A prodrug form of 6-diazo-5-oxo-L-nor-leucine
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Active Metabolite(s)
175806-diazo-5-oxo-L-nor-Leucine
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Sirpiglenastat

Item No. 41293

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-acetyl-L-tryptophyl-6-diazo-5-oxo-L-norleucine, 1-methylethyl ester
CAS Number
2079939-05-0
Synonyms
  • DRP-104
Molecular Formula
C22H27N5O5
Formula Weight
441.5
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Sparingly Soluble: 1-10 mg/mL
SMILES
O=C(N[C@@H](CC1=CNC2=CC=CC=C21)C(N[C@H](C(OC(C)C)=O)CCC(C=[N+]=[N-])=O)=O)C
InChi Code
InChI=1S/C22H27N5O5/c1-13(2)32-22(31)19(9-8-16(29)12-25-23)27-21(30)20(26-14(3)28)10-15-11-24-18-7-5-4-6-17(15)18/h4-7,11-13,19-20,24H,8-10H2,1-3H3,(H,26,28)(H,27,30)/t19-,20-/m0/s1
InChi Key
LQNMCWOJACNQQM-PMACEKPBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

    500 µg

    $131

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    1 mg

    $249

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    5 mg

    $655

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    10 mg

    $1,048

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    Cayman Chemical
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    Product Description

    Sirpiglenastat is a prodrug form of the glutaminase inhibitor 6-diazo-5-oxo-L-nor-leucine (DON; Item No. 17580).1 Sirpiglenastat decreases P493B lymphoma cell viability (EC50 = 10 µM). In vivo, sirpiglenastat is metabolized to DON in tumor tissues, but metabolized to an inactive metabolite in gastrointestinal tissues, in EL4 murine T cell lymphoma, or MC-38 murine colon, EO771 murine breast, or 3LL Lewis lung carcinoma tumor-bearing CES1-/- mice, a model designed to more closely mimic human metabolism. It reduces tumor size in EL4 tumor-bearing CES1-/- mice when administered at doses of 0.1, 0.3, and 1 mg/kg.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rais, R., Lemberg, K.M., Tenora, L., et al. Discovery of DRP-104, a tumor-targeted metabolic inhibitor prodrug. Sci. Adv. 8(46), eabq5925 (2022).