Guaiacylglycerol-beta-guaiacyl ether
Based on 1 Customer Validation
Guaiacylglycerol-beta-guaiacyl ether is a phenolic β-O-4 type lignin model compound that mimics the most common β-O-4 aryl ether linkages in plant lignin. Guaiacylglycerol-beta-guaiacyl ether can be degraded by Bacillus amyloliquefaciens CotA. Guaiacylglycerol-beta-guaiacyl ether is a commonly used model compound for studying the β-O-4 inter-unit linkage, the most abundant substructure in lignin, and can be applied to investigate the reaction pathway of vanillin preparation via alkaline nitrobenzene oxidation.
For research use only. We do not sell to patients.
- Purity: 99.11%
- CAS No.: 7382-59-4
- Formula: C17H20O6
- Molecular Weight:320.34
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Storage:
4°C, stored under nitrogen, away from moisture
* In solvent : -80°C, 6 months; -20°C, 1 month (stored under nitrogen, away from moisture)
Biological Activity
Guaiacylglycerol-beta-guaiacyl ether (GG) (6-30 mg; 10-120 min, 170 °C) undergoes alkaline nitrobenzene oxidation at 170 °C, producing vanillin with a yield of 80.7 mol% after 120 min. This reaction mainly uses 2-methoxy-4-[2-(2-methoxyphenoxy)-vinyl]-phenol (C2EE) as an intermediate, while vanillin is also generated through other unknown non-C2EE pathways[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 7382-59-4
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Appearance Solid
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Molecular Weight 320.34
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Formula C17H20O6
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Color White to off-white
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SMILES
OC1=CC=C(C(C(CO)OC2=C(OC)C=CC=C2)O)C=C1OC
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
4°C, stored under nitrogen, away from moisture
* In solvent : -80°C, 6 months; -20°C, 1 month (stored under nitrogen, away from moisture)
Solvent & Solubility
DMSO : 100 mg/mL (312.17 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, 6 months; -20°C, 1 month (stored under nitrogen, away from moisture). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
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, 6 months; -20°C, 1 month (stored under nitrogen, away from moisture). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
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: ≥ 5 mg/mL (15.61 mM); Clear solution
This protocol yields a clear solution of ≥ 5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (50.0 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: ≥ 5 mg/mL (15.61 mM); Clear solution
This protocol yields a clear solution of ≥ 5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (50.0 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.
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. * In solvent : -80°C, 6 months; -20°C, 1 month (stored under nitrogen, away from moisture)
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 (274 KB)
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SDS (701 KB)
- English - EN (701 KB)
- Français - FR (701 KB)
- Deutsch - DE (701 KB)
- Norwegian - NO (701 KB)
- Español - ES (701 KB)
- Swedish - SV (701 KB)
- Italian - IT (701 KB)
- Korean - KR (701 KB)
- Portuguese - PT (701 KB)
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Handling Instructions (2659 KB)
References
[1]. Yang J, Gao MY, Li M, Li ZZ, Li H, Li HY. Bacillus amyloliquefaciens CotA degradation of the lignin model compound guaiacylglycerol-β-guaiacyl ether. Lett Appl Microbiol. 2018 Nov;67(5):491-496. [Content Brief]
[2]. Hayashi T, et al. Vanillin Production Pathways in Alkaline Nitrobenzene Oxidation of Guaiacylglycerol-β-guaiacyl Ether. J Agric Food Chem. 2023;71(26):10124-10132. [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, 6 months; -20°C, 1 month (stored under nitrogen, away from moisture). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 3.1217 mL | 15.6084 mL | 31.2168 mL | 78.0421 mL |
| 5 mM | 0.6243 mL | 3.1217 mL | 6.2434 mL | 15.6084 mL | |
| 10 mM | 0.3122 mL | 1.5608 mL | 3.1217 mL | 7.8042 mL | |
| 15 mM | 0.2081 mL | 1.0406 mL | 2.0811 mL | 5.2028 mL | |
| 20 mM | 0.1561 mL | 0.7804 mL | 1.5608 mL | 3.9021 mL | |
| 25 mM | 0.1249 mL | 0.6243 mL | 1.2487 mL | 3.1217 mL | |
| 30 mM | 0.1041 mL | 0.5203 mL | 1.0406 mL | 2.6014 mL | |
| 40 mM | 0.0780 mL | 0.3902 mL | 0.7804 mL | 1.9511 mL | |
| 50 mM | 0.0624 mL | 0.3122 mL | 0.6243 mL | 1.5608 mL | |
| 60 mM | 0.0520 mL | 0.2601 mL | 0.5203 mL | 1.3007 mL | |
| 80 mM | 0.0390 mL | 0.1951 mL | 0.3902 mL | 0.9755 mL | |
| 100 mM | 0.0312 mL | 0.1561 mL | 0.3122 mL | 0.7804 mL |