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DCVJjulolidine)

Cat No.:V50037 Purity: ≥98%
DCVJ (9-(2,2-Dicyanovinyl)julolidine) is a molecular rotor and unique fluorescent dye that binds to tubulin and actin and significantly increases fluorescence intensity upon polymerization.
DCVJjulolidine)
DCVJjulolidine) Chemical Structure CAS No.: 58293-56-4
Product category: New3
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
DCVJ (9-(2,2-Dicyanovinyl)julolidine) is a molecular rotor and unique fluorescent dye that binds to tubulin and actin and significantly increases fluorescence intensity upon polymerization. DCVJ also binds to the phospholipid bilayer and increases its fluorescence intensity. DCVJ can detect the kinetics of mast cell degranulation.
DCVJ (Julolidine) (CAS#: 58293-56-4) is a fluorescent molecular rotor that is sensitive to microviscosity. It has a molecular formula of C18H20N2 and a molecular weight of 264.36. DCVJ exhibits a large increase in fluorescence quantum yield in viscous environments, making it a valuable probe for studying membrane fluidity, protein aggregation, and cellular viscosity. It is used in fluorescence spectroscopy and microscopy to measure microviscosity in biological systems.
Biological Activity I Assay Protocols (From Reference)
Targets
DCVJ does not have a specific protein target but functions as a fluorescent molecular rotor that senses microviscosity. The compound's fluorescence quantum yield is highly dependent on the rotational freedom of its molecular rotor. In low-viscosity environments, the rotor can rotate freely, leading to non-radiative decay and low fluorescence. In high-viscosity environments, rotation is restricted, leading to increased fluorescence. This property makes DCVJ a valuable tool for studying membrane fluidity, protein aggregation, and cellular viscosity in biological systems.
ln Vitro
In vitro, DCVJ is used as a fluorescent probe to measure microviscosity in various biological systems. The compound's fluorescence intensity increases with increasing viscosity, allowing for quantitative measurements of viscosity in solutions, membranes, and protein aggregates. In cell-based assays, DCVJ is used to study membrane fluidity and cellular viscosity. Its fluorescence properties make it a valuable tool for studying the physical properties of biological membranes and for detecting protein aggregation.
ln Vivo
In vivo, DCVJ is used in live-cell imaging to study cellular viscosity and membrane fluidity. The compound can be loaded into cells, and fluorescence is detected using fluorescence microscopy. Its use in vivo is limited by potential toxicity and the need for appropriate delivery methods. The compound is primarily used as a research tool for studying microviscosity in biological systems.
Enzyme Assay
The in vitro viscosity measurement assay for DCVJ involves preparing solutions of varying viscosity (e.g., using glycerol-water mixtures) and measuring the fluorescence of the probe. The compound is dissolved in appropriate solvent and added to the solutions at a final concentration of 1-10 µM. Fluorescence is measured at excitation/emission wavelengths appropriate for the probe (typically ~440/500 nm). The fluorescence intensity is plotted against viscosity to generate a calibration curve. For biological samples, the probe is added to membranes, protein solutions, or cell lysates, and fluorescence is measured to estimate microviscosity. Positive controls (e.g., known viscous solutions) and negative controls (buffer only) are included in each assay run.
Cell Assay
For in vitro cellular assays, cells are loaded with DCVJ by incubating with the probe at 1-10 µM for 30-60 minutes at 37°C. After washing, cells are imaged using fluorescence microscopy, and the fluorescence intensity is measured to estimate cellular viscosity. For membrane fluidity studies, cells are treated with compounds that modulate membrane fluidity (e.g., cholesterol, fatty acids), and changes in DCVJ fluorescence are monitored. Cell viability is assessed using MTT or CellTiter-Glo assays to ensure that probe loading does not cause cytotoxicity. All experiments include appropriate controls (untreated cells, vehicle) and are performed in triplicate.
Animal Protocol
For in vivo imaging studies, DCVJ may be administered to animals via injection or topical application, and fluorescence is detected using appropriate imaging systems. However, specific in vivo protocols for DCVJ are not well-documented in publicly available sources. The compound is primarily used as a research tool for in vitro applications. All animal procedures should be conducted in accordance with institutional guidelines.
ADME/Pharmacokinetics
The pharmacokinetic properties of DCVJ are not relevant, as it is a fluorescent probe rather than a therapeutic agent. The compound has a molecular weight of 264.36 and is cell-permeable. It is used in vitro and in vivo for microviscosity measurements. The compound should be stored protected from light to prevent photobleaching.
Toxicity/Toxicokinetics
The toxicology of DCVJ is primarily related to its use as a fluorescent probe. At the low concentrations used for viscosity measurements (1-10 µM), it is generally considered non-toxic to cells. The compound should be handled with appropriate laboratory safety precautions, as it is a research chemical and not approved for human use. Comprehensive toxicology studies would be required if the compound were to be used for therapeutic applications.
References

[1]. A fluorescent molecular rotor probes the kinetic process of degranulation of mast cells. Immunol Lett. 1992;33(3):285-288.

Additional Infomation
See also: 9-(dicyanovinyl)julolide (note moved to).
DCVJ is a fluorescent molecular rotor that is sensitive to microviscosity. It exhibits increased fluorescence in viscous environments and is used to study membrane fluidity, protein aggregation, and cellular viscosity. The compound is not approved for human use and is intended for research purposes only. It is available as a high-purity research reagent for laboratory use. Its viscosity-sensing properties make it a valuable tool for studying the physical properties of biological systems.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C16H15N3
Molecular Weight
249.3104
Exact Mass
249.127
CAS #
58293-56-4
PubChem CID
2963
Appearance
Light brown to brown solid powder
Density
1.23 g/cm3
Boiling Point
470.7ºC at 760 mmHg
Flash Point
214.6ºC
Index of Refraction
1.634
LogP
2.88
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
1
Heavy Atom Count
19
Complexity
437
Defined Atom Stereocenter Count
0
InChi Key
LROAUBRDKLVBCP-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H15N3/c17-10-13(11-18)7-12-8-14-3-1-5-19-6-2-4-15(9-12)16(14)19/h7-9H,1-6H2
Chemical Name
2-(1-azatricyclo[7.3.1.05,13]trideca-5,7,9(13)-trien-7-ylmethylidene)propanedinitrile
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 : ~62.5 mg/mL (~250.69 mM)
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
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*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 : PEG300Tween 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).
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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)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL 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).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.0111 mL 20.0554 mL 40.1107 mL
5 mM 0.8022 mL 4.0111 mL 8.0221 mL
10 mM 0.4011 mL 2.0055 mL 4.0111 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

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
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  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
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?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • 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:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

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
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
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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