(S)-(-)-Citronellal
(Synonyms: (-)-香茅醛; (-?)?-?Citronellal) 目录号 : GC62747
(-)-Citronellal, a constituent of citronella oil, is used in the synthesis of bioactive compounds.
Cas No.:5949-05-3
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
(-)-Citronellal, a constituent of citronella oil, is used in the synthesis of bioactive compounds.
| Cas No. | 5949-05-3 | SDF | |
| 别名 | (-)-香茅醛; (-?)?-?Citronellal | ||
| 分子式 | C10H18O | 分子量 | 154.25 |
| 溶解度 | 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 | 6.483 mL | 32.4149 mL | 64.8298 mL |
| 5 mM | 1.2966 mL | 6.483 mL | 12.966 mL |
| 10 mM | 0.6483 mL | 3.2415 mL | 6.483 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。
Citronellal perception and transmission by Anopheles gambiae S.S. (Diptera: Culicidae) females
Sci Rep 2020 Oct 29;10(1):18615.PMID:33122679DOI:10.1038/s41598-020-75782-3.
Anopheles gambiae S.S. is a key vector of Plasmodium parasites. Repellents, which may be a promising alternative to pesticides used to control malaria mosquitoes. Although citronellal is a known mosquito repellent, its repellency characteristics are largely unknown. Determining the specific odorant-binding proteins (OBPs) and odorant receptors (ORs) that detect and transfer the citronellal molecule in A. gambiae S.S. will help to define the mode of action of this compound. In this research, we assessed the repellent activity of citronellal in A. gambiae S.S. using a Y-tube olfactory meter, screened candidate citronellal-binding OBPs and ORs using reverse molecular docking, clarified the binding properties of predicted proteins for citronellal using fluorescence competition binding assay. Results showed that citronellal had a dosage effect on repelling A. gambiae S.S.. The 50% repellent rate was determined to be 4.02 nmol. Results of simulated molecular docking showed that the only proteins that bound tightly with citronellal were AgamOBP4 and AgamORC7. Fluorescence competitive binding assays confirmed the simulations. This research determined that citronellal was captured by AgamOBP4 and transmitted to AgamORC7 in A. gambiae S.S.. Our study will be beneficial in the further understanding the repellent mechanism of citronellal against A. gambiae S.S..
[Deodorants and antiperspirants]
Ann Dermatol Venereol 2020 May;147(5):387-395.PMID:32248967DOI:10.1016/j.annder.2020.01.003.
The terms deodorants and antiperspirants very frequently used interchangeably despite the fact that they employ completely different active substances and mechanisms of action. Antiperspirants are necessarily deodorants due to the lack of substrate to decompose. They nevertheless represent a group of very specific substances that create particular problems due to the presence of aluminium chlorohydrate, or ACH, (Al2(OH)5Cl, 2H2O), aluminium sesquichlorohydrate and aluminium-zirconium complex, which, after hydrolysis, causes intense acidification of the skin, hence the importance of inclusion of emollients and pH regulators in formulations. Moreover, systemic aluminium is thought to be genotoxic and to promote breast cancer, and it is thus at the centre of numerous scientific controversies. Nevertheless, its potential toxicity following topical application is related to its ability to penetrate skin, which is as yet poorly understood but considered very low, a fact that may provide some degree of reassurance regarding its use in cosmetic products. Its role in Alzheimer'S disease has not been proven. On the other hand, zirconium salts are considered toxic and are partly regulated in Europe. The problems associated with deodorants are those arising from the presence of antiseptics (triclosan, usnic acid) capable of inducing bacterial resistance, but more particularly, the presence of axillary dermatitis due to the allergenic potential of the fragrances and essential oils used (e.g. isoeugenol, citronellal, lyral, cinnamic aldehyde, etc.).
Tunable Production of ( R)- or ( S)-Citronellal from Geraniol via a Bienzymatic Cascade Using a Copper Radical Alcohol Oxidase and Old Yellow Enzyme
ACS Catal 2022 Jan 21;12(2):1111-1116.PMID:35096467DOI:10.1021/acscatal.1c05334.
