A fluorogenic substrate for caspase-1
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Z-YVAD-AFC (trifluoroacetate salt)

Item No. 27137

Technical Information
Formal Name
N-[(phenylmethoxy)carbonyl]-L-tyrosyl-L-valyl-L-alanyl-N-[2-oxo-4-(trifluoromethyl)-2H-1-benzopyran-7-yl]-L-α-asparagine, trifluoroacetate salt
Synonyms
  • Z-Tyr-Val-Ala-Asp-AFC
  • Z-Tyr-Val-Ala-Asp-7-amino-4-trifluoromethylcoumarin
  • Z-YVAD-7-amino-4-trifluoromethylcoumarin
Molecular Formula
C39H40F3N5O11 • XCF3COOH
Formula Weight
Purity
≥95%
Emission
505 nm
Excitation
400 nm
A solid
Formic Acid: 1 mg/ml
SMILES
O=C([C@H](C)NC([C@H](C(C)C)NC([C@H](CC1=CC=C(O)C=C1)NC(OCC2=CC=CC=C2)=O)=O)=O)N[C@H](C(NC3=CC=C4C(C(F)(F)F)=CC(OC4=C3)=O)=O)CC(O)=O.FC(F)(C(O)=O)F
InChi Code
InChI=1S/C39H40F3N5O11.C2HF3O2/c1-20(2)33(47-36(54)28(15-22-9-12-25(48)13-10-22)46-38(56)57-19-23-7-5-4-6-8-23)37(55)43-21(3)34(52)45-29(18-31(49)50)35(53)44-24-11-14-26-27(39(40,41)42)17-32(51)58-30(26)16-24;3-2(4,5)1(6)7/h4-14,16-17,20-21,28-29,33,48H,15,18-19H2,1-3H3,(H,43,55)(H,44,53)(H,45,52)(H,46,56)(H,47,54)(H,49,50);(H,6,7)/t21-,28-,29-,33-;/m0./s1
InChi Key
OTBYBZUGAVSBOI-NHJNQDPTSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    Product Description

    Z-YVAD-AFC is a fluorogenic substrate for caspase-1.1,2 Upon enzymatic cleavage by caspase-1, 7-amino-4-trifluoromethylcoumarin (AFC) is released and its fluorescence can be used to quantify caspase-1 activity. AFC displays excitation/emission maxima of 400/505 nm, respectively.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Thornberry, N.A., Bull, H.G., Calaycay, J.R., et alA novel heterodimeric cysteine protease is required for interleukin-1β processing in monocytes. Nature 356(6372), 768-774 (1992).

    2. Marcelli, M., Cunningham, G.R., Haidacher, S.J., et alCaspase-7 is activated during lovastatin-induced apoptosis of the prostate cancer cell line LNCaP. Cancer Res. 58(1), 76-83 (1998).