An inhibitor of SARS-CoV Mpro
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Z-L-Phe-CMK

Item No. 15225

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S)-3-chloro-2-oxo-1-(phenylmethyl)propyl]-carbamic acid, phenylmethyl ester
CAS Number
26049-94-5
Synonyms
  • NSC 251810
  • SL 01
  • Z-L-Phe Chloromethyl Ketone
  • ZPCK
Molecular Formula
C18H18ClNO3
Formula Weight
331.8
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 33 mg/mlDMSO: 33 mg/mlDMSO:PBS(pH 7.2) (1:3): 0.25 mg/mlEthanol: 2 mg/ml
λmax
259 nm
SMILES
O=C(CCl)[C@@H](NC(OCC1=CC=CC=C1)=O)CC2=CC=CC=C2
InChi Code
InChI=1S/C18H18ClNO3/c19-12-17(21)16(11-14-7-3-1-4-8-14)20-18(22)23-13-15-9-5-2-6-10-15/h1-10,16H,11-13H2,(H,20,22)/t16-/m0/s1
InChi Key
OYHLRJGDELITAF-INIZCTEOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    250 mg

    $41

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    500 mg

    $75

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    1 g

    $103

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    Cayman Chemical
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    Product Description

    Z-L-Phe-CMK is an inhibitor of severe acute respiratory syndrome coronavirus (SARS-CoV) main protease (Mpro), also known as 3C-like protease (3CLpro; Ki = 306 nM).1 It is selective for SARS-CoV Mpro over calpain, trypsin, and thrombin (Kis = 10, >100, and >100 µM, respectively). Z-L-Phe-CMK (20 µM) also inhibits the protein-protein interaction between p53 and MDM2 in U2OS osteosarcoma cells.2 It has been used as a building block in the synthesis of HIV protease inhibitors.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bacha, U., Barrila, J., Velazquez-Campoy, A., et al. Identification of novel inhibitors of the SARS coronavirus main protease 3CLpro. Biochemistry 43(17), 4906-4912 (2004).

    2. Li, J., Zhang, S., Gao, L., et al. A cell-based high-throughput assay for the screening of small-molecule inhibitors of p53-MDM2 interaction. J. Biomol. Screen. 16(4), 450-456 (2011).

    3. Maxson, T., Deane, C.D., Molloy, E.M., et al. HIV protease inhibitors block streptolysin S production. ACS Chem. Biol. 10(5), 1217-1226 (2015).