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Ac-YVAD-AFC | CAS 219137-85-6
| Catalog Number | A18-0005 |
| Category | Fluorescent Enzyme Substrates |
| Molecular Formula | C33H36F3N5O10 |
| Molecular Weight | 719.66 |
| Catalog Number | Size | Price | Quantity |
|---|---|---|---|
| A18-0005 | -- | -- |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
Ac-YVAD-AFC is a fluorogenic substrate for caspase-1 and caspase-4. Caspase activity can be quantified by fluorescent detection of free AFC (7-amino-4-trifluoromethylcoumarin), which is excited at 400 nm and emits at 505 nm.
Chemical Information
Product Specification
Application
Computed Properties
Patents
| Synonyms | Caspase-1 Substrate VI (Fluorogenic); Ac-Tyr-Val-Ala-Asp-7-amino-4-Trifluoromethlcoumarin; N-acetyl-L-tyrosyl-L-valyl-L-alanyl-N-[2-oxo-4-(trifluoromethyl)-2H-1-benzopyran-7-yl]-L-α-asparagine |
| Purity | ≥95% |
| IUPAC Name | (3S)-3-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-3-(4-hydroxyphenyl)propanoyl]amino]-3-methylbutanoyl]amino]propanoyl]amino]-4-oxo-4-[[2-oxo-4-(trifluoromethyl)chromen-7-yl]amino]butanoic acid |
| Canonical SMILES | CC(C)C(C(=O)NC(C)C(=O)NC(CC(=O)O)C(=O)NC1=CC2=C(C=C1)C(=CC(=O)O2)C(F)(F)F)NC(=O)C(CC3=CC=C(C=C3)O)NC(=O)C |
| InChI | InChI=1S/C33H36F3N5O10/c1-15(2)28(41-31(49)23(38-17(4)42)11-18-5-8-20(43)9-6-18)32(50)37-16(3)29(47)40-24(14-26(44)45)30(48)39-19-7-10-21-22(33(34,35)36)13-27(46)51-25(21)12-19/h5-10,12-13,15-16,23-24,28,43H,11,14H2,1-4H3,(H,37,50)(H,38,42)(H,39,48)(H,40,47)(H,41,49)(H,44,45)/t16-,23-,24-,28-/m0/s1 |
| InChIKey | GWKJISJKNKIJNP-DEQDFGQZSA-N |
| Solubility | Soluble in DMSO (Slightly), Methanol (Silghtly) |
| Density | 1.42 g/cm3 |
| Appearance | Off-White to Pale Beige Solid |
| Boiling Point | 1084.64°C at 760 mmHg |
| Excitation | 400 nm |
| Emission | 505 nm |
| Storage | Store at -20°C |
Ac-YVAD-AFC, a synthetic compound utilized in caspase-1 research, boasts a myriad of applications across diverse domains. Here are four key applications of Ac-YVAD-AFC:
Inflammation Research: Positioned at the cutting edge of inflammation studies, Ac-YVAD-AFC emerges as a pivotal instrument to assess caspase-1 activity, a central player in the inflammatory cascade. By unraveling the intricacies of caspase-1 dynamics, researchers unearth profound insights into the mechanisms fueling inflammation, paving the path for innovative anti-inflammatory interventions. Particularly impactful in diseases marked by inflammation, such as rheumatoid arthritis and inflammatory bowel disease, this compound propels the field towards tailored therapeutic strategies.
Apoptosis Studies: Within the realm of apoptosis research, Ac-YVAD-AFC stands as a cornerstone for monitoring caspase-1 activation during programmed cell death. Through state-of-the-art fluorescence assays, scientists quantitatively analyze caspase-1 activity, shedding light on its intricate role in cell apoptosis. This knowledge catalyzes the development of treatments for conditions where apoptosis regulation falters, such as cancer and neurodegenerative diseases, propelling advancements in precision medicine.
Drug Screening: In the arena of drug discovery, Ac-YVAD-AFC shines as a potent tool for screening potential caspase-1 inhibitors. Employing this compound in high-throughput assays, researchers pinpoint compounds effectively halting caspase-1 activity, holding promise for therapeutic applications in combating excessive inflammation and cell demise observed in various pathological conditions. This approach expedites the pursuit of precise interventions targeting caspase-1 dysregulation.
Biological Assays: Serving as a catalyst for biochemical assays, Ac-YVAD-AFC acts as a versatile substrate for evaluating enzymatic activity. Upon cleavage by active caspase-1, the compound emits a fluorescent signal, enabling precise detection and quantification. This methodology facilitates a comprehensive exploration of enzyme kinetics and the influence of various modulators on caspase-1 activity, enriching our understanding of cellular processes at a molecular level.
| XLogP3 | 1.8 |
| Hydrogen Bond Donor Count | 7 |
| Hydrogen Bond Acceptor Count | 13 |
| Rotatable Bond Count | 14 |
| Exact Mass | 719.24142685 g/mol |
| Monoisotopic Mass | 719.24142685 g/mol |
| Topological Polar Surface Area | 229Ų |
| Heavy Atom Count | 51 |
| Formal Charge | 0 |
| Complexity | 1360 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 4 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
| Publication Number | Title | Priority Date |
|---|---|---|
| US-2014309247-A1 | Systems And Methods For Detecting Scalp Follicular Inflammation In Humans | 2013-04-15 |
| US-2013096050-A1 | Highly active polypeptides and methods of making and using the same | 2010-04-22 |
| US-2018193422-A1 | Highly active polypeptides and methods of making and using the same | 2010-04-22 |
| US-9782454-B2 | Highly active polypeptides and methods of making and using the same | 2010-04-22 |
| US-10772934-B2 | Highly active polypeptides and methods of making and using the same | 2010-04-22 |
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