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α-Linolenic acid/α-亚麻酸 {[allProObj[0].p_purity_real_show]}

货号:A843943 同义名: α-亚麻酸 / Octadecatrienoic acid (all cis-9,12,15); alpha-Linolenic acid

α-Linolenic acid是一种必需脂肪酸,通过调节 PI3K/Akt 信号通路影响血栓形成,具有抗心律失常和抗炎作用。

α-Linolenic acid/α-亚麻酸 化学结构 CAS号:463-40-1
α-Linolenic acid/α-亚麻酸 化学结构
CAS号:463-40-1
α-Linolenic acid/α-亚麻酸 3D分子结构
CAS号:463-40-1
α-Linolenic acid/α-亚麻酸 化学结构 CAS号:463-40-1
α-Linolenic acid/α-亚麻酸 3D分子结构 CAS号:463-40-1
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α-Linolenic acid/α-亚麻酸 纯度/质量文件 产品仅供科研

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α-Linolenic acid/α-亚麻酸 生物活性

靶点
  • PI3K

描述 α-Linolenic acid (ALA), isolated from seed oils, is an essential fatty acid that cannot be synthesized by humans. α-Linolenic acid possess the anti-arrhythmic properties and is related to cardiovascular disease and cancer. α-Linolenic acid (50, 100, 250 mg/kg; for 10 days) can completely inhibit collagen- and adrenaline-induced thrombosis in mice at 250 mg/kg. α-Linolenic acid (35, 70, 175 mg/kg) suppresses A-V thrombus formation in rats (weighing at 250 ~ 300 g). α-Linolenic acid (70 or 175 mg/kg) inhibits collagen stimulated platelet aggregation in rats[3]. ALA but not LA supplementation alleviated systolic blood pressure elevation and improved ACh-induced, endothelium-dependent vasodilation in both spontaneously hypertensive rats (SHRs) and AngII-induced hypertensive mice. In primary cultured endothelial cells, ALA treatment directly inhibited SIRT3 reduction, SOD2 hyperacetylation, mitochondrial ROS overproduction and alleviated autophagic flux impairment induced by AngII plus TNFα treatment[4]. Consumption of vegetable oils rich in alpha-linolenic acid could confer important cardiovascular protection[5]. α-linolenic acid prevents ER stress-mediated apoptosis of stearic acid lipotoxicity on primary rat hepatocytes might become a target to develop new antiapoptotic compounds in nonalcoholic fatty liver disease[6]. ALA also as a potential nutraceutical to protect the brain from stroke, characterized by its pleiotropic effects in neuroprotection, vasodilation of brain arteries, and neuroplasticity[7].

