Z-VAD-FMK

ChemicalBook > CAS DataBase List > Z-VAD-FMK

Product Name: Z-VAD-FMK
CAS No.: 187389-52-2
Chemical Name: Z-VAD-FMK
Synonyms: CS-2005;CS-1507;Z-VAD-FMK;HGNC:1504;Z-VAD(OME)-FMK;Z-VA(OME)D-FMK;Z-VADC(OME)-FMK;Z-VAD-FMK, >=98%;Z-VAL-ALA-ASP-FMK;CASPASE INHIBITOR I
CBNumber: CB0203438
Molecular Formula: C22H30FN3O7
Formula Weight: 467.49
MOL File: Mol file

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Z-VAD-FMK Property

Melting point:: >190°C (dec.)
Boiling point:: 732.4±60.0 °C(Predicted)
Density: 1.214±0.06 g/cm3 (20 ºC 760 Torr)
Flash point:: 396.7℃
storage temp.: -20°C
solubility: DMSO: 20 mg/mL
form: powder
pka: 11.05±0.46(Predicted)
color: white
Stability:: Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 week.
InChIKey: MIFGOLAMNLSLGH-QOKNQOGYSA-N
SMILES: C(N)(=O)[C@H](C)N(C(=O)[C@H](C(C)C)NC(OCC1=CC=CC=C1)=O)[C@@H](CC(OC)=O)C(=O)CF
CAS DataBase Reference: 187389-52-2

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Safety

Safety Statements: 22-24/25
WGK Germany: 3
HS Code: 29145090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: V116
Product name: Z-VAD-FMK
Purity: solid
Packaging: 2mg
Price: $814
Updated: 2024/03/01

Sigma-Aldrich

Product number: 627610
Product name: Caspase Inhibitor I
Packaging: 1mg
Price: $318
Updated: 2024/03/01

Sigma-Aldrich

Product number: SAB2501669
Product name: Anti-CASP3 antibody produced in goat
Purity: affinity isolated antibody, buffered aqueous solution
Packaging: 100μg
Price: $568
Updated: 2024/03/01

Sigma-Aldrich

Product number: 627610
Product name: Caspase Inhibitor I
Packaging: 5mg
Price: $662
Updated: 2024/03/01

Cayman Chemical

Product number: 14463
Product name: Z-VAD(OMe)-FMK
Purity: ≥95%
Packaging: 1mg
Price: $100
Updated: 2024/03/01

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Z-VAD-FMK Chemical Properties,Usage,Production

Description

Z-VAD-FMK (187389-52-2), cell-permeable, methyl ester form. Potent, irreversible pan-caspase inhibitor. Inhibits caspase activity and apoptosis induction in a variety of cell types (IC50 = 1.5 μM). Active in vivo.

Uses

Z-VAD(OMe)-FMK is a cell-permeable, competitive, and irreversible inhibitor of all caspases. Through this action, it inhibits cleavage of poly(ADP-ribose) polymerase, preventing apoptosis when used at 10-50 μM. It also blocks caspase-mediated apoptosis in vivo. Z-VAD(OMe)-FMK effectively prevents caspase action in inflammasomes.[Cayman Chemical]

Uses

Z-VAD-FMK is a caspase inhibitor that inhibits apoptosis and caspase processing in Jurkat T cells treated with low concentrations of z-FA-CMK.

Definition

ChEBI: Z-Val-Ala-Asp(OMe)-CH2F is a tripeptide consisting of Z-Val-Ala-Asp(OMe) in which the C-terminal OH group has been replaced by a fluoromethyl group. An irreversible pan-caspase inhibitor. It has a role as an apoptosis inhibitor and a protease inhibitor. It is a carbamate ester, a tripeptide and an organofluorine compound.

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.

Biological Activity

Cell-permeable, irreversible pan-caspase inhibitor. Inhibits caspase processing and apoptosis induction in tumor cells in vitro (IC 50 = 0.0015-5.8 mM). Active in vivo .

Biochem/physiol Actions

Cell permeable: yes

Enzyme inhibitor

This tripeptide halomethyl ketone (FWfree-acid = 467.49 g/mol; Soluble to 9.35 mg/ml in DMSO; CAS RegistryNumber = 187389-52-2), also known as Z-VAD-FMK and caspase inhibitor VI, is a broad-spectrum caspase inhibitor that blocks caspase-mediated apoptosis. Z-VAD-FMK inhibits caspase processing (IC50 = 0.0015–5.8 mM, depending on enzyme and cell type). The aspartate methyl ester derivative (FW = 467.49 g/mol), also known as caspase inhibitor I, is far more cell-permeable. Target (s) : caspases; caspase-1; caspase-2; caspase-3; caspase-4 ; caspase 5; caspase-6; caspase-7; caspase-8 ; caspase-9; caspase-10.

storage

-20°C

References

1) Slee et al. (1996), Benzyloxycarbonyl-Val-Ala-ASP (OMe) fluoromethylketone (Z-VAD-FMK) inhibits apoptosis by blocking the processing of CPP32; Biochem. J., 315 21 2) Kunstle et al. (1997), ICE-protease inhibitors block murine liver injury and apoptosis caused by CD95 or by TNF-alpha; Immunol. Lett., 55 5 3) Garcia-Calvo et al. (1998), Inhibition of human caspases by peptide based and macromolecular inhibitors; J. Biol. Chem., 273 32608

