A zDHHC20 inhibitor
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Cyano-myracrylamide

Item No. 35155

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(cyanomethyl)-N-tetradecyl-2-propenamide
CAS Number
2801702-34-9
Synonyms
  • CMA
Molecular Formula
C19H34N2O
Formula Weight
306.5
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/ml
λmax
234 nm
SMILES
CCCCCCCCCCCCCCN(CC#N)C(C=C)=O
InChi Code
InChI=1S/C19H34N2O/c1-3-5-6-7-8-9-10-11-12-13-14-15-17-21(18-16-20)19(22)4-2/h4H,2-3,5-15,17-18H2,1H3
InChi Key
RIIUZCPEMOKUSJ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    5 mg

    $106

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    10 mg

    $197

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    50 mg

    $842

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    Product Description

    Cyano-myracrylamide (CMA) is an inhibitor of zinc finger DHHC domain-containing (zDHHC) palmitoyltransferase 20 (zDHHC20; IC50 = 1.35 µM in a cell-free assay).1 It selectively inhibits zDHHC20 over acyl-protein thioesterase 1 (APT-1) and APT-2 at 50 µM. CMA (5-20 µM) inhibits S-acylation of Legionella E3 ligase GobX, MyD88, and Ras, which are substrates of zDHHC20, zDHHC9, and zDHHC6, respectively, in HEK293T cells expressing recombinant Legionella GobX, recombinant human MyD88, or endogenous Ras. Unlike the zDHHC inhibitor 2-bromopalmitate (2BP), CMA is not toxic to HEK293T cells at 40 µM.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Azizi, S.-A., Lan, T., Delalande, C., et al. Development of an acrylamide-based inhibitor of protein S-acylation. ACS Chem. Biol. 16(8), 1546-1556 (2021).