α-Linolenic acid/α-亚麻酸 细胞实验

Cell Line
Concentration Treated Time Description References
Human aortic endothelial cells (HAEC) 25 µM 24 hours ALA treatment directly inhibited SIRT3 reduction, SOD2 hyperacetylation, mitochondrial ROS overproduction, and alleviated autophagic flux impairment induced by AngII plus TNFα treatment. These beneficial effects were completely blocked by silencing SIRT3. Cell Death Dis. 2020 Feb 3;11(2):83
GNM cells 0, 25, 50, 100, 200, 400, 600, 800 µM 24 hours ALA significantly decreased the cell viability of GNM cells, with a survival rate of 79.1% at a dose of 400 μM of ALA, and a survival rate of approximately 5% at 800 μM of ALA. Nutrients. 2023 Dec 1;15(23):4992
SAS cells 0, 25, 50, 100, 200, 400, 600, 800 µM 24 hours ALA significantly reduced the cell viability of SAS cells, with a survival rate of 67.9% at a dose of 200 μM of ALA, while at 600 μM of ALA, the survival rate was only about 3.7%. Nutrients. 2023 Dec 1;15(23):4992
U2OS cells 0, 10, 20, 30, 40, 60, 80, 100, 150, 200 µM 24 hours To assess the effect of α-linolenic acid on the viability of U2OS cells, results showed that α-linolenic acid inhibited cell proliferation in a dose-dependent manner with an IC50 value of 49.8 ± 0.50 μM. Molecules. 2022 Apr 24;27(9):2741
143B cells 0, 10, 20, 30, 40, 60, 80, 100, 150, 200 µM 24 hours To assess the effect of α-linolenic acid on the viability of 143B cells, results showed that α-linolenic acid inhibited cell proliferation in a dose-dependent manner with an IC50 value of 56.93 ± 0.23 μM. Molecules. 2022 Apr 24;27(9):2741
MG63 cells 0, 10, 20, 30, 40, 60, 80, 100, 150, 200 µM 24 hours To assess the effect of α-linolenic acid on the viability of MG63 cells, results showed that α-linolenic acid inhibited cell proliferation in a dose-dependent manner with an IC50 value of 51.69 ± 0.14 μM. Molecules. 2022 Apr 24;27(9):2741
T cells 10 µM 3 weeks The infiltration of T cells into the epidermis was reduced when ALA was added to the culture medium, and significant decreases in the levels of inflammatory cytokines and chemokines such as CXCL1, interleukin-6 (IL-6) and interleukin-8 (IL-8) were consequently measured in psoriatic substitutes supplemented with this n-3 PUFA. Cells. 2022 Apr 30;11(9):1513
Keratinocytes 10 µM 3 weeks ALA supplementation regulated the hyperproliferation and abnormal cell differentiation of psoriatic keratinocytes stimulated by T cells. Additionally, the exogenous ALA was correctly incorporated into the phospholipids of keratinocytes, which resulted in increased levels of ALA, eicosapentaenoic acid (EPA) and n-3 docosapentaenoic acid (n-3 DPA). Cells. 2022 Apr 30;11(9):1513

α-Linolenic acid/α-亚麻酸 动物实验

Species
Animal Model
Administration Dosage Frequency Description References
Spontaneously hypertensive rats (SHRs) and AngII-induced hypertensive mice Spontaneously hypertensive rat model and AngII-induced hypertensive mouse model Dietary supplementation 10% flaxseed oil (ALA-supplemented diet) Continued for 8 weeks (SHRs) or 4 weeks (AngII-induced hypertensive mice) ALA supplementation alleviated systolic blood pressure elevation and improved ACh-induced, endothelium-dependent vasodilation in both SHRs and AngII-induced hypertensive mice. It also restored vascular SIRT3 expression, reduced SOD2 hyperacetylation, and mitochondrial ROS overproduction. Cell Death Dis. 2020 Feb 3;11(2):83
BALB/c nude mice HepG2 and MCF-7/ADR cell xenograft models Intravenous injection 40 mg/kg ALA-PTX Every 3 days for 4 times Evaluate in vivo antitumor activity of ALA-PTX NPs, results showed significant tumor growth inhibition Int J Nanomedicine. 2021 Oct 27;16:7269-7281
BALB/c mice OVA-induced allergic rhinitis mouse model Intragastric administration 500 and 2000 mg/kg Once daily for 14 days ALA significantly alleviated nasal symptoms, reduced OVA-sIgE levels in serum, relieved histopathological injuries in the nasal mucosa, and downregulated mRNA expression levels of IL-6 and IL-1β. ALA also significantly moderated the imbalance of Th1/Th2 cells, increased mRNA expression levels of T-bet and STAT1, and reduced GATA3 and STAT6. Molecules. 2022 Sep 11;27(18):5893

α-Linolenic acid/α-亚麻酸 临床研究

NCT号 适应症或疾病 临床期 招募状态 预计完成时间 地点
NCT00892684 Allergies Not Applicable Unknown September 2011 Sweden ... 展开 >> University Hospital Linkoeping, Sweden, 58185 收起 <<
NCT01943409 Obstruction C... 展开 >>ancer Ileus Malnutrition Surgery 收起 << Phase 4 Recruiting June 2019 Canada, Ontario ... 展开 >> University Health Network Recruiting Toronto, Ontario, Canada, M5G 2C4 Contact: Sultan Alenezi, MScAHN    +1-416-340-4413    sultan.alenezi@uhnresearch.ca    Contact: Monica L Ponta, MD    +1-416-340-4413    monica.ponta@uhnresearch.ca    Principal Investigator: Johane P Allard, MD 收起 <<
NCT02590848 Vitamin/Nutritional Deficiency... 展开 >> Neurobehavioral Manifestations 收起 << Not Applicable Active, not recruiting January 2019 Spain ... 展开 >> Fundació Centre de Recerca en Epidemiologia Ambiental Barcelona, Spain, 08003 收起 <<

α-Linolenic acid/α-亚麻酸 参考文献

[1]Jovanovski E, Li D, et al. The effect of alpha-linolenic acid on glycemic control in individuals with type 2 diabetes: A systematic review and meta-analysis of randomized controlled clinical trials. Medicine (Baltimore). 2017 May;96(21):e6531.

