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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

En este momento no podemos mostrarle ni los precios ni la disponibilidad

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[1]
  • to study its effects on porcine parvovirus (PPV)-induced caspase-3 activity in steroidogenic luteal cells[2]
  • to study its effects on retinal ganglion and astroglia in rat eyes[3]

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.[4]

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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Lina Hu et al.
Journal of the American Heart Association, 8(24), e005886-e005886 (2019-12-17)
Background Although apoptosis and cell proliferation have been extensively investigated in atherosclerosis and restenosis postinjury, the communication between these 2 cellular events has not been evaluated. Here, we report an inextricable communicative link between apoptosis and smooth muscle cell proliferation
Yanjie Kong et al.
International journal of cancer, 145(5), 1371-1381 (2019-02-27)
The Cullin 7 (CUL7) gene encodes a member of the cullin family of E3 ubiquitin ligases. Accumulated evidence suggests that CUL7 is oncogenic. However, the mechanism by which CUL7 improves cancer cell survival has not been fully elucidated. Here, we
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
Guo-Hua Qiu et al.
Cytotechnology, 71(1), 23-33 (2019-01-05)
The tumor suppressor DLEC1 has been shown to promote cell proliferation when AP-2α2 is down-regulated in HCT116 stable clones, suggesting its pro-survival nature. However, the pro-survival function of DLEC1 has not been confirmed in other cells and its underlying mechanisms
Melissa García-Caballero et al.
Frontiers in pharmacology, 8, 802-802 (2017-11-23)
Evasion of apoptosis is a hallmark of cancer especially relevant in the development and the appearance of leukemia drug resistance mechanisms. The development of new drugs that could trigger apoptosis in aggressive hematological malignancies, such as AML and CML, may

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