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Benzenepentacarboxylic Acid

Cat No.:V32558 Purity: ≥98%
Benzenepentacarboxylic acid is a fluorescent dye reagent that detects and scavenges HO free radicals.
Benzenepentacarboxylic Acid
Benzenepentacarboxylic Acid Chemical Structure CAS No.: 1585-40-6
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
500mg
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Product Description
Benzenepentacarboxylic acid is a fluorescent dye reagent that detects and scavenges HO free radicals.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
As a probe, Benzenepentacarboxylic Acid itself does not exhibit pharmacological activity (e.g., anti-proliferative, enzymatic inhibition). Its function is to quantitatively detect the generation of HO• in chemical systems, specifically in hydrogen peroxide (H₂O₂) bleaching systems with or without activators (TAED, TBCC). [1]
The fluorescence intensity of the product HBA (excitation at 311 nm, emission at 435 nm) is directly proportional to the concentration of HO• generated in the reaction system. [1]
Enzyme Assay
The study does not involve traditional enzyme activity assays. The “assay” described is a chemical detection method for HO• using Benzenepentacarboxylic Acid as a probe. The procedure is as follows: A working solution containing Benzenepentacarboxylic Acid (400 μmol/L) is prepared. This solution is added to the bleaching reaction systems (e.g., H₂O₂ alone, H₂O₂/TAED, H₂O₂/TBCC) which also contain NaOH, and the activators TAED or TBCC at specified concentrations. The reaction is carried out at a set temperature (e.g., 70°C) for 60 minutes. After the reaction, the mixture is promptly cooled and quenched. An aliquot of the working solution is placed in a quartz cuvette, and the fluorescence intensity is measured at the maximum excitation wavelength of 311 nm (with emission monitored at 435 nm) using a spectrofluorometer. The measured fluorescence intensity characterizes the relative concentration of HO• generated during the bleaching process. [1]
The probe Benzenepentacarboxylic Acid was found to be stable and reproducible even at high temperatures (above 90°C). [1]
References

[1]. Study on H2O2/TAED and H2O2/TBCC bleaching mechanism related to hydroxyl radical with a fluorescent probe. Carbohydr Polym. 2014 Mar 15;103:581-6.

Additional Infomation
Benzenepentacarboxylic acid (BPA) is a novel fluorescent probe for hydroxyl radicals (HO•) with high specificity, sensitivity, accuracy and reproducibility, developed by the authors' laboratory. [1] Its detection mechanism is based on a specific addition reaction, namely, the addition of HO• with BPA to generate a single fluorescent product - hydroxybenzenepentacarboxylic acid (HBA). Compared with probes that generate multiple products, this single-product reaction simplifies quantitative analysis and improves accuracy. [1] In this study, BPA was successfully used to validate and quantify the generation of HO• in the H₂O₂/TAED and H₂O₂/TBCC systems in cotton bleaching systems. The results showed that at 70℃, the amount of HO• generated in the H₂O₂/TAED and H₂O₂/TBCC systems was about 11 times and 15 times higher, respectively, than that in the pure H₂O₂ system under the same alkaline conditions. [1]
The application of this probe provides new insights into the bleaching mechanism, indicating that in addition to the traditionally recognized over-acid pathway, HO• generated by over-acid decomposition also plays an important role in oxidizing natural pigments and improving fabric whiteness, while also leading to a decrease in fabric strength. [1]
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C11H6O10
Molecular Weight
298.1593
Exact Mass
297.996
CAS #
1585-40-6
PubChem CID
15314
Appearance
White to off-white solid powder
Density
1.96g/cm3
Boiling Point
642.3ºC at 760mmHg
Flash Point
356.3ºC
Vapour Pressure
2.24E-17mmHg at 25°C
Index of Refraction
1.733
LogP
0.177
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
10
Rotatable Bond Count
5
Heavy Atom Count
21
Complexity
471
Defined Atom Stereocenter Count
0
InChi Key
QNSOHXTZPUMONC-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H6O10/c12-7(13)2-1-3(8(14)15)5(10(18)19)6(11(20)21)4(2)9(16)17/h1H,(H,12,13)(H,14,15)(H,16,17)(H,18,19)(H,20,21)
Chemical Name
benzene-1,2,3,4,5-pentacarboxylic 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 : ≥ 48 mg/mL (~160.99 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 3.3539 mL 16.7695 mL 33.5390 mL
5 mM 0.6708 mL 3.3539 mL 6.7078 mL
10 mM 0.3354 mL 1.6770 mL 3.3539 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
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • 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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