Z-VAD-FMK Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Z-VAD-FMK manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: Z-VAD-FMK 187389-52-2
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1ton
Release date: 2022-10-08

Career Henan Chemical Co

Product: Z-VAD-FMK 187389-52-2
Price: US $1.00/KG
Min. Order: 1G
Purity: 98%
Supply Ability: 100KG
Release date: 2018-08-21

187389-52-2, Z-VAD-FMKRelated Search:

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Z-VADC(OME)-FMK

methyl (3S)-5-fluoro-3-[[(2S)-2-[[(2S)-3-methyl-2-phenylmethoxycarbonylamino-butanoyl]amino]propanoyl]amino]-4-oxo-pentanoate

N-BENZYLOXYCARBONYL-VAL-ALA-ASP FLUOROMETHYL KETONE

Z-VAD-FLUOROMETHYLKETONE

Z-VAD-FMK

Z-VAD-FMK, METHYL ESTER

Z-VAD(OME)-FLUOROMETHYLKETONE

L-Alaninamide, N-[(phenylmethoxy)carbonyl]-L-valyl-N-[(1S)-3-fluoro-1-(2-methoxy-2-oxoethyl)-2-oxopropyl]-

N-[(Phenylmethoxy)carbonyl]-L-valyl-N-[(1S)-3-fluoro-1-(2-methoxy-2-oxoethyl)-2-oxopropyl]-L-alaninamide z-vad -fmk

Anti-CASP3 antibody produced in goat

caspase 3, apoptosis-related cysteine peptidase

caspase 3, apoptosis-related cysteine protease

HGNC:1504

Z-VAD-FMK, >=98%

Z-VAD-FMK, 98%, an irreversible pan-caspase inhibitor

Z-VAD(OME)-FMK;Z-VAL-ALA-ASP(OME)-FMK

Z-VAD(OME)-FMK

Z-VAL-ALA-ASP-FLUOROMETHYLKETONE

Z-VAL-ALA-ASP-FMK

Z-VAL-ALA-ASP(OCH3)-FLUOROMETHYLKETONE

Z-VAL-ALA-ASP(OME)-CH2F

Z-VAL-ALA-ASP(OME)-FLUOROMETHYLKETONE

Z-VAL-ALA-ASP-(OME)-FMK

Z-VAL-ALA-DL-ASP-FLUOROMETHYLKETONE

Z-VAL-ALA-DL-ASP(OME)-FLUOROMETHYLKETONE

Z-VA(OME)D-FMK

N-Benzyloxycarbonyl-Val-Ala-Asp(O-Me) fluoromethyl ketone

BENZYLOXYCARBONYL-VAL-ALA-ASP(OME)-FLUOROMETHYLKETONE

CARBOBENZOXY-VALYL-ALANYL-ASPARTYL-[O-METHYL]-FLUOROMETHYLKETONE

CASPASE-1, INHIBITOR

CASPASE-1 INHIBITOR VI (FLUOROMETHYLKETONE)

CASPASE INHIBITOR I

CASPASE INHIBITOR VI

Z-VAD-FMK, Non-methylated

PN: WO2005039629 PAGE: 18 claimed protein

Z-VAD-FMK (Cell perMeable)

3: PN: WO0158526 SEQID: 3 claimed sequence

N-[(Phenylmethoxy)carbonyl]-L-valyl-N-[(1S)-3-fluoro-1-(2-methoxy-2-oxoethyl)-2-oxopropyl]-L-alaninamide

Z-VAL-ALA-DL-ASP(OME)-FLUOROMETHYLKETONEZ-Val-Ala-DL-Asp-fluoroMethylketone

CS-2005

CS-1507

Z-VAD-FMK (Z-Val-Ala-Asp(OMe)-FMK)

Methyl (S)-3-[(S)-2-[(S)-2-(Cbz-amino)-3-methylbutanamido]propanamido]-5-fluoro-4-oxopentanoate

(5S,8S,11S)-Methyl 11-(2-fluoroacetyl)-5-isopropyl-8-methyl-3,6,9-trioxo-1-phenyl-2-oxa-4,7,10-triazatridecan-13-oate

Z-VAD-FMK USP/EP/BP

Caspase 3/7 Activity Assay Kit

Methyl (5S,8S,11S)-11-(2-fluoroacetyl)-5-isopropyl-8-methyl-3,6,9-trioxo-1-phenyl-2-oxa-4,7,10-triazatridecan-13-oate

Inhibitor,ZVAD(OMe)FMK,inhibit,Caspase,Z VAD(OMe) FMK

Z-Val-Ala-Dl-Asp(Ome)-FMK

187389-52-2

67465-36-3

C22H30FN3O7

C21H28N3O7F

C22H30N3O7F

BioChemical

Apoptosis and Cell Cycle

Cell Biology

Cell Signaling and Neuroscience