Nonanal
(Synonyms: 壬醛) 目录号 : GC64403Nonanal 是一种饱和脂肪醛,具有抗腹泻活性。
Cas No.:124-19-6
Sample solution is provided at 25 µL, 10mM.
Quality Control & SDS
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- Purity: >99.50%
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Nonanal is a saturated fatty aldehyde with antidiarrhoeal activity[1].
Nonanal shows a significant activity against B. cereus and L. monocytogenes, the MIC values are both 7.8 μg/ml[1].
Nonanal shows a significant inhibitory effect on mice with diarrhoea induced with castor oil[1].
[1]. Miguel A, et al. Antidiarrhoeal Activity of Nonanal, an Aldehyde Isolated from Artemisia ludoviciana. Pharmaceutical Biology Volume 40, 2002 - Issue 4
Cas No. | 124-19-6 | SDF | Download SDF |
别名 | 壬醛 | ||
分子式 | C9H18O | 分子量 | 142.24 |
溶解度 | DMSO : 100 mg/mL (703.04 mM; Need ultrasonic) | 储存条件 | Store at -20°C |
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1 mg | 5 mg | 10 mg | |
1 mM | 7.0304 mL | 35.1519 mL | 70.3037 mL |
5 mM | 1.4061 mL | 7.0304 mL | 14.0607 mL |
10 mM | 0.703 mL | 3.5152 mL | 7.0304 mL |
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DMSO母液配制方法: mg 药物溶于 μL DMSO溶液(母液浓度 mg/mL,
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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。
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Nonanal Stimulates Growth Factors via Cyclic Adenosine Monophosphate (cAMP) Signaling in Human Hair Follicle Dermal Papilla Cells
Int J Mol Sci 2020 Oct 28;21(21):8054.PMID:33126774DOI:10.3390/ijms21218054.
Human hair follicle dermal papilla cells (DPCs) are a specialized population of cells located in the hair follicles and regulate hair growth and development, particularly by releasing numerous growth factors in response to various physiological conditions. In the present study, we aimed to test whether Nonanal, a scent compound from plants, stimulated growth factors in DPCs and to delineate the underlying mechanisms involved. We found that Nonanal promoted DPC proliferation in a dose-dependent manner. Meanwhile, it also increased the intracellular cyclic adenosine monophosphate (cAMP) levels and the expression of various growth factor genes such as vascular endothelial growth factor, keratinocyte growth factor, and insulin-like growth factor 1. Furthermore, Nonanal treatment stimulated DPC migration. Notably, the benefits of Nonanal use were abrogated by cAMP inhibition. Our results reveal the potential of Nonanal in preventing hair loss and suggest that its effects are cAMP-mediated in DPCs.
Nonanal modulates oviposition preference in female Helicoverpa assulta (Lepidoptera: Noctuidae) via the activation of peripheral neurons
Pest Manag Sci 2020 Sep;76(9):3159-3167.PMID:32333521DOI:10.1002/ps.5870.
Background: The insect olfactory system can recognize odorants for feeding, courtship, oviposition and avoiding natural enemies. Odorant cues from host plants play important roles in insect behaviours. Tobacco (Nicotiana tabacum) is the main cultivated host of the oriental tobacco budworm Helicoverpa assult. Volatiles of tobacco plants attract and stimulate oviposition in female moths. However, it is still not known how female H. assulta recognize tobacco volatiles and which odorant compounds are used as oviposition cues. Results: We detected 14 volatile compounds emitted from a tobacco plant during vegetative growth, using gas chromatography-mass spectrometry. Electroantennogram tests indicated that eight of the 14 compounds induced responses in female H. assulta. Among these eight volatiles, Nonanal greatly increased oviposition preference. Single-sensillum recording (SSR) results showed that many neurons housed in three types of short basiconic sensilla and four types of long basiconic sensilla responded to Nonanal and heptanal as its structural analogue. The responses to Nonanal were significantly stronger than those to the other compounds. Nonanal was the main ligand of OR67, an odorant receptor from H. assulta. This was demonstrated using an in vitro Xenopus oocytes expression system that supported the SSR results. Conclusion: Nonanal is a key signal volatile of tobacco plants that attracts female H. assulta moths to oviposit. © 2020 The Authors. Pest Management Science published by John Wiley & Sons Ltd on behalf of Society of Chemical Industry.
Atmospheric chemistry of Nonanal
Environ Sci Technol 2003 May 15;37(10):2218-25.PMID:12785528DOI:10.1021/es026220p.
