Ethylvanillin
(Synonyms: 乙基香兰素) 目录号 : GC33441
Ethylvanillin (Ethylprotal, Bourbonal, Rhodiarome) is the organic flavorant. It is about three times as potent as vanillin and used in the production of chocolate.
Cas No.:121-32-4
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >99.50%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Ethylvanillin (Ethylprotal, Bourbonal, Rhodiarome) is the organic flavorant. It is about three times as potent as vanillin and used in the production of chocolate.
| Cas No. | 121-32-4 | SDF | |
| 别名 | 乙基香兰素 | ||
| Canonical SMILES | O=CC1=CC=C(O)C(OCC)=C1 | ||
| 分子式 | C9H10O3 | 分子量 | 166.17 |
| 溶解度 | Ethanol : ≥ 100 mg/mL (601.79 mM);DMSO : ≥ 100 mg/mL (601.79 mM) | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 6.0179 mL | 30.0897 mL | 60.1793 mL |
| 5 mM | 1.2036 mL | 6.0179 mL | 12.0359 mL |
| 10 mM | 0.6018 mL | 3.009 mL | 6.0179 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Conformational equilibria in vanillin and Ethylvanillin
Phys Chem Chem Phys 2010 Oct 21;12(39):12486-93.PMID:20721403DOI:10.1039/c0cp00585a.
The conformational equilibria of vanillin and Ethylvanillin have been investigated in a supersonic jet expansion using rotational spectroscopy. Two conformers have been detected for each molecule, with a dominant O-H···O intramolecular hydrogen bond locking the local conformation of the hydroxyl and methoxy/ethoxy groups. As a consequence, the observed conformers of vanillin differ only in the orientation of the aldehyde group, either cis or trans with respect to the methoxy group. For Ethylvanillin the ethoxy group would plausibly generate additional trans (in-plane) or gauche (out-of-plane) orientations. However, the two detected conformations exhibit only planar ethoxy trans arrangements, with the gauche forms most probably depopulated by collisional relaxation in the jet. Torsional tunneling effects due to internal rotation of the terminal methyl groups were not detectable, indicating internal rotation barriers above 12.3 kJ mol(-1). The conformational population ratios in the jet have been estimated from relative intensity measurements. Ab initio (MP2) and DFT calculations using B3LYP and the recent M05-2X empirical functional supplemented the experimental work, describing the rotational parameters, conformational landscape and the aldehyde and methyl internal rotation barriers in these molecules.
Electrosprayed nanoparticle delivery system for controlled release
Mater Sci Eng C Mater Biol Appl 2016 Sep 1;66:138-146.PMID:27207047DOI:10.1016/j.msec.2016.04.001.
This study utilises an electrohydrodynamic technique to prepare core-shell lipid nanoparticles with a tunable size and high active ingredient loading capacity, encapsulation efficiency and controlled release. Using stearic acid and Ethylvanillin as model shell and active ingredients respectively, we identify the processing conditions and ratios of lipid:Ethylvanillin required to form nanoparticles. Nanoparticles with a mean size ranging from 60 to 70nm at the rate of 1.37×10(9) nanoparticles per minute were prepared with different lipid:Ethylvanillin ratios. The polydispersity index was ≈21% and the encapsulation efficiency ≈70%. It was found that the rate of Ethylvanillin release was a function of the nanoparticle size, and lipid:Ethylvanillin ratio. The internal structure of the lipid nanoparticles was studied by transmission electron microscopy which confirmed that the Ethylvanillin was encapsulated within a stearic acid shell. Fourier transform infrared spectroscopy analysis indicated that the Ethylvanillin had not been affected. Extensive analysis of the release of Ethylvanillin was performed using several existing models and a new diffusive release model incorporating a tanh function. The results were consistent with a core-shell structure.
Effect-directed profiling of 32 vanilla products, characterization of multi-potent compounds and quantification of vanillin and Ethylvanillin
J Chromatogr A 2021 Aug 30;1652:462377.PMID:34271255DOI:10.1016/j.chroma.2021.462377.
