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C1230

Sigma-Aldrich

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

≥90% (TLC), powder

Synonym(s):

Z-IETD-FMK

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About This Item

Empirical Formula (Hill Notation):
C30H43FN4O11
CAS Number:
220760-26-9
Molecular Weight:
654.68
MDL number:
MFCD01861686
UNSPSC Code:
12352209
PubChem Substance ID:
329774744
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

200

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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
Yang Liu et al.
Frontiers in cell and developmental biology, 8, 608-608 (2020-08-01)
Polypoidal choroidal vasculopathy (PCV) is the predominant subtype of exudative age-related macular degeneration in Asians. Although photodynamic therapy (PDT) is widely used for PCV treatment, its long-term beneficial effects are unsatisfactory. Accumulating clinical investigations suggest that combined therapy with anti-vascular
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
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