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Ac-VEID-AMC | CAS 219137-97-0
| Catalog Number | A18-0011 |
| Category | Fluorescent Enzyme Substrates |
| Molecular Formula | C32H43N5O11 |
| Molecular Weight | 673.7 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
Ac-VEID-AMC is a fluorogenic substrate for caspase-6 and related proteases including caspase-8. Caspase activity can be quantified by fluorescent detection of free AMC (7-amino-4-methylcoumarin), which is excited at 340-360 nm and emits at 440-460 nm.
Chemical Information
Product Specification
Application
Computed Properties
Patents
| Synonyms | N-Acetyl-Val-Glu-Ile-Asp-7-amido-4-Methylcoumarin; N-acetyl-L-valyl-L-α-glutamyl-L-isoleucyl-N-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)-L-α-asparagine |
| Purity | ≥95% |
| IUPAC Name | (4S)-4-[[(2S)-2-acetamido-3-methylbutanoyl]amino]-5-[[(2S,3S)-1-[[(2S)-3-carboxy-1-[(4-methyl-2-oxochromen-7-yl)amino]-1-oxopropan-2-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-5-oxopentanoic acid |
| Canonical SMILES | CCC(C)C(C(=O)NC(CC(=O)O)C(=O)NC1=CC2=C(C=C1)C(=CC(=O)O2)C)NC(=O)C(CCC(=O)O)NC(=O)C(C(C)C)NC(=O)C |
| InChI | InChI=1S/C32H43N5O11/c1-7-16(4)28(37-29(44)21(10-11-24(39)40)35-31(46)27(15(2)3)33-18(6)38)32(47)36-22(14-25(41)42)30(45)34-19-8-9-20-17(5)12-26(43)48-23(20)13-19/h8-9,12-13,15-16,21-22,27-28H,7,10-11,14H2,1-6H3,(H,33,38)(H,34,45)(H,35,46)(H,36,47)(H,37,44)(H,39,40)(H,41,42)/t16-,21-,22-,27-,28-/m0/s1 |
| InChIKey | QMXIJZDGCJEANV-YPBMFZGESA-N |
| Appearance | Solid Powder |
| Excitation | 340-360 nm |
| Emission | 440-460 nm |
| Storage | Store at -20°C |
Ac-VEID-AMC is a synthetic fluorogenic substrate commonly used in biochemical assays to measure caspase-6 activity. It serves as a significant tool in the study of apoptosis, particularly in the detection and quantification of enzyme activity associated with programmed cell death. The substrate is designed with the amino acid sequence VEID linked to a 7-amino-4-methylcoumarin (AMC) fluorophore. Upon cleavage by caspase-6, the AMC is released, resulting in fluorescence that can be measured to infer the presence and activity level of the enzyme. This precise mechanism renders Ac-VEID-AMC a fundamental reagent in both research and clinical diagnostics aimed at understanding apoptotic processes.
One of the key applications of Ac-VEID-AMC is in drug discovery, particularly in the development of anti-cancer therapies. By allowing researchers to monitor caspase activity in real-time, this substrate aids in screening potential pharmaceutical compounds that could activate or inhibit apoptosis in cancer cells. The ability to measure the efficacy of these compounds directly influences the direction of subsequent drug development phases, making Ac-VEID-AMC a crucial component in therapeutic research pipelines.
Another significant application of Ac-VEID-AMC is in neurodegenerative disease research. Diseases such as Alzheimer’s and Parkinson’s are associated with dysregulated apoptosis, leading to neuronal death. By utilizing Ac-VEID-AMC, researchers can study the pathways and impact of caspase-6 activity in neural cells, potentially unveiling targets for treatment or markers for early diagnosis. The substrate’s high specificity and sensitivity aid in elucidating these complex biological processes and identifying therapeutic avenues.
Ac-VEID-AMC also finds its application in basic research studying cell death and differentiation. It enables scientists to investigate apoptosis in various cellular contexts by providing a reliable means to measure caspase-6 activity across different cell types and conditions. This flexibility helps in understanding fundamental biological processes and how they may be altered in diseases or environmental stress responses, contributing to a broader comprehension of cellular life cycles.
Lastly, Ac-VEID-AMC is used in the development and evaluation of diagnostic tests for diseases involving aberrant apoptosis. Clinicians and researchers utilize this substrate to develop assays that can be used in patient samples, providing insights into disease states characterized by altered apoptotic activity. This application is instrumental in both disease prognosis and in tracking therapeutic outcomes, underscoring the substrate’s value in translational medicine.
| XLogP3 | 0.9 |
| Hydrogen Bond Donor Count | 7 |
| Hydrogen Bond Acceptor Count | 11 |
| Rotatable Bond Count | 17 |
| Exact Mass | 673.29590720 g/mol |
| Monoisotopic Mass | 673.29590720 g/mol |
| Topological Polar Surface Area | 246Ų |
| Heavy Atom Count | 48 |
| Formal Charge | 0 |
| Complexity | 1280 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 5 |
| 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-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 |
| US-2021205415-A1 | Highly active polypeptides and methods of making and using the same | 2010-04-22 |
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