A PAD inhibitor
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F-Amidine (trifluoroacetate salt)

Item No. 10610

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S)-1-(aminocarbonyl)-4-[(2-fluoro-1-iminoethyl)amino]butyl]-benzamide, 2,2,2-trifluoroacetate
CAS Number
877617-46-4
Molecular Formula
C14H19FN4O2 • CF3COOH
Formula Weight
408.4
Purity
≥95%
Formulation
A 1 mg/ml solution in methanol
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
FC(F)(C(O)=O)F.NC([C@@H](NC(C1=CC=CC=C1)=O)CCCNC(CF)=N)=O
InChi Code
InChI=1S/C14H19FN4O2.C2HF3O2/c15-9-12(16)18-8-4-7-11(13(17)20)19-14(21)10-5-2-1-3-6-10;3-2(4,5)1(6)7/h1-3,5-6,11H,4,7-9H2,(H2,16,18)(H2,17,20)(H,19,21);(H,6,7)/t11-;/m0./s1
InChi Key
RJYLIKJNBRPBOO-MERQFXBCSA-N
License
Sold under license from the University of South Carolina under U.S. Patent No. 7,964,636
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    F-amidine is an inhibitor of protein arginine deiminases (PADs) that is selective for PAD1 and PAD4 (IC50s = 29.5, 350, and 21.6 µM for PAD1, PAD3, and PAD4 in vitro, respectively).1,2 It irreversibly inactivates all four PAD subtypes (kinact/KI = 2,800, 380, 170, and 3,000 M-1min-1 by covalently modifying an active site cysteine that is important for its catalytic activity.1,3 F-amidine is cytotoxic to HL-60, MCF-7, and HT-29 cancer cell lines (IC50s = 0.5, 0.5 and 1 μM, respectively).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Luo, Y., Arita, K., Bhatia, M., et al. Inhibitors and inactivators of protein arginine deiminase 4: Functional and structural characterization. Biochemistry 45(39), 11727-11736 (2006).

    2. Knuckley, B., Causey, C.P., Jones, J.E., et al. Substrate specificity and kinetic studies of PADs 1, 3, and 4 identify potent and selective inhibitors of protein arginine deiminase 3. Biochem. 49(23), 1-28 (2010).

    3. Muth, A., Subramanian, V., Beaumont, E., et al. Development of a selective inhibitor of protein arginine deiminase 2. J. Med. Chem. 60(7), 3198-3211 (2017).

    4. Slack, J.L., Causey, C.P., and Thompson, P.R. Protein arginine deiminase 4: A target for an epigenetic cancer therapy. Cell Mol. Life Sci. 68(4), 709-720 (2011).