1-Naphthaleneboronic acid
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1-Naphthaleneboronic acid is a biochemical reagent that can serve as a starting material or reaction reagent for chemical synthesis. 1-Naphthaleneboronic acid mainly introduces its naphthalene ring into other scaffolds through Suzuki-Miyaura cross-coupling or Friedel-Crafts alkylation reactions, thereby synthesizing target products with specific functions such as fluorescence imaging, photodynamic therapy targeting, or affinity adsorption. 1-Naphthaleneboronic acid can be used in research on photosensitizers and the synthesis of hypercrosslinked polymers with boronic acid affinity.
For research use only. We do not sell to patients.
- Purity : 99.96%
- CAS No.: 13922-41-3
- Formula: C10H9BO2
- Molecular Weight:171.99
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Storage:Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 2 years , -20°C, 1 year
To place orders, for customer services and technical support, please contact: MedChemExpress USA
Tel: 609-228-6898 E-mail: [email protected] [email protected]
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Biological Activity
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Chemical Information
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Solvent & Solubility
- Protocols
- Purity & Documentation
- References
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Help & FAQs
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Biological Activity
Description
In Vitro
1-Naphthaleneboronic acid (20 mg; 5 h) is embedded as a green room-temperature phosphorescent guest in a cell-free boronic acid host-guest complex, and its afterglow color can be regulated by 1-pyrenylboronic acid while remaining stable within the complex[2].
1-Naphthaleneboronic acid forms a stable K+-selective G-quadruplex hydrogel with guanosine at pH 7.4, with optimal stability at 25 mM K+[5].
1-Naphthaleneboronic acid forms cyclic boronate ester (B−O−C) bonds in the G−NapBA/K+ hydrogel[5].
1-Naphthaleneboronic acid dynamically forms an anionic borate ester with guanosine in the G−NapBA/K+ hydrogel[5].
1-Naphthaleneboronic acid can be used as a starting material to synthesize the photosensitizers DBXI and DBAI[4].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 13922-41-3
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Appearance Solid
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Molecular Weight 171.99
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Formula C10H9BO2
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Color White to off-white
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SMILES
OB(O)C1=C(C=CC=C2)C2=CC=C1
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Powder -20°C 3 years 4°C 2 years In solvent -80°C 2 years -20°C 1 year
Solvent & Solubility
In Vitro:
DMSO : 100 mg/mL (581.43 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
In Vivo:
Select the appropriate dissolution method based on your experimental animal and administration route.
- For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
- To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
- The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.
Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 2.5 mg/mL (14.54 mM); Clear solution
This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)
Solubility: ≥ 2.5 mg/mL (14.54 mM); Clear solution
This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:
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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
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%DMSO +
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
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%+
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+%Tween-80 + +
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%Saline +
The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Working solution concentration: 0.22 mg/mL
Method for preparing stock solution: mg drug dissolved in μL DMSO. Stock solution concentration: mg/mL.
1. Take μL DMSO stock solution;
2. Add μL .
μL , mix evenly;
3. Then add μL Tween 80, mix evenly;
4. Then add μL
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Purity & Documentation
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Data Sheet (289 KB)
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SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Korean - KR (393 KB)
- Portuguese - PT (393 KB)
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Handling Instructions (2659 KB)
References
[6]. Tan YJ, et al. Galloyl esters of trans-stilbenes are inhibitors of FASN with anticancer activity on non-small cell lung cancer cells. European journal of medicinal chemistry. 2019 Nov 15;182:111597. [Content Brief]
[9]. Singh S, et al. Discovery of a novel series of N-hydroxypyridone derivatives protecting astrocytes against hydrogen peroxide-induced toxicity via improved mitochondrial functionality. Bioorganic & medicinal chemistry. 2017 Feb 15;25(4):1394-1405. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
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| DMSO | 1 mM | 5.8143 mL | 29.0715 mL | 58.1429 mL | 145.3573 mL |
| 5 mM | 1.1629 mL | 5.8143 mL | 11.6286 mL | 29.0715 mL | |
| 10 mM | 0.5814 mL | 2.9071 mL | 5.8143 mL | 14.5357 mL | |
| 15 mM | 0.3876 mL | 1.9381 mL | 3.8762 mL | 9.6905 mL | |
| 20 mM | 0.2907 mL | 1.4536 mL | 2.9071 mL | 7.2679 mL | |
| 25 mM | 0.2326 mL | 1.1629 mL | 2.3257 mL | 5.8143 mL | |
| 30 mM | 0.1938 mL | 0.9690 mL | 1.9381 mL | 4.8452 mL | |
| 40 mM | 0.1454 mL | 0.7268 mL | 1.4536 mL | 3.6339 mL | |
| 50 mM | 0.1163 mL | 0.5814 mL | 1.1629 mL | 2.9071 mL | |
| 60 mM | 0.0969 mL | 0.4845 mL | 0.9690 mL | 2.4226 mL | |
| 80 mM | 0.0727 mL | 0.3634 mL | 0.7268 mL | 1.8170 mL | |
| 100 mM | 0.0581 mL | 0.2907 mL | 0.5814 mL | 1.4536 mL |
1-Naphthaleneboronic acid Related Classifications
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