An inhibitor of cathepsin L
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Z-Phe-Tyr(tBu)-diazomethylketone

Item No. 27877

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S)-2-[[(1S)-3-diazo-1-[[4-(1,1-dimethylethoxy)phenyl]methyl]-2-oxopropyl]amino]-2-oxo-1-(phenylmethyl)ethyl]-carbamic acid, phenylmethyl ester
CAS Number
114014-15-2
Synonyms
  • Cbz-Phe-Tyr(O-t-Bu)-CHN2
  • Z-Phe-Tyr(tBu)-CHN2
Molecular Formula
C31H34N4O5
Formula Weight
542.6
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Ethyl Acetate: 10 mg/ml
λmax
254 nm
SMILES
O=C(N[C@@H](CC1=CC=CC=C1)C(N[C@H](C(C=[N+]=[N-])=O)CC2=CC=C(OC(C)(C)C)C=C2)=O)OCC3=CC=CC=C3
InChi Code
InChI=1S/C31H34N4O5/c1-31(2,3)40-25-16-14-23(15-17-25)18-26(28(36)20-33-32)34-29(37)27(19-22-10-6-4-7-11-22)35-30(38)39-21-24-12-8-5-9-13-24/h4-17,20,26-27H,18-19,21H2,1-3H3,(H,34,37)(H,35,38)/t26-,27-/m0/s1
InChi Key
CGONKNHDBTYOOC-SVBPBHIXSA-N
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

    Z-Phe-Tyr(tBu)-diazomethylketone is an inhibitor of cathepsin L (Kinact = 200,000 M-1s-1).1,2 It is selective for cathepsin L over cathepsin S and cathepsin B (Kinacts = 30 and 10.3 M-1s-1, respectively). Z-Phe-Tyr(tBu)-diazomethylketone is active against bloodstream forms of T. brucei brucei clone 427-221a in vitro (EC50 = 126 μM).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Shaw, E., Mohanty, S., Colic, A., et al. The affinity-labelling of cathepsin S with peptidyl diazomethyl ketones. Comparison with the inhibition of cathepsin L and calpain. FEBS Lett. 334(3), 340-342 (1993).

    2. Kirschke, H., Wikstrom, P., and Shaw, E. Active center differences between cathepsins L and B: The S1 binding region. FEBS Lett. 228(1), 128-130 (1988).

    3. Nkemngu, N.J., Grande, R., Hansell, E., et al. Improved trypanocidal activities of cathepsin L inhibitors. Int. J. Antimicrob. Agents 22(2), 155-159 (2003).