| Size | Price | Stock | Qty |
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| 50mg |
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| 100mg |
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| 250mg | |||
| Other Sizes |
| ln Vitro |
The optical properties of benzophenone tetracarboxylic acid were investigated utilizing time-resolved chemically induced dynamic nuclear polarization and time-resolved laser flash photolysis on the aromatic amino acids histidine (His), tyrosine (Tyr), and tryptophan (Trp). Oxidation kinetics. Over a broad pH range, the quenching rate constant's pH dependence was observed. The impact of amino charge on the oxidation of aromatic amino acids is revealed by comparing the chemical reactivity of free His, Trp, and Tyr with that of their acetylated derivatives, N-AcHis, N-AcTyr, and N-AcTrp, towards the benzophenone tetracarboxylic acid triplet. The oxidation rate is therefore found to be greatly altered by the presence of charged amino groups; that is, His containing a positively charged amino group quenches benzophenone tetracarboxylic acid triads five times more effectively than N-AcHis and His containing neutral amino groups. Compared to Tyr and Trp with neutral amino groups (N-AcTyr and N-AcTrp), the quenching reaction efficiency between benzophenone tetracarboxylic acid triplet and Tyr and Trp with positively charged amino groups is approximately three times higher [2].
Benzophenonetetracarboxylic acid (BPTCA) acts as a photosensitizer to induce photooxidation of aromatic amino acids (L-tryptophan, L-tyrosine) under UV irradiation (365 nm) in aqueous buffer solutions. The photooxidation follows first-order kinetics, with the observed rate constant (kobs) dependent on the charge state of the amino acid’s amino group. At pH 2.0 (amino group positively charged), the kobs for L-tryptophan was 0.041 s⁻¹; at pH 5.9 (amino group neutral, isoelectric point), kobs decreased to 0.008 s⁻¹; and at pH 11.0 (amino group negatively charged), kobs was 0.023 s⁻¹. Similar charge-dependent trends were observed for L-tyrosine, with maximal kobs at pH 2.0 (0.035 s⁻¹) [2] The photooxidation process involves electron transfer between the excited-state BPTCA and the amino acid, facilitated by electrostatic interactions between BPTCA’s negatively charged carboxyl groups and the amino acid’s positively charged amino group at low pH [2] |
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| References | |
| Additional Infomation |
Benzophenone tetracarboxylic acid (BPTCA) is a polycarboxylic acid with a benzophenone core, whose aromatic ring is replaced by four carboxyl groups (-COOH), which gives it good water solubility and ionic properties [1][2]. It can be synthesized by hydrolyzing 3,3',4,4'-biphenyltetracarboxylic dianhydride in an aqueous solution of alkali metal hydroxide at 80-100°C. The hydrolysate is then acidified to pH 1-3 with mineral acid, and the precipitate is collected by filtration and drying [1]. Derivatives of BPTCA (e.g., esters, amides) can be prepared by condensation reaction of BPTCA with alcohols or amines [1]. Its photosensitivity comes from the benzophenone moiety, which undergoes intersystem crossing to the triplet state under ultraviolet light irradiation, thereby enabling oxidation reactions to be initiated by electron transfer or energy transfer [2].
|
| Molecular Formula |
C17H10O9
|
|---|---|
| Molecular Weight |
358.2559
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| Exact Mass |
358.032
|
| CAS # |
2479-49-4
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| Related CAS # |
56585-48-9 (tetra-potassium salt);68123-44-4 (magnesium[2:1]salt);68123-48-8 (tetra-hydrochloride salt);68226-90-4 (tri-potassium salt);68226-91-5 (tri-hydrochloride salt)
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| PubChem CID |
75592
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| Appearance |
White to off-white solid powder
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| Density |
1.6±0.1 g/cm3
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| Boiling Point |
734.0±60.0 °C at 760 mmHg
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| Flash Point |
411.7±29.4 °C
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| Vapour Pressure |
0.0±2.5 mmHg at 25°C
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| Index of Refraction |
1.696
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| LogP |
1.77
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| Hydrogen Bond Donor Count |
4
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| Hydrogen Bond Acceptor Count |
9
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| Rotatable Bond Count |
6
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| Heavy Atom Count |
26
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| Complexity |
574
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| Defined Atom Stereocenter Count |
0
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| SMILES |
O=C(C1C([H])=C([H])C(C(=O)O[H])=C(C(=O)O[H])C=1[H])C1C([H])=C([H])C(C(=O)O[H])=C(C(=O)O[H])C=1[H]
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| InChi Key |
UITKHKNFVCYWNG-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C17H10O9/c18-13(7-1-3-9(14(19)20)11(5-7)16(23)24)8-2-4-10(15(21)22)12(6-8)17(25)26/h1-6H,(H,19,20)(H,21,22)(H,23,24)(H,25,26)
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| Chemical Name |
4-(3,4-dicarboxybenzoyl)phthalic acid
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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 |
| 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) |
DMSO : ~50 mg/mL (~139.56 mM)
H2O : ~10 mg/mL (~27.91 mM) |
|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.98 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
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 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (6.98 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. 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. View More
Solubility in Formulation 3: ≥ 2.5 mg/mL (6.98 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. Solubility in Formulation 4: 5 mg/mL (13.96 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.7913 mL | 13.9563 mL | 27.9127 mL | |
| 5 mM | 0.5583 mL | 2.7913 mL | 5.5825 mL | |
| 10 mM | 0.2791 mL | 1.3956 mL | 2.7913 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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