S0130

Sigma-Aldrich

Streptozocin

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

Synonym(s):
Streptozotocin, N-(Methylnitrosocarbamoyl)-α-D-glucosamine
Empirical Formula (Hill Notation):
C8H15N3O7
CAS Number:
Molecular Weight:
265.22
Beilstein/REAXYS Number:
2060675
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥75% α-anomer basis
≥98% (HPLC)

form

powder

color

white to light yellow

mp

121 °C (dec.) (lit.)

Mode of action

DNA synthesis | interferes

antibiotic activity spectrum

neoplastics

originator

Pfizer

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 or streptozotocin, is obtained from Streptomyces achromogenes. Streptozotocin, a glucosamine-nitrosourea, is a DNA alkylating agent that enters cells exclusively via the GLUT2 glucose transport protein. Streptozocin, a diabetagen, is especially toxic to pancreatic islet insulin-producing β-cells. It is toxic to GLUT2 positive neuroendocrine tumor cells.

Application

Streptozocin or streptozotocin is used to induce type 1 diabetes for medical research.

Packaging

50, 100, 500 mg in glass bottle
1, 5 g in glass bottle

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.
Clinically, the chemical is used for the treatment of pancreatic β cell carcinoma.

Other Notes

Mixed anomers

Pictograms

FlameHealth hazard

Signal Word

Warning

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 3077 9 / PGIII

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

  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.

Cordyceps militaris Treatment Preserves Renal Function in Type 2 Diabetic Nephropathy Mice
Sung-Hsun Yu
PLoS ONE (2016)
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)
Navneet Kumar Dubey et al.
International journal of molecular sciences, 19(10) (2018-10-05)
Recent years have witnessed an increased prevalence of knee osteoarthritis (KOA) among diabetes mellitus (DM) patients-conditions which might share common risk factors such as obesity and advanced aging. Therefore, we conducted dry-to-wet lab research approaches to assess the correlation of...
Housekeeping proteins: How useful are they in skeletal muscle
diabetes studies and muscle hypertrophy models?
Marco
Analytical Biochemistry, 504, 38-40 (2016)
The Streptozotocin-Induced Diabetic Nude Mouse Model: Differences between Animals from Different Sources
Melanie L Graham
Comparative Medicine, 61(4), 356-360 (2011)
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