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Synaptamide (Dehydroepiandrosteron(DHEA)) (Synonyms: DEA, DHEA, Synaptamide)

Catalog No.GC30815 Copy One-Click Copy Product Info

Synaptamide (Dehydroepiandrosteron(DHEA)) is an endogenous GPR110 (ADGRF1) ligand that stimulates cAMP production with an EC50 value of 1.27nM.

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Synaptamide (Dehydroepiandrosteron(DHEA)) Chemical Structure

Cas No.: 162758-94-3

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Sample solution is provided at 25 µL, 10mM.



Description of Synaptamide (Dehydroepiandrosteron(DHEA))

Synaptamide (Dehydroepiandrosteron(DHEA)) is an endogenous GPR110 (ADGRF1) ligand that stimulates cAMP production with an EC50 value of 1.27nM[1]. By binding to GPR110, Synaptamide activates Gαs protein, increases cAMP, promotes neurogenesis, neurite growth, and synaptogenesis[2]. Synaptamide has been widely used in animal models of brain injury to improve neurological function and inhibit neuroinflammation[3].

In vitro, Synaptamide treatment at 10μM in SIM-A9 cells for 24 hours can reverse the morphological changes of cell induced by lipopolysaccharide and reduce the production of IL-1β and IL-6 induced by lipopolysaccharide[4]. Treatment of rat primary astrocytes with 10μM Synaptamide for 48 hours significantly increased the activity of superoxide dismutase (SOD), without altering the cell morphology[5]. Treatment of rat neural stem cells (NSCs) with 10 nM Synaptamide for 72 hours can reverse the inhibitory effect of 50 mM ethanol on cell differentiation, and also prevent the reduction in Tuj-1 expression and the decrease in phosphorylation levels of PKA and CREB caused by ethanol exposure[6].

In vivo, Synaptamide treatment via subcutaneous injection at a dose of 10mg/kg/day for 7 consecutive days can improve brain function in a traumatic brain injury (TBI) mouse model, alter the morphology of neurons, and reduce inflammation in the cortex[7]. For one week, 10mg/kg/day doses of Synaptamide were administered subcutaneously to reduce the serum levels of inflammatory factors in the TBI rat model, regulate the activation of GFAP and S100β positive astrocytes, decrease nNOS positive immunostaining, and stimulate the secretion of neurotrophic factors[8].

References:
[1] Chen H, Kevala K, Aflaki E, et al. GPR110 ligands reduce chronic optic tract gliosis and visual deficit following repetitive mild traumatic brain injury in mice[J]. Journal of neuroinflammation, 2021, 18(1): 157.
[2] Kim H Y, Huang B X, Spector A A. Molecular and signaling mechanisms for docosahexaenoic acid-derived neurodevelopment and neuroprotection[J]. International Journal of Molecular Sciences, 2022, 23(9): 4635.
[3] Tyrtyshnaia A, Manzhulo O, Manzhulo I. Synaptamide ameliorates hippocampal neurodegeneration and glial activation in mice with traumatic brain injury[J]. International Journal of Molecular Sciences, 2023, 24(12): 10014.
[4] Ponomarenko A I, Tyrtyshnaia A A, Pislyagin E A, et al. N-docosahexaenoylethanolamine reduces neuroinflammation and cognitive impairment after mild traumatic brain injury in rats[J]. Scientific Reports, 2021, 11(1): 756.
[5] Starinets A, Tyrtyshnaia A, Kipryushina Y, et al. Analgesic Activity of Synaptamide in a Rat Sciatic Nerve Chronic Constriction Injury Model[J]. Cells Tissues Organs, 2022, 211(1): 73-84.
[6] Rashid M A, Kim H Y. N-Docosahexaenoylethanolamine ameliorates ethanol-induced impairment of neural stem cell neurogenic differentiation[J]. Neuropharmacology, 2016, 102: 174-185.
[7] Manzhulo I, Tyrtyshnaia A, Egoraeva A, et al. Anti-inflammatory and anti-apoptotic activity of synaptamide improves the morphological state of neurons in traumatic brain injury[J]. Neuropharmacology, 2024, 258: 110094.
[8] Ponomarenko A, Tyrtyshnaia A, Ivashkevich D, et al. Synaptamide modulates astroglial activity in mild traumatic brain injury[J]. Marine Drugs, 2022, 20(8): 538.

Protocol of Synaptamide (Dehydroepiandrosteron(DHEA))

Cell experiment [1]:

Cell lines

SIM-A9 cells

Preparation Method

SIM-A9 cells were cultured in a standard DMEM medium containing 10% fetal bovine serum (FBS), 5% dehydroepiandrosterone (DHS), and 0.5% penicillin/streptomycin. The cells were cultured in a humidified incubator at 37°C and 5% CO2. After the cells adhered to the culture dish, the medium was replaced, and solutions containing different concentrations (0.01, 0.1, 1, 10μM) of Synaptamide were added, along with lipopolysaccharide (1μg/ml). The cells were cultured for 24 hours, and the expression levels of IL1β and IL6 in the cells were detected.

Reaction Conditions

0.01, 0.1, 1, 10μM; 24h

Applications

Synaptamide treatment inhibited lipopolysaccharide-induced IL1β and IL6 production in SIM-A9 cells.
Animal experiment [2]:

Animal models

Male Wistar rats

Preparation Method

Male Wistar rats (260±20g, 3 months old) were housed in a standard environment and had free access to food and water. The environmental temperature was constant (23±2°C), the humidity was constant (55±15%), and the light cycle was 12 hours (lights on at 7:00). The anesthetized rats were subjected to mild craniocerebral injury through a falling weight device, and then were randomly injected with 10mg/kg dose of Synaptamide subcutaneously every day for the following week, and the control group was injected with 0.9% normal saline. Brain tissues were collected for analysis.

Dosage form

10mg/kg/day for 7 days; s.c.

Applications

Synaptamide treatment decreased oxidative stress markers and enhance the production of brain-derived neurotrophic factor (BDNF) in the brain of TBI rats.

References:
[1] Ponomarenko A I, Tyrtyshnaia A A, Pislyagin E A, et al. N-docosahexaenoylethanolamine reduces neuroinflammation and cognitive impairment after mild traumatic brain injury in rats[J]. Scientific Reports, 2021, 11(1): 756.
[2] Ponomarenko A, Tyrtyshnaia A, Ivashkevich D, et al. Synaptamide modulates astroglial activity in mild traumatic brain injury[J]. Marine Drugs, 2022, 20(8): 538.

Chemical Properties of Synaptamide (Dehydroepiandrosteron(DHEA))

Cas No. 162758-94-3 SDF
Synonyms DEA, DHEA, Synaptamide
Chemical Name N-(2-hydroxyethyl)-4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenamide
Canonical SMILES CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(NCCO)=O
Formula C24H37NO2 M.Wt 371.56
Solubility 20mg/mL in DMSO or DMF 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.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Synaptamide (Dehydroepiandrosteron(DHEA))

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 2.6914 mL 13.4568 mL 26.9136 mL
5 mM 538.3 μL 2.6914 mL 5.3827 mL
10 mM 269.1 μL 1.3457 mL 2.6914 mL
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In vivo Formulation Calculator (Clear solution) of Synaptamide (Dehydroepiandrosteron(DHEA))

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Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )

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Average Rating: 5 ★★★★★ (Based on Reviews and 31 reference(s) in Google Scholar.)

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