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4-Amino-3,6-disulfonaphthalic anhydride dipotassium

Cat No.:V44980 Purity: ≥98%
4-Amino-3,6-disulfonaphthalic anhydride dipotassium is a molecular building block/intermediate that may be utilized to prepare useful dyes for biological research purposes.
4-Amino-3,6-disulfonaphthalic anhydride dipotassium
4-Amino-3,6-disulfonaphthalic anhydride dipotassium Chemical Structure CAS No.: 79539-35-8
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
4-Amino-3,6-disulfonaphthalic anhydride dipotassium is a molecular building block/intermediate that may be utilized to prepare useful dyes for biological research purposes.
4-Amino-3,6-disulfonaphthalic anhydride dipotassium (CAS: 79539-35-8) is a molecular building block and intermediate used to prepare useful dyes for biological research purposes. It is also known as Lucifer Yellow anhydride dipotassium salt. The compound is a dipotassium salt of an aminated disulfonated naphthalic anhydride. It is used as a precursor for synthesizing fluorescent dyes, particularly those used in biological imaging and labeling applications. The molecular weight is 449.50.
Biological Activity I Assay Protocols (From Reference)
Targets
The compound itself is not a drug that targets a biological receptor; it is a chemical intermediate for dye synthesis. The dyes prepared from this building block may target various biological molecules, such as proteins and nucleic acids, for fluorescent labeling and imaging. The anhydride functional group allows for conjugation with amines, enabling the attachment of fluorescent labels to biomolecules. The sulfonate groups enhance water solubility, which is important for biological applications.
ln Vitro
In vitro, the dyes synthesized from this building block are used for fluorescent labeling of cells and biomolecules. The compound itself is not biologically active but serves as a precursor for active fluorescent probes. The resulting dyes can be used in various in vitro assays, including fluorescence microscopy, flow cytometry, and immunohistochemistry. The sulfonate groups provide water solubility, and the anhydride group allows for conjugation to amine-containing molecules.
ln Vivo
In vivo, dyes synthesized from this building block may be used for imaging applications, such as tracking cells or detecting specific biomarkers in live animals. The water-soluble nature of the dyes, conferred by the sulfonate groups, makes them suitable for intravenous administration. However, the specific in vivo applications depend on the properties of the final dye product. The compound itself is not administered in vivo but is used as a synthetic intermediate.
Enzyme Assay
The compound is used as a starting material for the synthesis of fluorescent dyes. The anhydride functional group reacts with primary amines to form amide bonds, allowing the attachment of the dye to biomolecules. The reaction is typically carried out in a suitable solvent, such as DMSO or an aqueous buffer, under mild conditions. The resulting dye conjugates can be purified by chromatography and characterized by mass spectrometry and fluorescence spectroscopy. The protocols are for research purposes only and have not been independently validated by all suppliers.
Animal Protocol
The compound is not used directly in animal experiments but is used to synthesize dyes for in vivo imaging studies. The dyes are typically administered intravenously to animal models to visualize specific tissues or cells. The animals are then imaged using appropriate fluorescence imaging systems. The protocols depend on the specific dye and the biological target. The compound is for research use only and not for human therapeutic use.
ADME/Pharmacokinetics
4-Amino-3,6-disulfonaphthalic anhydride dipotassium is a water-soluble building block with a molecular weight of 449.50. It contains sulfonate groups that enhance water solubility and an anhydride group that reacts with amines. The compound is a solid and should be stored at room temperature in a dry environment. It is stable under standard laboratory conditions. The compound is for research use only and not for human therapeutic use.
Toxicity/Toxicokinetics
Specific toxicity data for 4-Amino-3,6-disulfonaphthalic anhydride dipotassium are not extensively documented. As a chemical intermediate, it may be irritating to the skin, eyes, and respiratory tract. The compound is for research use only and not for human therapeutic use. It should be handled with appropriate safety precautions, including the use of personal protective equipment. The compound should be stored in a sealed container in a cool, dry place away from incompatible materials.
References

[1]. Lucifer dyes as biological tracers: a review. Cellular and molecular control of direct cell interactions, 1985: 297-312.

Additional Infomation
4-Amino-3,6-disulfonaphthalic anhydride dipotassium is also known as Lucifer Yellow anhydride dipotassium salt. It is a molecular building block used to prepare dyes for biological research. It is a dipotassium salt with the molecular formula C₁₂H₅K₂NO₈S₂. The compound is used as an intermediate in the synthesis of fluorescent probes for imaging and labeling applications. It is supplied as a solid and should be stored at room temperature. It is for research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C12H5NO9S2-2.2[K+]
Molecular Weight
449.496
Exact Mass
448.868
CAS #
79539-35-8
PubChem CID
12868665
Appearance
Typically exists as solid at room temperature
Melting Point
>300ºC(lit.)
LogP
2.283
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
10
Rotatable Bond Count
0
Heavy Atom Count
26
Complexity
752
Defined Atom Stereocenter Count
0
SMILES
[K].O=C1C2C3C(C=C(S(O)(=O)=O)C=2)=C(N)C(S(O)(=O)=O)=CC=3C(=O)O1
InChi Key
MIOVHACHHDENNE-UHFFFAOYSA-L
InChi Code
InChI=1S/C12H7NO9S2.2K/c13-10-5-1-4(23(16,17)18)2-6-9(5)7(12(15)22-11(6)14)3-8(10)24(19,20)21;;/h1-3H,13H2,(H,16,17,18)(H,19,20,21);;/q;2*+1/p-2
Chemical Name
dipotassium;8-amino-2,4-dioxo-3-oxatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene-7,11-disulfonate
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

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)
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
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 2.2247 mL 11.1235 mL 22.2469 mL
5 mM 0.4449 mL 2.2247 mL 4.4494 mL
10 mM 0.2225 mL 1.1123 mL 2.2247 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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