During the Southern Oxidants Study 1999 field campaign at Dickson, TN, we conducted measurements of the n-aldehydes propanal, pentanal, hexanal, heptanal, octanal, and Nonanal. Propanal and Nonanal tended to have the largest concentrations, with afternoon maxima of approximately 0.3 ppb. These aldehydes typically represented a significant fraction of the VOC reactivity defined as k(OH)[VOC]. However, this information is misleading with regard to the impact of these aldehydes on ozone formation, as their oxidation can represent a significant NOx sink. Motivated by the relatively large Nonanal concentrations, we conducted a laboratory study of the products of the Nonanal + OH reaction. The OH + Nonanal reaction rate constant was determined via the relative rate technique and found to be 3.6 (+/- 0.7) x 10(-11) cm3 molecule(-1) s(-1). Under conditions of high [NO2]/[NO], we determined that 50 +/- 6% of OH-nonanal reaction occurs via abstraction of the aldehydic H-atom through measurement of the peroxynonanyl nitrate yield. We also studied the production of organic nitrates from OH reaction with Nonanal in the presence of NO. As expected, a major product (20% at large [NO]/[NO2]) of this reaction was 1-nitrooxy octane. We calculate that the branching ratio for 1-nitrooxy octane formation from peroxyoctyl radicals is 0.40 +/- 0.05. On the basis of these measurements, we find that for more than 50% of the time OH reacts with Nonanal (for midday summer conditions) an organic nitrate or PAN compound is formed, making this important atmospheric aldehyde an effective NOx sink.
Nonanal, a new fall armyworm sex pheromone component, significantly increases the efficacy of pheromone lures
Pest Manag Sci 2023 Mar 19.PMID:36935454DOI:10.1002/ps.7460.
Background: The fall armyworm (FAW), Spodoptera frugiperda (J.E. Smith), is a global pest that feeds on >350 plant species and severely limits production of cultivated grasses, vegetable crops and cotton. An efficient way to detect new invasions at early stages, and monitor and quantify the status of established infestations of this pest is to deploy traps baited with species-specific synthetic sex pheromone lures. Results: We re-examined the compounds in the sex pheromone glands of FAW females by gas chromatography-electroantennogram detector (GC-EAD), GC-mass spectrometry (MS), behavioral and field assays. A new bioactive compound from pheromone gland extracts was detected in low amounts (3.0% relative to (Z)-9-tetradecenyl acetate (Z9-14:OAc), the main pheromone component), and identified as Nonanal. This aldehyde significantly increased attraction of male moths to a mix of Z9-14:OAc and (Z)-7-dodecenyl acetate in olfactometer assays. Adding Nonanal to this two-component mix also doubled male trap catches relative to the two-component mix alone in cotton fields, whereas Nonanal alone did not attract any moths. The addition of Nonanal to each of three commercial pheromone lures also increased male catches by 53-135% in sorghum and cotton fields. Conclusion: The addition of Nonanal to pheromone lures should improve surveillance, monitoring and control of FAW populations. © 2023 The Authors. Pest Management Science published by John Wiley & Sons Ltd on behalf of Society of Chemical Industry.
Immunity-associated volatile emissions of β-ionone and Nonanal propagate defence responses in neighbouring barley plants
J Exp Bot 2022 Jan 13;73(2):615-630.PMID:34849759DOI:10.1093/jxb/erab520.
Plants activate biochemical responses to combat stress. (Hemi-)biotrophic pathogens are fended off by systemic acquired resistance (SAR), a primed state allowing plants to respond faster and more strongly upon subsequent infection. Here, we show that SAR-like defences in barley (Hordeum vulgare) are propagated between neighbouring plants, which respond with enhanced resistance to the volatile cues from infected senders. The emissions of the sender plants contained 15 volatile organic compounds (VOCs) associated with infection. Two of these, β-ionone and Nonanal, elicited resistance upon plant exposure. Whole-genome transcriptomics analysis confirmed that interplant propagation of defence in barley is established as a form of priming. Although gene expression changes were more pronounced after challenge infection of the receiver plants with Blumeria graminis f. sp. hordei, differential gene expression in response to the volatile cues of the sender plants included an induction of HISTONE DEACETYLASE 2 (HvHDA2) and priming of TETRATRICOPEPTIDE REPEAT-LIKE superfamily protein (HvTPL). Because HvHDA2 and HvTPL transcript accumulation was also enhanced by exposure of barley to β-ionone and Nonanal, our data identify both genes as possible defence/priming markers in barley. Our results suggest that VOCs and plant-plant interactions are relevant for possible crop protection strategies priming defence responses in barley.