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Ac-DEVD-AMC | CAS 169332-61-0
| Catalog Number | A18-0013 |
| Category | Fluorescent Enzyme Substrates |
| Molecular Formula | C30H37N5O13 |
| Molecular Weight | 675.64 |
| Catalog Number | Size | Price | Quantity |
|---|---|---|---|
| A18-0013 | -- | -- |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
Ac-DEVD-AMC is a fluorogenic substrate for caspase-3. 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
Literatures
Patents
| Synonyms | N-Acetyl-Asp-Glu-Val-Asp-7-amido-4-Methylcoumarin; N-acetyl-L-α-aspartyl-L-α-glutamyl-L-valyl-N-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)-L-α-asparagine |
| Purity | ≥95% |
| IUPAC Name | (4S)-4-[[(2S)-2-acetamido-3-carboxypropanoyl]amino]-5-[[(2S)-1-[[(2S)-3-carboxy-1-[(4-methyl-2-oxochromen-7-yl)amino]-1-oxopropan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-5-oxopentanoic acid |
| Canonical SMILES | CC1=CC(=O)OC2=C1C=CC(=C2)NC(=O)C(CC(=O)O)NC(=O)C(C(C)C)NC(=O)C(CCC(=O)O)NC(=O)C(CC(=O)O)NC(=O)C |
| InChI | InChI=1S/C30H37N5O13/c1-13(2)26(35-27(44)18(7-8-22(37)38)33-29(46)19(11-23(39)40)31-15(4)36)30(47)34-20(12-24(41)42)28(45)32-16-5-6-17-14(3)9-25(43)48-21(17)10-16/h5-6,9-10,13,18-20,26H,7-8,11-12H2,1-4H3,(H,31,36)(H,32,45)(H,33,46)(H,34,47)(H,35,44)(H,37,38)(H,39,40)(H,41,42)/t18-,19-,20-,26-/m0/s1 |
| InChIKey | ALZSTTDFHZHSCA-RNVDEAKXSA-N |
| Density | 1.423±0.06 g/cm3 |
| Boiling Point | 1200.1±65.0 °C at 760 mmHg |
| Excitation | 340-360 nm |
| Emission | 440-460 nm |
| Storage | Store at -20°C |
Ac-DEVD-AMC is a synthetic peptide substrate widely used for studying caspase-3 activity, an enzyme crucial in apoptosis (programmed cell death). Here are some key applications of Ac-DEVD-AMC:
Apoptosis Research: Ac-DEVD-AMC is utilized in apoptosis research to measure caspase-3 activity, which is a key marker of cell apoptosis. When caspase-3 cleaves Ac-DEVD-AMC, it releases the fluorescent compound AMC, allowing researchers to quantify enzyme activity by fluorescence. This helps in understanding the mechanisms of apoptosis in various cell types and disease models.
Drug Screening: In pharmaceutical research, Ac-DEVD-AMC is employed in high-throughput screening assays to identify potential inhibitors or activators of caspase-3. By monitoring changes in fluorescence, researchers can evaluate the efficacy of novel compounds that may modify caspase activity. This is crucial for developing new therapeutic agents for diseases involving dysregulated apoptosis, such as cancer and neurodegenerative disorders.
Cancer Research: Ac-DEVD-AMC aids in studying the role of caspase-3 in cancer cell apoptosis, helping to elucidate how cancer cells evade programmed cell death. Researchers use this substrate to assess the apoptotic response of cancer cells to various treatments, such as chemotherapy and radiation. Understanding caspase-3 activity in cancer cells can lead to the development of more effective cancer therapies.
Neurodegenerative Disease Studies: Caspase-3 is implicated in the neuronal cell death seen in neurodegenerative diseases like Alzheimer’s and Parkinson’s. Ac-DEVD-AMC is used to study caspase-3 activity in neuronal cells and brain tissues affected by these diseases. This application provides insights into the molecular pathways driving neurodegeneration and helps in identifying potential therapeutic targets for these debilitating conditions.
| XLogP3 | -1.3 |
| Hydrogen Bond Donor Count | 8 |
| Hydrogen Bond Acceptor Count | 13 |
| Rotatable Bond Count | 17 |
| Exact Mass | 675.23878625 g/mol |
| Monoisotopic Mass | 675.23878625 g/mol |
| Topological Polar Surface Area | 284Ų |
| Heavy Atom Count | 48 |
| Formal Charge | 0 |
| Complexity | 1330 |
| 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 |
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 25446497 | 2014-12-05 | Isolation and prevention of calcium oxalate-induced apoptotic death and oxidative stress in MDCK cells by diosgenin | Chemico-biological interactions |
| 19364322 | 2009-03-01 | A secreted caspase-3-substrate-cleaving activity at low pH belongs to cathepsin B: a study on primary brain cell cultures | Biochemistry. Biokhimiia |
| 18393770 | 2008-03-01 | Brain cathepsin B cleaves a caspase substrate | Biochemistry. Biokhimiia |
| 17678535 | 2007-08-01 | PepBank--a database of peptides based on sequence text mining and public peptide data sources | BMC bioinformatics |
| 16517063 | 2007-01-08 | Bis(2-hydroxybenzylidene)acetone, a potent inducer of the phase 2 response, causes apoptosis in mouse leukemia cells through a p53-independent, caspase-mediated pathway | Cancer letters |
| Publication Number | Title | Priority Date |
|---|---|---|
| EP-3929209-A1 | Vasopressin-2 receptor antagonist peptides and uses thereof | 2020-06-24 |
| KR-20220158727-A | Methods for enriching and expanding tumor-reactive T cells ex vivo and compositions related thereto | 2020-02-27 |
| WO-2021127187-A1 | Rna nanoparticle for liver cancer treatment | 2019-12-20 |
| US-2022372493-A1 | Rna nanoparticle for liver cancer treatment | 2019-12-20 |
| JP-2023504042-A | Methods of generating tumor-reactive T-cell compositions using modulators | 2019-11-27 |
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