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Merck

627610

Z-VAD-FMK

Solid, Caspase inhibitor, Calbiochem

Synonym(s):

Caspase Inhibitor I, Z-VAD (OMe)-FMK

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About This Item

Empirical Formula (Hill Notation):
C22H30FN3O7
CAS Number:
187389-52-2
Molecular Weight:
467.49
MDL number:
MFCD02684037
UNSPSC Code:
12352200
NACRES:
NA.77

Product Name

Caspase Inhibitor I, Z-VAD-FMK, CAS 187389-52-2, is a cell-permeable, irreversible, pan-caspase inhibitor.

SMILES string

FCC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)OCc1ccccc1)C(C)C)C)CC(=O)OC

InChI

1S/C22H30FN3O7/c1-13(2)19(26-22(31)33-12-15-8-6-5-7-9-15)21(30)24-14(3)20(29)25-16(17(27)11-23)10-18(28)32-4/h5-9,13-14,16,19H,10-12H2,1-4H3,(H,24,30)(H,25,29)(H,26,31)/t14-,16-,19-/m0/s1

InChI key

MIFGOLAMNLSLGH-QOKNQOGYSA-N

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated

color

white

solubility

DMSO: 50 mM

shipped in

ambient

storage temp.

−20°C

Quality Level

100

Related Categories

Biochem/physiol Actions

Cell permeable: yes
Primary Target
Fas-mediated apoptosis in Jurkat cells and staurosporine-induced cell death in corneal epithelial cells
Product does not compete with ATP.
Reversible: no

Disclaimer

Toxicity: Standard Handling (A)

General description

A cell-permeable, irreversible, pan-caspase inhibitor. Shown to enhance the freeze-thaw survival of human embryonic stem cells. Inhibits Fas-mediated apoptosis in Jurkat T cells. Also reported to inhibit Peptide: N-glycanse (PNGase) in vitro amd in vivo. When using with a purified recombinant enzyme, pretreatment with an esterase is required.

Other Notes

Heng, B.C., et al. 2007. Biosci. Rep.27, 257.
Martin, U., et al. 2007. Apoptosis12, 525.
Misaghi, S., et al. 2004. Chem. Biol.11, 1677.
Joo, C., et al. 1999. Ophthalmic Res. 31, 287.
McColl, K.S., et al. 1998. Mol. Cell. Endocrinol. 139, 229.
Thornberry, N.A. and Lazebnik, Y. 1998. Science 281, 1312.
Tolomeo, M., et al. 1998. Cell Death Differ. 5, 735.
An, S. and Know, K.A. 1996. FEBS Lett.386, 115.
Cain, K., et al. 1996. Biochem J.314, 27.
Mirzoeva, O.K., et al. 1996. FEBS Lett.396, 266.
Pronk, G.J., et al. 1996. Science 271, 808.
Slee, E.A., et al. 1996. Biochem. J.315, 21.
Chow, S.C., et al. 1995. FEBS Lett. 364, 134.
Fearnhead, H.O., et al. 1995. FEBS Lett. 375, 283.
Zhu, H., et al. 1995. FEBS Lett.374, 303.
Z-Val-Ala-Asp(OMe)-CH₂F*

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for 6 months at -20°C.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Analysis Note

Purity tested by HPLC

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Global Trade Item Number

SKUGTIN
627610-20MG04055977262827

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