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219137-85-6

219137-85-6 Structure

219137-85-6 Structure
IdentificationBack Directory
[Name]

AC-YVAD-AFC
[CAS]

219137-85-6
[Synonyms]

AC-YVAD-AFC
AC-TYR-VAL-ALA-ASP-AFC
M.W. 719.67 C33H36F3N5O10
CASPASE-1 SUBSTRATE XII, FLUOROGENIC
CASPASE 1 (ICE) SUBSTRATE 2F, FLUOROGENIC
AC-TYR-VAL-ALA-ASP-7-AMINO-4-TRIFLUOROMETHYL COUMARIN
N-ACETYL-TYR-VAL-ALA-ASP 7-AMIDO-4-TRIFLUOROMETHYLCOUMARIN
N-Acetyl-Tyr-Val-Ala-Asp-(7-amino-4-trifluoromethylcoumarin)
Caspase-1 Substrate VI, Fluorogenic - CAS 219137-85-6 - Calbiochem
4-[[4-(difluoromethyl)-2-oxochromen-7-yl]amino]-3-[2-(3-methylbutanoylamino)propanoylamino]-4-oxobutanoic acid
[Molecular Formula]

C33H36F3N5O10
[MDL Number]

MFCD01318881
[MOL File]

219137-85-6.mol
[Molecular Weight]

719.66
Chemical PropertiesBack Directory
[Melting point ]

>190°C (dec.)
[Boiling point ]

1084.6±65.0 °C(Predicted)
[density ]

1.416±0.06 g/cm3(Predicted)
[storage temp. ]

−20°C
[solubility ]

DMSO (Slightly), Methanol (Silghtly)
[form ]

powder
[pka]

4.09±0.10(Predicted)
[color ]

white
[InChIKey]

GWKJISJKNKIJNP-DEQDFGQZSA-N
[SMILES]

FC(F)(F)c1c2c([o][c](c1)=O)cc(cc2)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)C)Cc3ccc(cc3)O)C(C)C)C)CC(=O)O
Safety DataBack Directory
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

Ac-YVAD-AFC is a substrate whose amino acids YVAD have been shown to be a preferred cleavage site for caspase-1 and -4. Caspase activity can be quantified by fluorescent detection of free AFC (also known as 7-amino-4-trifluoromethylcoumarin), which is excited at 400 nm and emits at 505 nm.
[Uses]

N-Acetyl-Tyr-Val-Ala-Asp-7-amido-4-trifluoromethylcoumarin is a substrate whose amino acids are shown as a preferred cleavage site for Caspase-1 and 4. Useful for caspase research.
[Definition]

ChEBI: Ac-Tyr-Val-Ala-Asp-7-amino-4-trifluoromethylcoumarin is a tetrapeptide obtained by formal condensation of the C-terminal carboxy group of Ac-Tyr-Val-Ala-Asp with the amino group of 7-amino-4-trifluoromethylcoumarin. It has a role as a protease inhibitor. It is a tetrapeptide, a member of acetamides, a member of coumarins and an organofluorine compound. It is functionally related to a 7-amino-4-(trifluoromethyl)coumarin.
[Biological Activity]

Fluorogenic peptide substrate for caspase-1 (ICE).
[References]

[1] R V TALANIAN. Substrate specificities of caspase family proteases.[J]. The Journal of Biological Chemistry, 1997, 272 15: 9677-9682. DOI: 10.1074/jbc.272.15.9677
[2] M MARCELLI. Caspase-7 is activated during lovastatin-induced apoptosis of the prostate cancer cell line LNCaP.[J]. Cancer research, 1998, 58 1: 76-83.
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