An inhibitor of TPPII
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AAF-CMK (trifluoroacetate salt)

Item No. 14461

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
L-alanyl-N-[(1S)-3-chloro-2-oxo-1-(phenylmethyl)propyl]-L-alaninamide, mono(trifluoroacetate)
CAS Number
184901-82-4
Synonyms
  • N-Ala-Ala-Phe-CMK
  • Tripeptidyl Peptidase Inhibitor II
Molecular Formula
C16H22ClN3O3 • CF3COOH
Formula Weight
453.8
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
Water: 10 mg/ml
SMILES
N[C@@H](C)C(N[C@@H](C)C(N[C@@H](CC1=CC=CC=C1)C(CCl)=O)=O)=O.FC(F)(C(O)=O)F
InChi Code
InChI=1S/C16H22ClN3O3.C2HF3O2/c1-10(18)15(22)19-11(2)16(23)20-13(14(21)9-17)8-12-6-4-3-5-7-12;3-2(4,5)1(6)7/h3-7,10-11,13H,8-9,18H2,1-2H3,(H,19,22)(H,20,23);(H,6,7)/t10-,11-,13-;/m0./s1
InChi Key
ZFZXFWAYCYJFIZ-SQRKDXEHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $69

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    10 mg

    $127

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    25 mg

    $280

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    Product Description

    AAF-CMK is an irreversible inhibitor of TPPII commonly used at 10-100 µM.1,2,3 It does not significantly interfere with the chymotrypsin-like activity of the proteasome. AAF-CMK also inhibits bleomycin hydrolase and puromycin-sensitive aminopeptidase when used at 50 µM.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Geier, E., Pfeifer, G., Wilm, M., et al. A giant protease with potential to substitute for some functions of the proteasome. Science 283(5404), 978-981 (1999).

    2. Hilbi, H., Puro, R.J., and Zychlinsky, A. Tripeptidyl peptidase II promotes maturation of caspase-1 in Shigella flexneri-induced macrophage apoptosis. Infect. Immun. 68(10), 5502-5508 (2000).

    3. Lévy, F., Burri, L., Morel, S., et al. The final n-terminal trimming of a subaminoterminal proline-containing HLA class I-restricted antigenic peptide in the cytosol is mediated by two peptidases. J. Immunol. 169(8), 4161-4167 (2002).

    4. Stoltze, L., Schirle, M., Schwarz, G., et al. Two new proteases in the MHC class I processing pathway. Nat. Immunol. 1(5), 413-418 (2000).