Biocatalytic pathways for the synthesis of (-)-menthol, the most sold flavor worldwide, are highly sought-after. To access the key intermediate (R)-citronellal used in current major industrial production routes, we established a one-pot bienzymatic cascade from inexpensive geraniol, overcoming the problematic biocatalytic reduction of the mixture of (E/Z)-isomers in citral by harnessing a copper radical oxidase (CgrAlcOx) and an old yellow enzyme (OYE). The cascade using OYE2 delivered 95.1% conversion to (R)-citronellal with 95.9% ee, a 62 mg scale-up affording high yield and similar optical purity. An alternative OYE, GluER, gave (S)-citronellal from geraniol with 95.3% conversion and 99.2% ee.
Computational Studies Applied to Linalool and Citronellal Derivatives Against Alzheimer'S and Parkinson'S Disorders: A Review with Experimental Approach
Curr Neuropharmacol 2023 Feb 21.PMID:36809939DOI:10.2174/1570159X21666230221123059.
Introduction: Alzheimer'S and Parkinson'S are neurodegenerative disorders that affect a great number of people around the world, seriously compromising the quality of life of individuals, due to motor and cognitive damage. In these diseases, pharmacological treatment is used only to alleviate symptoms. This emphasizes the need to discover alternative molecules for use in prevention. Objective: Using Molecular Docking, this review aimed to evaluate the anti-Alzheimer'S and anti- Parkinson'S activity of linalool and citronellal, as well as their derivatives. Methodology: Before performing Molecular Docking simulations, the compounds' pharmacokinetic characteristics were evaluated. For Molecular Docking, 7 chemical compounds derived from citron- ellal, and 10 compounds derived from linalool, and molecular targets involved in Alzheimer'S and Parkinson'S pathophysiology were selected. Results: According to the Lipinski rules, the compounds under study presented good oral absorption and bioavailability. For toxicity, some tissue irritability was observed. For Parkinson-related targets, the citronellal and linalool derived compounds revealed excellent energetic affinity for α-Synuclein, Adenosine Receptors, Monoamine Oxidase (MAO), and Dopamine D1 receptor proteins. For Alzheimer disease targets, only linalool and its derivatives presented promise against BACE enzyme activity. Conclusion: The compounds studied presented high probability of modulatory activity against the dis- ease targets under study, and are potential candidates for future drugs.
Anesthesia of rainbow trout with citronellal: Efficacy and biochemical effects
J Exp Zool A Ecol Integr Physiol 2022 Mar;337(3):227-237.PMID:34826206DOI:10.1002/jez.2560.
The aim of this study was to assess the anesthetic efficacy and biochemical effects of citronellal on rainbow trout, Oncorhynchus mykiss. The fish were exposed to 200-800 µl/L citronellal to find the anesthesia induction and recovery times. The deep anesthesia stage was reached within 117-613 S, using 800-200 µl/L citronellal, respectively, and all fish recovered within 240-420 S. To assess biochemical responses, the fish were exposed to 200, 400, 600, and 800 µl/L of citronellal and blood-sampled after deep anesthesia. The results showed that anesthesia led to significant elevations in blood erythrocytes, hematocrit, hemoglobin, mean corpuscular volume, plasma lactate, and lactate dehydrogenase; these parameters exhibited increasing trends as citronellal concentration increased. These results along with significantly higher plasma lysozyme activity, cortisol, and glucose levels in 200 µl/L treatment suggest that an increase in citronellal concentration significantly mitigates hypoxia/stress responses in the fish. Significant elevations in plasma alkaline phosphatase activity and malondialdehyde level were observed in the 200 µl/L treatment, which suggests induction of hemolysis and oxidative stress in this treatment. There was a tendency to higher ammonia levels along with the increase in citronellal concentration, which might be due to early ammonia accumulation because of lower opercular movement in the fish. Except for blood hematocrit and mean corpuscular volume, there were no significant differences between the 600 and 800 µl/L citronellal treatments. In conclusion, high concentrations of citronellal are more suitable for trout anesthesia and blood sampling than low concentrations. Based on the present study, 600-800 µl/L citronellal is recommended for trout anesthesia.