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627610

Z-VAD-FMK

Name: Z-VAD-FMK
Brand: MM

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

Form:

solid

Storage condition:

OK to freeze, desiccated

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Properties

Product Name

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

Quality Segment

100

form

solid

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze, desiccated

color

white

solubility

DMSO: 50 mM

shipped in

ambient

storage temp.

−20°C

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

Description

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.

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

Preparation Note

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

Analysis Note

Purity tested by HPLC

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*

Legal Information

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

Disclaimer

Toxicity: Standard Handling (A)

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c