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Catalog No.GC41224

6-diazo-5-oxo-L-nor-Leucine Chemical Structure

A glutaminase inhibitor

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Sample solution is provided at 25 µL, 10mM.

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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]

[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. Biochemical and Biophysical Research Communications 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). Journal of Histochemistry and Cytochemistry 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-L-norleucine (DON) in vivo and in vitro. J.Embryol.Exp.Morphol. 33(2), 355-370 (1975).

Chemical Properties

Cas No. 157-03-9 SDF
Synonyms DON, NSC 7365
Chemical Name 6-diazo-5-oxo-L-norleucine
Canonical SMILES OC([C@@H](N)CCC(C=[N+]=[N-])=O)=O
Formula C6H9N3O3 M.Wt 171.2
Solubility >1mg/mL in DMSO, >10mg/mL in Water(Need warm the tube at 50 ℃ and shake it in the ultrasonic bath for a while) Storage Store at -20°C
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
Shipping Condition Evaluation sample solution : ship with blue ice
All other available size: ship with RT , or blue ice upon request

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