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7-Dimethylaminocoumarin-4-acetic acid

Cat No.:V67208 Purity: ≥98%
7-Dimethylaminocoumarin-4-acetic acid is a fluorescent probe.
7-Dimethylaminocoumarin-4-acetic acid
7-Dimethylaminocoumarin-4-acetic acid Chemical Structure CAS No.: 80883-54-1
Product category: Fluorescent Dye
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
7-Dimethylaminocoumarin-4-acetic acid is a fluorescent probe.
7-Dimethylaminocoumarin-4-acetic acid (CAS#: 80883-54-1) is a coumarin-based fluorescent dye with a dimethylamino group at the 7-position and an acetic acid moiety at the 4-position. The compound has a molecular formula of C₁₃H₁₃NO₄ and a molecular weight of 247.25 g/mol. It exhibits strong blue fluorescence with excitation and emission maxima around 395 nm and 470 nm, respectively. The carboxylic acid group provides a reactive site for conjugation to amines through carbodiimide-mediated coupling reactions or NHS ester formation. The compound is used as a fluorescent label for proteins, peptides, and other biomolecules.
Biological Activity I Assay Protocols (From Reference)
Targets
The carboxylic acid group on 7-Dimethylaminocoumarin-4-acetic acid provides a reactive site for conjugation to amines through carbodiimide-mediated coupling reactions. The compound does not target specific enzymes or receptors but serves as a fluorescent labeling reagent.
ln Vitro
The in vitro activity of 7-Dimethylaminocoumarin-4-acetic acid is characterized by its strong blue fluorescence, with excitation and emission maxima around 395 nm and 470 nm, respectively. The dye is used as a fluorescent label for proteins, peptides, and other biomolecules. The dimethylamino group at the 7-position enhances the fluorescence properties of the coumarin core.
ln Vivo
7-Dimethylaminocoumarin-4-acetic acid is not used as a therapeutic agent. Its in vivo utility is limited to research applications as a fluorescent labeling reagent. The compound is not intended for systemic therapeutic use.
Enzyme Assay
In vitro labeling assays for 7-Dimethylaminocoumarin-4-acetic acid involve converting the carboxylic acid to an NHS ester and incubating with amine-containing biomolecules. The NHS ester reacts with lysine residues to form photostable amide links. Labeling efficiency can be assessed by measuring the fluorescence intensity of the conjugated product.
Cell Assay
For in vitro cellular experiments, 7-Dimethylaminocoumarin-4-acetic acid is conjugated to antibodies, proteins, or other targeting ligands via the carboxylic acid group or NHS ester. The labeled conjugates are then added to cell culture medium for incubation with target cells. After washing, cells are analyzed by fluorescence microscopy. The blue fluorescence provides distinct spectral properties.
Animal Protocol
In vivo animal experiments with 7-Dimethylaminocoumarin-4-acetic acid are not typically performed, as the compound is primarily used as an in vitro labeling reagent. The compound is intended for research use only.
ADME/Pharmacokinetics
Pharmacokinetic properties of 7-Dimethylaminocoumarin-4-acetic acid have not been characterized, as the compound is a research-use fluorescent labeling reagent rather than a drug candidate. The compound has a molecular weight of 247.25 g/mol and should be stored under appropriate conditions, protected from light.
Toxicity/Toxicokinetics
Toxicological data for 7-Dimethylaminocoumarin-4-acetic acid has not been systematically evaluated, as the compound is intended for research applications only and not for therapeutic use. Standard laboratory safety precautions should be observed.
References

[1]. First total synthesis of a fluorescent didemnin. Tetrahedron, 2000, 56(23): 3687-3690.

Additional Infomation
7-Dimethylaminocoumarin-4-acetic acid is a coumarin-based fluorescent dye with blue fluorescence, used as a fluorescent label for proteins, peptides, and other biomolecules. The compound has no clinical or therapeutic applications.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C13H13NO4
Molecular Weight
247.25
Exact Mass
247.084
CAS #
80883-54-1
PubChem CID
2762622
Appearance
Light brown to brown solid powder
Density
1.3±0.1 g/cm3
Boiling Point
497.6±45.0 °C at 760 mmHg
Flash Point
254.8±28.7 °C
Vapour Pressure
0.0±1.3 mmHg at 25°C
Index of Refraction
1.619
LogP
2.24
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
3
Heavy Atom Count
18
Complexity
389
Defined Atom Stereocenter Count
0
SMILES
CN(C)C1=CC2=C(C=C1)C(=CC(=O)O2)CC(=O)O
InChi Key
HQMBLJOHUDYJLK-UHFFFAOYSA-N
InChi Code
InChI=1S/C13H13NO4/c1-14(2)9-3-4-10-8(5-12(15)16)6-13(17)18-11(10)7-9/h3-4,6-7H,5H2,1-2H3,(H,15,16)
Chemical Name
2-[7-(dimethylamino)-2-oxochromen-4-yl]acetic acid
HS Tariff Code
2934.99.9001
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)
Solubility Data
Solubility (In Vitro)
DMSO: 100 mg/mL (404.45 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 2.5 mg/mL (10.11 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.0445 mL 20.2224 mL 40.4449 mL
5 mM 0.8089 mL 4.0445 mL 8.0890 mL
10 mM 0.4044 mL 2.0222 mL 4.0445 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.

Calculator

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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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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