Food testing is of great importance to the food industry and organizations to verify the authenticity claims, to prove the quality of raw materials and products, and to ensure food safety. The market prices of vanilla differed by a factor of about 20 in the last three decades. Therefore the risk of adulteration and counterfeiting of vanilla products is high. Instead of commonly used target analyses and sum parameter assays, a complementary non-target multi-imaging effect-directed screening was developed, which provided a new perspective on the wide range of vanilla product qualities on the market. Planar chromatography was combined with effect-directed assays, and the obtained biological and biochemical profiles of 32 vanilla products from nine different categories revealed a variety of active ingredients. Depending on the region, typical vanilla product profiles and activity patterns were obtained for pods, tinctures, paste (inner part), oleoresin and powders. However, some vanilla products showed additional active compounds and a different intensity pattern. The vanilla product profiles substantially differed from those of vanilla aroma or products containing synthetic vanillin or vanilla-flavored food products. Bioactive compounds of interest were online eluted and further characterized via HPTLC-HRMS, which allowed their tentative assignment. After purchase of the standards, these were successfully confirmed by co-chromatography. Quantification of vanillin across nine different product categories revealed levels ranging from 1 µg/g to 36 mg/g with a mean repeatability of 1.9%. The synthetic Ethylvanillin was not detected in the investigated samples in significant concentrations. The assessment of differences in the activity patterns pointed to highly active compounds, which were not detected at UV/Vis/FLD but first via the biological and enzymatic assays. This effect-directed profiling bridges the gap from analytical food chemistry to food toxicology, and thus, makes an important contribution to consumer safety. In the same way, it would accelerate investigations for Registration, Evaluation, Authorisation and Restriction of Chemicals (REACH) according to Regulation (EC) No. 1907/2006.
The Applications of Sensors and Biosensors in Investigating Drugs, Foods, and Nutraceuticals
Sensors (Basel) 2019 Aug 2;19(15):3395.PMID:31382422DOI:10.3390/s19153395.
The present Special Issue is focused on developing and applying several sensors, biosensor devices, and actuators for the analysis of drugs, foods, and nutraceuticals. Some applications concern classical topics, such as clostridium determination in dairy products, flavouring material in foods like Ethylvanillin, or the antioxidant properties of fruit juices, while other applications are more innovative, such as food safety analysis, artificial human senses (electronic nose, or tongue) development, or ethanol determination in pharmaceutical drugs, or forensic purposes using catalytic fuel cell; and lastly, new studies devoted to intelligent food packaging. Therefore, this Special Issue should interest both specialists in the sector and readers who are simply curious, or are simply interested in innovations in the field of food and drug analysis.
Quantitative affinity measurement of small molecule ligand binding to major histocompatibility complex class-I-related protein 1 MR1
J Biol Chem 2022 Dec;298(12):102714.PMID:36403855DOI:10.1016/j.jbc.2022.102714.
The Major Histocompatibility Complex class I-related protein 1 (MR1) presents small molecule metabolites, drugs, and drug-like molecules that are recognized by MR1-reactive T cells. While we have an understanding of how antigens bind to MR1 and upregulate MR1 cell surface expression, a quantitative, cell-free, assessment of MR1 ligand-binding affinity was lacking. Here, we developed a fluorescence polarization-based assay in which fluorescent MR1 ligand was loaded into MR1 protein in vitro and competitively displaced by candidate ligands over a range of concentrations. Using this assay, ligand affinity for MR1 could be differentiated as strong (IC50 < 1 μM), moderate (1 μM < IC50 < 100 μM), and weak (IC50 > 100 μM). We demonstrated a clear correlation between ligand-binding affinity for MR1, the presence of a covalent bond between MR1 and ligand, and the number of salt bridge and hydrogen bonds formed between MR1 and ligand. Using this newly developed fluorescence polarization-based assay to screen for candidate ligands, we identified the dietary molecules vanillin and Ethylvanillin as weak bona fide MR1 ligands. Both upregulated MR1 on the surface of C1R.MR1 cells and the crystal structure of a MAIT cell T cell receptor-MR1-ethylvanillin complex revealed that Ethylvanillin formed a Schiff base with K43 of MR1 and was buried within the A'-pocket. Collectively, we developed and validated a method to quantitate the binding affinities of ligands for MR1 that will enable an efficient and rapid screening of candidate MR1 ligands.