| Size | Price | Stock | Qty |
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| 1mg |
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| 5mg |
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| Targets |
The target of CPM is thiol groups (-SH) in proteins and other biomolecules. Its mechanism of action is based on the Michael addition reaction between the maleimide group and the thiolate anion of cysteine residues. This reaction forms a stable thioether bond, covalently attaching the coumarin fluorophore to the thiol-containing molecule. The coumarin moiety becomes highly fluorescent upon conjugation, allowing for sensitive detection of thiols. This reactivity makes CPM a valuable tool for labeling and detecting cysteine-containing proteins.
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| ln Vitro |
In vitro, CPM is used as a maleimide derivative that acts as a blue fluorescent thiol-reactive dye. The excitation and emission maximum wavelengths are 384 nm and 470 nm. The compound is widely used as a blue fluorescent thiol-reactive dye for labeling cysteine residues in proteins and peptides. It is essentially non-fluorescent until it reacts with thiols, making it a sensitive probe for detecting sulfhydryl groups.
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| ln Vivo |
In vivo activity of CPM is not typically studied, as it is a fluorescent labeling reagent rather than a bioactive drug. However, the compound could be used to label thiol-containing proteins or peptides that are then administered to animals for tracking purposes. Its reactivity with thiols and its fluorescence properties would allow for the detection of the labeled molecules in vivo.
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| Enzyme Assay |
In vitro enzyme/receptor binding (non-cell) assays using CPM typically involve labeling proteins or peptides with the dye. A standard protocol for labeling a protein: the protein is dissolved in a buffer (e.g., PBS, pH 7.4) and treated with a reducing agent (e.g., TCEP) to reduce disulfide bonds. CPM is added to the protein solution, and the reaction mixture is incubated at room temperature for 1-2 hours in the dark. The labeled protein is purified by dialysis or size exclusion chromatography. The degree of labeling is determined by measuring the absorbance at 384 nm and the protein concentration.
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| Cell Assay |
In vitro cell-based assays using CPM typically involve labeling intracellular or cell surface thiols. A standard protocol: cells are cultured and incubated with CPM (e.g., 1-10 µM) for a period of time (e.g., 30-60 minutes) at 37°C. Cells are then washed to remove unreacted dye. The labeled cells can be analyzed by flow cytometry to measure the fluorescence intensity, which reflects the cellular thiol content. Alternatively, cells can be lysed, and the lysate can be analyzed by SDS-PAGE followed by fluorescence scanning to detect labeled proteins.
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| Animal Protocol |
In vivo animal experiments for CPM are not typically performed for the compound itself. However, CPM-labeled proteins or peptides could be administered to animals for tracking purposes. A standard protocol: a CPM-labeled protein is administered intravenously to mice. At various time points, animals are euthanized, and tissues are collected. Tissue sections are prepared and analyzed under a fluorescence microscope to visualize the distribution of the labeled protein. Alternatively, tissues can be homogenized, and the fluorescence can be quantified.
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| ADME/Pharmacokinetics |
Pharmacokinetic properties of CPM are not a primary focus of study. The compound is a fluorescent dye that is used for labeling thiols in vitro. Once conjugated to a protein, the pharmacokinetics of the conjugate are determined by the protein rather than the dye. The compound is typically stored at -20°C. Its reactivity with thiols and its fluorescence properties are the main considerations for its use.
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| Toxicity/Toxicokinetics |
Toxicity data for CPM is limited. As a fluorescent dye, it is generally considered to have low toxicity at the concentrations used for labeling. However, as with all chemical reagents, appropriate safety precautions should be taken when handling the compound. Inhalation, ingestion, and skin contact should be avoided. The compound is not intended for human use.
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| References | |
| Additional Infomation |
7-Diethylamino-3-(4-maleimidephenyl)-4-methylcoumarin belongs to the coumarin class of compounds. Its structure is 2H-chromen-2-one, with 4-(2,5-dioxo-2,5-dihydro-1H-pyrrolo-1-yl)phenyl, methyl, and diethylamino substitutions at positions 3, 4, and 7, respectively. It is a thiol-reactive fluorescent dye and possesses the functions of a fluorescent dye. It belongs to the coumarin, tertiary amine, benzene, and maleimide classes of compounds.
CPM is a maleimide derivative that acts as a blue fluorescent thiol-reactive dye. It has excitation and emission maxima of 384 nm and 470 nm. The dye is essentially non-fluorescent until it reacts with thiols. It is used for labeling cysteine residues in proteins and peptides. It is not a drug and has no clinical use or approval status. It is commercially available from chemical suppliers for research purposes only. |
| Molecular Formula |
C24H22N2O4
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|---|---|
| Molecular Weight |
402.44248
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| Exact Mass |
402.158
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| CAS # |
76877-33-3
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| PubChem CID |
122042
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| Appearance |
Light yellow to yellow solid powder
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| Density |
1.302 g/cm3
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| Boiling Point |
618.7ºC at 760 mmHg
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| Flash Point |
328ºC
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| Index of Refraction |
1.648
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| LogP |
4.109
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| Hydrogen Bond Donor Count |
0
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| Hydrogen Bond Acceptor Count |
5
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| Rotatable Bond Count |
5
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| Heavy Atom Count |
30
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| Complexity |
756
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| Defined Atom Stereocenter Count |
0
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| InChi Key |
YGIABALXNBVHBX-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C24H22N2O4/c1-4-25(5-2)18-10-11-19-15(3)23(24(29)30-20(19)14-18)16-6-8-17(9-7-16)26-21(27)12-13-22(26)28/h6-14H,4-5H2,1-3H3
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| Chemical Name |
1-[4-[7-(diethylamino)-4-methyl-2-oxochromen-3-yl]phenyl]pyrrole-2,5-dione
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: This product requires protection from light (avoid light exposure) during transportation and storage. |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
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| Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 ：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400 (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.4848 mL | 12.4242 mL | 24.8484 mL | |
| 5 mM | 0.4970 mL | 2.4848 mL | 4.9697 mL | |
| 10 mM | 0.2485 mL | 1.2424 mL | 2.4848 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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