
Abdollahi, M and Hosseini, A
Encyclopedia of Toxicology (2014)
Cordyceps militaris Treatment Preserves Renal Function in Type 2 Diabetic Nephropathy Mice
Sung-Hsun Yu
PLoS ONE (2016)
Housekeeping proteins: How useful are they in skeletal muscle
diabetes studies and muscle hypertrophy models?
Marco
Analytical Biochemistry, 504, 38-40 (2016)
Streptozocin
Papich MG
Saunders Handbook of Veterinary Drugs, 742-743 (2016)

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