N-Acetylserotonin (Synonyms: N-Acetyl-5-hydroxytryptamine,NAS) |
| Catalog No.GC15365 |
La N-acétylsérotonine est un précurseur de la mélatonine et peut activer puissamment le récepteur TrkB.
Products are for research use only. Not for human use. We do not sell to patients.
Cas No.: 1210-83-9
Sample solution is provided at 25 µL, 10mM.
N-Acetylserotonin, a chemical intermediate in melatonin biosynthesis, activates tyrosine kinase receptor B (TrkB) in a circadian rhythm manner. TrkB is a major neurotrophic factor receptor involved in cell survival, differentiation, and synaptic plasticity[1-2]. N-Acetylserotonin is mainly synthesized in the pineal gland and is subsequently methylated by hydroxyindole-O-methyltransferase to synthesize melatonin[3]. N-Acetylserotonin has neuroprotective properties and can exert neuroprotective effects by inhibiting oxidative stress, anti-apoptosis, regulating autophagy dysfunction, and anti-inflammation[1].
In vitro, incubation of primary cerebrocortical neurons (PCNs) with N-Acetylserotonin (0.01nM-100μM; 2h) resulted in statistically significant inhibition of oxygen-glucose deprivation (OGD)-mediated PCN cell death, and exposing PCNs to H2O2 (1000μmol/L) with N-Acetylserotonin resulted in better dose-dependent inhibition of cell death[4]. Pre-incubation neural progenitor cells (NPCs) with N-Acetylserotonin (0, 20, 50, 100, 200, and 400μM; 6h) not only ameliorates H2O2-induced cell viability loss, lactate dehydrogenase (LDH) release, and proliferative and migratory capacity impairments, but counteracts H2O2-triggered production of nitric oxide (NO), reactive oxygen species (ROS), malondialdehyde (MDA), and 8-hydroxy-deoxyguanosine (8-OHdG) in a dose-dependent manner[5].
In vivo, the Brain-derived neurotrophic factor (BDNF) forebrain conditional knockout mice treated with N-Acetylserotonin (20mg/kg; i.p.), both hippocampal and retinal TrkB phosphorylation became evident after 0.5h and peaked 1h following N-Acetylserotonin administration[3]. In the rat striatal injury model induced by 6-hydroxydopamine, treatment with N-Acetylserotonin (2, 5, 10mg/kg·d; i.p.) resulted in a decrease in the number of apomorphine-induced rotations, an increase in dopamine levels, and a decrease in both 3,4-dihydroxyphenylacetic acid and homovanillic acid levels[6]. After treating the traumatic brain injury mouse with N-Acetylserotonin (10mg/kg; i.p.), a decrease in matrix metalloproteinase-9 (MMP-9) and increases in Claudin-5 and Bcl-2 were observed[7].
References:
[1] Kang JH, Guo XD, Wang YD, Kang XW. Neuroprotective Effects of N-acetylserotonin and Its Derivative. Neuroscience. 2023;517:18-25.
[2] Boulle F, Kenis G, Cazorla M, et al. TrkB inhibition as a therapeutic target for CNS-related disorders. Prog Neurobiol. 2012;98(2):197-206.
[3] Jang SW, Liu X, Pradoldej S, et al. N-acetylserotonin activates TrkB receptor in a circadian rhythm. Proc Natl Acad Sci U S A. 2010;107(8):3876-3881.
[4] Zhou H, Wang J, Jiang J, et al. N-acetyl-serotonin offers neuroprotection through inhibiting mitochondrial death pathways and autophagic activation in experimental models of ischemic injury. J Neurosci. 2014;34(8):2967-2978.
[5] Li Q, Wang P, Huang C, et al. N-Acetyl Serotonin Protects Neural Progenitor Cells Against Oxidative Stress-Induced Apoptosis and Improves Neurogenesis in Adult Mouse Hippocampus Following Traumatic Brain Injury. J Mol Neurosci. 2019;67(4):574-588.
[6] Aguiar LM, Macedo DS, de Freitas RM, et al. Protective effects of N-acetylserotonin against 6-hydroxydopamine-induced neurotoxicity. Life Sci. 2005;76(19):2193-2202.
[7] Rui T, Wang Z, Li Q, et al. A TrkB receptor agonist N-acetyl serotonin provides cerebral protection after traumatic brain injury by mitigating apoptotic activation and autophagic dysfunction. Neurochem Int. 2020;132:104606.
| Cell experiment [1]: | |
Cell lines | primary cerebrocortical neurons (PCNs) |
Preparation Method | PCNs, isolated from E14 to E16 mice, were preincubated with N-Acetylserotonin for 2h. PCNs were subjected to oxygen-glucose deprivation (OGD) or H2O2 (1000μmol/L) for 3 or 18h with or without a series of concentrations of N-Acetylserotonin. Then PCNs were stained with 20μM monodansylcadaverine (MDC) in PBS at 37°C for 1h. After washing with PBS, cells were immediately analyzed by fluorescence microscopy. Cell death of PCNs was quantitatively evaluated by the lactate dehydrogenase (LDH) assay. |
Reaction Conditions | 0.01nM, 0.1nM, 1nM, 10nM, 100nM, 1μM, 10μM, 100μM; 2h |
Applications | Incubation of PCNs with N-Acetylserotonin (0.01nM to 100μM) resulted in statistically significant inhibition of OGD-mediated PCN cell death. Exposing PCNs to H2O2 with N-Acetylserotonin resulted in better dose-dependent inhibition of cell death than the OGD-mediated one. |
| Animal experiment [2]: | |
Animal models | TrkB F616A knock-in mouse model of neuron injury |
Preparation Method | Two- to three-month-old Brain-derived neurotrophic factor (BDNF) forebrain conditional knockout mice, which lack cortical, hippocampal, and retinal BDNF, were injected i.p. with N-Acetylserotonin (20mg/kg) or melatonin (1mg/kg). Mice were killed at 0, 0.5, 1, or 2h following drug administration. Brain lysates were prepared and analyzed by immunoblotting with anti-phospho-TrkB Y816. |
Dosage form | 20mg/kg; i.p. |
Applications | Both hippocampal and retinal TrkB phosphorylation was evident after 0.5h and peaked 1h following N-Acetylserotonin administration. In contrast, melatonin had no effect. |
References: | |
| Cas No. | 1210-83-9 | SDF | |
| Synonymes | N-Acetyl-5-hydroxytryptamine,NAS | ||
| Chemical Name | N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-acetamide | ||
| Canonical SMILES | OC1=CC=C(NC=C2CCNC(C)=O)C2=C1 | ||
| Formula | C12H14N2O2 | M.Wt | 218.3 |
| Solubility | ≥ 11.5mg/mL in ethanol | Storage | Store at -20°C |
| General tips | Please select the appropriate solvent to prepare the stock solution according to the
solubility of the product in different solvents; once the solution is prepared, please store it in
separate packages to avoid product failure caused by repeated freezing and thawing.Storage method
and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored
at -20°C, please use it within 1 month. To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time. |
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| Shipping Condition | Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request. | ||
| Prepare stock solution | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 4.5809 mL | 22.9043 mL | 45.8085 mL |
| 5 mM | 0.9162 mL | 4.5809 mL | 9.1617 mL |
| 10 mM | 0.4581 mL | 2.2904 mL | 4.5809 mL |
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