6-Diazo-5-oxo-L-norleucine

Catalog No.S8620 Batch:S862001

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Technical Data

Formula

C6H9N3O3
Molecular Weight 171.15 CAS No. 157-03-9
Solubility (25°C)* In vitro Water 34 mg/mL (198.65 mM)
DMSO 7 mg/mL (40.89 mM)
Ethanol Insoluble
* <1 mg/ml means slightly soluble or insoluble.
* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.
* Room temperature shipping (Stability testing shows this product can be shipped without any cooling measures.)

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Biological Activity

Description 6-Diazo-5-oxo-L-norleucine (Diazooxonorleucine, L-6-Diazo-5-oxonorleucine, DON), an antibiotic isolated from Streptomyces, is a glutaminase antagonist with IC50 of ~1  mM for cKGA (kidney-type glutaminase). 6-Diazo-5-oxo-L-norleucine exhibits analgesic, antibacterial, antiviral and anticancer properties.
Targets
cKGA [1]
(Cell-free assay)
1 mM
In vitro

6-Diazo-5-oxo-L-norleucine appears to be positive in the in vitro chromosome aberration assay that it demonstrates dose dependent statistically positive increase in structural aberrations at 4 and 20 hour exposure without S9 and also at 4 hour exposure with S9.[2]
In vivo

6-Diazo-5-oxo-L-norleucine is evaluated for its in vivo clastogenic activity by detecting micronuclei in polychromatic erythrocyte (PCE) cells in bone marrow collected from the male mice dosed intravenously with 500, 100, 10, 1 and 0.1 mg/kg at 24 and 48 hour post dose. The in vivo micronucleus assay reveals a statistically positive response for micronucleus formation at 500, 100 and 10 mg/kg at 24 and 48 hour post dose.[2]

Protocol (from reference)

Cell Assay:

[2]
  • Cell lines

    Chinese hamster ovary (CHO) cells

  • Concentrations

    0.1712 μg/mL to 1712 μg/mL

  • Incubation Time

    4 h, 20 h

  • Method

    CHO cells are exposed to vehicle alone and to nine dose levels of test article, ranging from 0.1712 to 1712 μg/mL in the absence or presence of an S9 reaction mixture.
Animal Study:

[2]
  • Animal Models

    6-week-old male ICR mice

  • Dosages

    500 mg/kg, 100 mg/kg, 10 mg/kg, 1 mg/kg, 0.1 mg/kg

  • Administration

    IV

Selleck's 6-Diazo-5-oxo-L-norleucine has been cited by 7 publications

Mitochondrial transplantation ameliorates doxorubicin-induced cardiac dysfunction via activating glutamine metabolism [ iScience, 2023, 26(10):107790] PubMed: 37731615
Increased glucose metabolism in TAMs fuels O-GlcNAcylation of lysosomal Cathepsin B to promote cancer metastasis and chemoresistance [ Cancer Cell, 2022, 40(10):1207-1222.e10] PubMed: 36084651
Glutamine Metabolism Is Required for Alveolar Regeneration during Lung Injury [ Biomolecules, 2022, 12(5)728] PubMed: 35625656
NDRG2 inhibits pyruvate carboxylase-mediated anaplerosis and combines with glutamine blockade to inhibit the proliferation of glioma cells [ Am J Cancer Res, 2022, 12(8):3729-3744] PubMed: 36119843
Inhibitory Effect of a Glutamine Antagonist on Proliferation and Migration of VSMCs via Simultaneous Attenuation of Glycolysis and Oxidative Phosphorylation [ Int J Mol Sci, 2021, 22(11)5602] PubMed: 34070527
Glutamine metabolism is essential for the production of IL-17A in γδ T cells and skin inflammation [ Tissue Cell, 2021, 71:101569] PubMed: 34146944
Oxidative phosphorylation safeguards pluripotency via UDP-N-acetylglucosamine [ bioRxiv, 2021, 10.1101/2021.07.06.451381] PubMed: None

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SHIPPING AND STORAGE
Selleck products are transported at room temperature. If you receive the product at room temperature, please rest assured, the Selleck Quality Inspection Department has conducted experiments to verify that the normal temperature placement of one month will not affect the biological activity of powder products. After collecting, please store the product according to the requirements described in the datasheet. Most Selleck products are stable under the recommended conditions.

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