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Merck

C1230

Sigma-Aldrich

Z-Ile-Glu(O-ME)-Thr-Asp(O-Me) fluoromethyl ketone

≥90% (TLC), powder

Sinónimos:

Z-IETD-FMK

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About This Item

Fórmula empírica (notación de Hill):
C30H43FN4O11
Número de CAS:
Peso molecular:
654.68
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

assay

≥90% (TLC)

form

powder

solubility

methanol: 10 mg/mL
DMSO: 20 mM, clear, colorless to light yellow

shipped in

dry ice

storage temp.

−20°C

SMILES string

CC[C@H](C)[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](C(C)O)C(=O)N[C@@H](CC(O)=O)C(=O)CF

InChI

1S/C28H39FN4O11/c1-4-15(2)23(33-28(43)44-14-17-8-6-5-7-9-17)26(41)30-18(10-11-21(36)37)25(40)32-24(16(3)34)27(42)31-19(12-22(38)39)20(35)13-29/h5-9,15-16,18-19,23-24,34H,4,10-14H2,1-3H3,(H,30,41)(H,31,42)(H,32,40)(H,33,43)(H,36,37)(H,38,39)/t15-,16+,18-,19-,23-,24-/m0/s1

InChI key

CTXDBLYOEUERAT-VUVYEONESA-N

Amino Acid Sequence

Z-Ile-Glu-OMe-Thr-Asp-OMe-FMK

Application

Z-Ile-Glu(O-ME)-Thr-Asp(O-Me) fluoromethyl ketone (Z-IETD-FMK) has been used as a caspase-8 inhibitor:
  • to study the activity of caspase-8 in porcine kidney cells
  • to study its effects on porcine parvovirus (PPV)-induced caspase-3 activity in steroidogenic luteal cells
  • to study its effects on retinal ganglion and astroglia in rat eyes

Biochem/physiol Actions

Z-Ile-Glu(O-ME)-Thr-Asp(O-Me) fluoromethyl ketone (Z-IETD-FMK) is an irreversible and cell-permeable caspase-8 inhibitor.

Features and Benefits

This compound is featured on the Caspases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Tina M Sauerwald et al.
Biotechnology and bioengineering, 81(3), 329-340 (2002-12-11)
Apoptosis in mammalian cell culture is associated with decreased bioproduct yields and can be inhibited through altering the intracellular signaling pathways mediating programmed cell death. In this study, we evaluated the capacity to inhibit caspases to maintain high viable cell
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