[2]Marei WFA, De Bie J, et al. Alpha-linolenic acid protects the developmental capacity of bovine cumulus-oocyte complexes matured under lipotoxic conditions in vitro. Biol Reprod. 2017 May 18.

[3]Yang Q, Cao W, Zhou X, Cao W, Xie Y, Wang S. Anti-thrombotic effects of α-linolenic acid isolated from Zanthoxylum bungeanum Maxim seeds. BMC Complement Altern Med. 2014 Sep 23;14:348

[4]Li G, Wang X, Yang H, Zhang P, Wu F, Li Y, Zhou Y, Zhang X, Ma H, Zhang W, Li J. α-Linolenic acid but not linolenic acid protects against hypertension: critical role of SIRT3 and autophagic flux. Cell Death Dis. 2020 Feb 3;11(2):83

[5]Campos H, Baylin A, Willett WC. Alpha-linolenic acid and risk of nonfatal acute myocardial infarction. Circulation. 2008 Jul 22;118(4):339-45

[6]Zhang Y, Dong L, Yang X, Shi H, Zhang L. α-Linolenic acid prevents endoplasmic reticulum stress-mediated apoptosis of stearic acid lipotoxicity on primary rat hepatocytes. Lipids Health Dis. 2011 May 18;10:81

[7]Blondeau N, Lipsky RH, Bourourou M, Duncan MW, Gorelick PB, Marini AM. Alpha-linolenic acid: an omega-3 fatty acid with neuroprotective properties-ready for use in the stroke clinic? Biomed Res Int. 2015;2015:519830

α-Linolenic acid/α-亚麻酸 实验方案

计算器
存储液制备 1mg 5mg 10mg

1 mM

5 mM

10 mM

3.59mL

0.72mL

0.36mL

17.96mL

3.59mL

1.80mL

35.92mL

7.18mL

3.59mL

α-Linolenic acid/α-亚麻酸 技术信息

CAS号463-40-1
分子式C18H30O2
分子量 278.43
SMILES Code CC/C=C\C/C=C\C/C=C\CCCCCCCC(O)=O
MDL No. MFCD00065720
别名 α-亚麻酸 ;Octadecatrienoic acid (all cis-9,12,15); alpha-Linolenic acid; DPN63401; C18:3 (all cis-9,12,15) Fatty acid
运输蓝冰
InChI Key DTOSIQBPPRVQHS-PDBXOOCHSA-N
Pubchem ID 5280934
存储条件

In solvent -20°C:3-6个月-80°C:12个月

溶解方案

DMSO: 105 mg/mL(377.12 mM),配合低频超声助溶,注意:DMSO长时间开封后,会吸水并导致溶解能力下降,请避免使用长期开封的DMSO

无水乙醇: 100 mg/mL(359.16 mM),配合低频超声助溶,注意:无水乙醇开封后,易挥发,也会吸收空气中的水分,导致溶解能力下降,请避免使用开封较久的乙醇

请根据您的动物给药指南选择适当的溶解方案。
以下溶解方案都请先按照体外实验的方式配制澄清的储备液,再依次添加助溶剂:
——为保证实验结果的可靠性,澄清的储备液可以根据储存条件,适当保存;体内实验的工作液,建议现用现配,当天使用; 以下溶剂前显示的百分比是指该溶剂在终溶液中的体积占比;如在配制过程中出现沉淀、析出现象,可以通过加热和/或超声的方式助溶
方案 一
方案 二
方案 三
配制的工作液建议现用现配,短期内尽快用完。 以下溶剂前显示的百分比是指该溶剂在终溶液中的体积占比;如在配制过程中出现沉淀、析出现象,可以通过加热和/或超声的方式助溶
方案 一
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