Carbobenzyloxy-Val-Ala-Asp-alpha-fluoromethylketone

Modify Date: 2024-01-11 17:36:22

Carbobenzyloxy-Val-Ala-Asp-alpha-fluoromethylketone Structure
Carbobenzyloxy-Val-Ala-Asp-alpha-fluoromethylketone structure
 Common Name Carbobenzyloxy-Val-Ala-Asp-alpha-fluoromethylketone
CAS Number 161401-82-7 Molecular Weight 453.461
Density 1.3±0.1 g/cm3 Boiling Point 758.0±60.0 °C at 760 mmHg
Molecular Formula C21H28FN3O7 Melting Point N/A
MSDS N/A Flash Point 412.2±32.9 °C

 Use of Carbobenzyloxy-Val-Ala-Asp-alpha-fluoromethylketone


Z-VAD-FMK (Z-VAD(OH)-FMK) is a well-know pan caspase inhibitor, which does not inhibit ubiquitin carboxy-terminal hydrolase L1 (UCHL1) activity even at concentrations as high as 440 μM[1].

 Names

Name (3S)-5-fluoro-3-[[(2S)-2-[[(2S)-3-methyl-2-(phenylmethoxycarbonylamino)butanoyl]amino]propanoyl]amino]-4-oxopentanoic acid
Synonym More Synonyms

  Biological Activity

Description Z-VAD-FMK (Z-VAD(OH)-FMK) is a well-know pan caspase inhibitor, which does not inhibit ubiquitin carboxy-terminal hydrolase L1 (UCHL1) activity even at concentrations as high as 440 μM[1].
Related Catalog
Target

Caspase
In Vitro Z-VAD-FMK (40 μM) reverses the apoptotic effect exerted by total saponin of Solanum lyratum Thunb (TSSLT) in Hela cells. HeLa cells are pretreated with Z-VAD-FMK (40 μM) for 30 min and exposed to TSSLT (6 μg/mL) for 48 h[2]. Cell Viability Assay[2] Cell Line: HeLa cells Concentration: 40 μM Incubation Time: Prtreated for 30 minutes Result: Prevented TSSLT-induced cell death. More than 80% cell survival was observed.
References

[1]. Davies CW, et al. The co-crystal structure of ubiquitin carboxy-terminal hydrolase L1 (UCHL1) with a tripeptide fluoromethyl ketone (Z-VAE(OMe)-FMK). Bioorg Med Chem Lett. 2012 Jun 15;22(12):3900-4.

[2]. Liu HR, et al. Antiproliferative activity of the total saponin of Solanum lyratum Thunb in Hela cells by inducing apoptosis. Pharmazie. 2008 Nov;63(11):836-42.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 758.0±60.0 °C at 760 mmHg
Molecular Formula C21H28FN3O7
Molecular Weight 453.461
Flash Point 412.2±32.9 °C
Exact Mass 453.191132
PSA 161.37000
LogP 3.04
Vapour Pressure 0.0±2.7 mmHg at 25°C
Index of Refraction 1.525

 Safety Information

Hazard Codes Xi

 Synonyms

Z-VAD-FMK,Non-methylated
Z-Val-Ala-Asp-FMK
Caspase Inhibitor VI
N-[(Benzyloxy)carbonyl]-L-valyl-N-[(2S)-1-carboxy-4-fluoro-3-oxo-2-butanyl]-L-alaninamide
L-alaninamide,N-[(phenylmethoxy)carbonyl]-L-valyl-N-[(1S)-1-(carboxymethyl)-3-fluoro-2-oxopropyl]
(3S)-3-[(2S)-2-[(2S)-2-{[(benzyloxy)carbonyl]amino}-3-methylbutanamido]propanamido]-5-fluoro-4-oxopentanoic acid
L-Alaninamide, N-[(phenylmethoxy)carbonyl]-L-valyl-N-[(1S)-1-(carboxymethyl)-3-fluoro-2-oxopropyl]-
N-[(benzyloxy)carbonyl]-L-valyl-N-[(2S)-1-carboxy-4-fluoro-3-oxobutan-2-yl]-L-alaninamide
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