A glutaminase inhibitor
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6-diazo-5-oxo-L-nor-Leucine

Item No. 17580

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6-diazo-5-oxo-L-norleucine
CAS Number
157-03-9
Synonyms
  • DON
  • NSC 7365
Molecular Formula
C6H9N3O3
Formula Weight
171.2
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 1 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
274 nm
SMILES
OC([C@@H](N)CCC(C=[N+]=[N-])=O)=O
InChi Code
InChI=1S/C6H9N3O3/c7-5(6(11)12)2-1-4(10)3-9-8/h3,5H,1-2,7H2,(H,11,12)/t5-/m0/s1
InChi Key
YCWQAMGASJSUIP-YFKPBYRVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $61

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    10 mg

    $116

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    25 mg

    $258

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    50 mg

    $484

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    Product Description

    6-Diazo-5-oxo-L-nor-Leucine (DON) is a glutamine analog that inhibits glutaminases (Ki = 6 µM) and other glutamine-utilizing enzymes, including cytidine triphosphate synthase (CTPS), which uses glutamine in the synthesis of CTP.1,2,3 DON is commonly used in cells or tissues but its use in whole animals is limited by its teratogenicity.3,4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Willis, R.C., and Seegmiller, J.E. The inhibition by 6-diazo-5-oxo-l-norleucine of glutamine catabolism of the cultured human lymphoblast. J. Cell Physiol. 93, 375-382 (1977).

    2. Thangavelu, K., Chong, Q.Y., Low, B.C., et al. Structural basis for the active site inhibition mechanism of human kidney-type glutaminase (KGA). Sci. Rep. 4, 1-7 (2014).

    3. Thomas, A.G., Rojas, C., Tanega, C., et al. Kinetic characterization of ebselen, chelerythrine and apomorphine as glutaminase inhibitors. Biochem. Biophys. Res. Commun. 438(2), 243-248 (2013).

    4. Botman, D., Tigchelaar, W., and Van Noorden, C.J.F. Determination of phosphate-activated glutaminase activity and its kinetics in mouse tissues using metabolic mapping (quantitative enzyme histochemistry). J. Histochem. Cytochem. 62(11), 813-826 (2014).

    5. Greene, R.M., and Kochhar, D.M. Limb development in mouse embryos: Protection against teratogenic effects of 6-diazo-5-ox-ʟ-norleucine (DON) in vivo and in vitro. J. Embryol. Exp. Morphol. 33(2), 355-370 (1975).