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Palmitoleic acid Sale

(Synonyms: 棕榈油酸;(Z)-Hexadec-9-enoic acid) 目录号 : GC31253

Palmitoleic acid是一种omega-7单不饱和脂肪酸,在澳洲坚果植物中含量很高。

Palmitoleic acid Chemical Structure

Cas No.:373-49-9

规格 价格 库存 购买数量
10mM (in 1mL DMSO)
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50mg
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100mg
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Sample solution is provided at 25 µL, 10mM.

Description

Palmitoleic acid is an omega-7 monounsaturated fatty acid that is found in high concentrations in macadamia nuts[1]. Palmitoleic acid has anti-inflammatory properties and can improve insulin sensitivity in the liver and skeletal muscle[2, 3]. Dietary supplementation with palmitoleic acid can prevent cardiovascular disease and diet-induced metabolic disorders[4].

In vitro, treatment of EAHy926 cells with Palmitoleic acid (1-500μM) for 48h significantly inhibited cell viability and reduced the production of proinflammatory cytokines stimulated by TNFα at doses greater than 200μM[5]. Treatment of hepatocyte cell lines (HepG2, HuH7, and WRL68 cells) with Palmitoleic acid (660μM) for 24h significantly induced cell apoptosis and inhibited insulin receptor downstream signaling[6].

In vivo, topical treatment of skin wounds in Wistar rats with 100μL Palmitoleic acid (100μM) for 15 days significantly accelerated wound closure, reduced the area of injury, and decreased L-selectin concentrations at the wound site[7].

References:
[1] Hu W, Fitzgerald M, Topp B, et al. A review of biological functions, health benefits, and possible de novo biosynthetic pathway of palmitoleic acid in macadamia nuts[J]. Journal of Functional Foods, 2019, 62: 103520.
[2] Souza C O, Teixeira A A S, Biondo L A, et al. Palmitoleic acid reduces high fat diet-induced liver inflammation by promoting PPAR-γ-independent M2a polarization of myeloid cells[J]. Biochimica et Biophysica Acta (BBA)-Molecular and Cell Biology of Lipids, 2020, 1865(10): 158776.
[3] Mozaffarian D, Cao H, King I B, et al. Circulating palmitoleic acid and risk of metabolic abnormalities and new-onset diabetes[J]. The American journal of clinical nutrition, 2010, 92(6): 1350-1358.
[4] Yang Z H, Pryor M, Noguchi A, et al. Dietary palmitoleic acid attenuates atherosclerosis progression and hyperlipidemia in low‐density lipoprotein receptor‐deficient mice[J]. Molecular nutrition & food research, 2019, 63(12): 1900120.
[5] de Souza C O, Valenzuela C A, Baker E J, et al. Palmitoleic acid has stronger anti‐inflammatory potential in human endothelial cells compared to oleic and palmitic acids[J]. Molecular nutrition & food research, 2018, 62(20): 1800322.
[6] Ricchi M, Odoardi M R, Carulli L, et al. Differential effect of oleic and palmitic acid on lipid accumulation and apoptosis in cultured hepatocytes[J]. Journal of gastroenterology and hepatology, 2009, 24(5): 830-840.
[7] Weimann E, Silva M B B, Murata G M, et al. Topical anti-inflammatory activity of palmitoleic acid improves wound healing[J]. PloS one, 2018, 13(10): e0205338.

Palmitoleic acid是一种omega-7单不饱和脂肪酸,在澳洲坚果植物中含量很高[1]。Palmitoleic acid具有抗炎作用,能够提高肝脏和骨骼肌的胰岛素敏感性[2, 3]。在膳食中补充Palmitoleic acid能够预防心血管疾病和饮食引起的代谢紊乱[4]

在体外,Palmitoleic acid(1-500μM)处理EAHy926细胞48h,剂量大于200μM情况下显著抑制了细胞活力,减少了TNFα刺激产生的促炎细胞因子[5]。Palmitoleic acid(660μM)处理肝细胞系(HepG2、HuH7、WRL68细胞)24h,显著诱导了细胞凋亡,抑制了胰岛素受体下游信号传导[6]

在体内,采用100μL Palmitoleic acid(100μM)局部治疗Wistar大鼠皮肤上的伤口15天,显著加速了伤口闭合,减少了受伤面积,降低了伤口部位的L-选择素浓度[7]

实验参考方法

Cell experiment [1]:

Cell lines

EAHy926 cells

Preparation Method

EAHy926 cells were incubated with DMEM or different concentrations (1, 5, 10, 20, 50, 100, 200, and 500μM) of Palmitic acid, Oleic acid, or Palmitoleic acid for 48h and then incubated with or without TNFα (1ng/mL) for another 24h. Cell viability was determined using the MTT assay.

Reaction Conditions

1, 5, 10, 20, 50, 100, 200, 500μM; 48h

Applications

Palmitoleic acid significantly reduced cell viability at concentrations above 200μM.

Animal experiment [2]:

Animal models

Wistar rats

Preparation Method

Animals were initially anaesthetized using ketamine (60mg/kg) and xylazine (10mg/kg), after which a 10mm2 piece of skin was surgically removed from the dorsal region of each rat. After surgery, the wound was treated topically with 100μL of Palmitoleic acid (100μM) or the same volume of sterile phosphate-buffered saline. The rats were maintained in individual cages under a warming lamp and were monitored until fully recovered from the anaesthesia. Palmitoleic acid or PBS was administered once daily, the 15th day was the end point of this experiment.

Dosage form

100μM, Topical treatment of wounds for 15 days

Applications

Palmitoleic acid directly hastened the wound closure. Integration of curves representing the wound closure area monitored over 12 days demonstrated that treating the wound with Palmitoleic acid decreased the wounded area compared with the untreated group.

References:
[1]de Souza C O, Valenzuela C A, Baker E J, et al. Palmitoleic acid has stronger anti?inflammatory potential in human endothelial cells compared to oleic and palmitic acids[J]. Molecular nutrition & food research, 2018, 62(20): 1800322.
[2]Weimann E, Silva M B B, Murata G M, et al. Topical anti-inflammatory activity of palmitoleic acid improves wound healing[J]. PloS one, 2018, 13(10): e0205338.

化学性质

Cas No. 373-49-9 SDF
别名 棕榈油酸;(Z)-Hexadec-9-enoic acid
Canonical SMILES CCCCCC/C=C\CCCCCCCC(O)=O
分子式 C16H30O2 分子量 254.41
溶解度 ≤50mg/ml in ethanol;30mg/ml in DMSO;30mg/ml in dimethyl formamide 储存条件 Store at -20°C
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1 mM 3.9307 mL 19.6533 mL 39.3066 mL
5 mM 0.7861 mL 3.9307 mL 7.8613 mL
10 mM 0.3931 mL 1.9653 mL 3.9307 mL
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