Hexacosanoic acid
(Synonyms: 蜡酸) 目录号 : GC33617
A 26-carbon saturated fatty acid
Cas No.:506-46-7
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Hexacosanoic acid is a 26-carbon saturated (26:0) very-long-chain fatty acid. Plasma levels of hexacosanoic acid are increased in a mouse model of adrenoleukodystrophy, a peroxisomal disorder.1 Increased levels of hexacosanoic acid in red blood cells or in plasma positively correlated with atherosclerotic risk factors and metabolic syndrome, respectively.2,3
1.Kobayashi, T., Shinnoh, N., Kondo, A., et al.Adrenoleukodystrophy protein-deficient mice represent abnormality of very long chain fatty acid metabolismBiochem. Biophys. Res. Commun.232(3)631-636(1997) 2.Antoku, Y., Tsukamoto, K., Miyoshi, Y., et al.Correlations of elevated levels of hexacosanoate in erythrocyte membranes with risk factors for atherosclerosisAtherosclerosis153(1)169-173(2000) 3.Kume, A., Miyazaki, T., Kitamura, Y., et al.High levels of saturated very long-chain fatty acid (hexacosanoic acid; C26:0) in whole blood are associated with metabolic syndrome in Japanese menDiab. Res. Clin. Pract.80(2)259-264(2008)
| Cas No. | 506-46-7 | SDF | |
| 别名 | 蜡酸 | ||
| Canonical SMILES | CCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O | ||
| 分子式 | C26H52O2 | 分子量 | 396.69 |
| 溶解度 | DMSO: 5 mg/mL (12.60 mM) | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 2.5209 mL | 12.6043 mL | 25.2086 mL |
| 5 mM | 0.5042 mL | 2.5209 mL | 5.0417 mL |
| 10 mM | 0.2521 mL | 1.2604 mL | 2.5209 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
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。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
High Hexacosanoic acid levels are associated with coronary artery disease
Atherosclerosis 2014 Apr;233(2):429-433.PMID:24530774DOI:10.1016/j.atherosclerosis.2014.01.031.
Aims: Levels of saturated very long chain fatty acids (VLCFAs) are associated with coronary risk factors, including metabolic syndrome (MS), atherogenic lipoproteins, and systemic inflammation. However, the relationship between circulating levels of saturated VLCFA and coronary artery disease (CAD) remains unclear. Method: We enrolled 100 consecutive CAD patients and 40 age-, gender-, and body mass index (BMI)-matched healthy control subjects. The levels of Hexacosanoic acid (C26:0), a VLCFA, in whole blood were measured by gas-liquid chromatography mass spectrometry. Results: C26:0 levels were significantly higher in the CAD group than in the control group (2.42±0.32 vs. 2.27±0.24 μg/ml, P=0.01) and positively correlated with BMI (r=0.23, P=0.008), triglyceride levels (r=0.22, P=0.01), and hypertension (P=0.01). CAD patients with MS showed the highest C26:0 levels adjusted by hematocrit. Furthermore, adjusted C26:0 levels in CAD patients without MS were higher than those in controls (P=0.02), suggesting that C26:0 levels increased with the presence of CAD independent of MS. Our multivariate analysis revealed that high C26:0 levels in whole blood is an independent marker for CAD even after adjustment for age, gender, BMI, lipid profiles, fasting plasma glucose, and blood pressure. Conclusion: High C26:0 levels in whole blood may be an independent marker for identifying the risks of CAD.
Chemical Synthesis of a Very Long-Chain Fatty Acid, Hexacosanoic acid (C26:0), and the Ceramide Containing Hexacosanoic acid
J Nutr Sci Vitaminol (Tokyo) 2015;61(3):222-7.PMID:26226958DOI:10.3177/jnsv.61.222.
Hexacosanoic acid (C26:0) (1), a very long-chain fatty acid, is related to various diseases such as adrenoleukodystrophy (ALD), adrenomyeloneuropathy (AMN) and atherosclerosis. As the level of 1 higher than the normal is related to diseases above, Hexacosanoic acid (1) and the ceramide 2, which contains 1, are thought to play an important role in various tissues. Hexacosanoic acid (1) is known to be a waxy solid and to be hard to dissolve in water as well as organic solvents. Due to this physical property, it is not easy to handle Hexacosanoic acid (1) in a laboratory. Therefore, efficient chemical synthesis of the compounds 1 and 2 has not been reported. Here, we report a versatile synthetic method for Hexacosanoic acid (1) and the ceramide 2 containing the fatty acid 1. Synthesis of Hexacosanoic acid (1) was achieved by applying the coupling of two alkyl units as a key step. Ceramide 2 was efficiently synthesized by applying the reported procedure together with Hexacosanoic acid (1) synthesized here. This synthetic strategy has an advantage of getting various carbon chain length fatty acids and their ceramides by using a variety of carbon chain units. This method is also applicable for large-scale synthesis. In addition, these compounds 1 and 2 are useful for investigation of details of these compounds related to diseases such as ALD and AMN.
Fatty acid profiles in demented patients: identification of Hexacosanoic acid (C26:0) as a blood lipid biomarker of dementia
J Alzheimers Dis 2015;44(4):1349-59.PMID:25428249DOI:10.3233/JAD-142046.
Background: Several lipid metabolism alterations have been described in the brain and plasma of Alzheimer's disease (AD) patients, suggesting a relation between lipid metabolism alteration and dementia. Objective: We attempted to identify blood fatty acids as biomarkers of dementia. Methods: Fatty acid profiles were established using gas chromatography with or without mass spectrometry on matched plasma and red blood cells (RBCs) of demented patients diagnosed with AD, vascular dementia, or other dementia, and compared with a control group of elderly individuals. The severity of dementia was evaluated with the Mini-Mental State Examination test. Results: Fatty acid analysis showed significant variations of fatty acid levels in demented patients including AD patients. The highest plasma and RBC accumulation was found with Hexacosanoic acid (C26:0). Our data also support that alterations of desaturase and elongase activities may contribute to cognitive dysfunction. Conclusion: The variations of fatty acid levels and the accumulation of C26:0 in the plasma and RBCs highlight an alteration of fatty acid metabolism in demented patients and point toward possible peroxisomal dysfunction. It is suggested that C26:0 may constitute a convenient blood biomarker of dementia that could be useful in routine medical practice.
Effects of palmitic acid (16:0), Hexacosanoic acid (26:0), ethephon and methyl jasmonate on the cuticular wax composition, structure and expression of key gene in the fruits of three pear cultivars
Funct Plant Biol 2020 Feb;47(2):156-169.PMID:31930956DOI:10.1071/FP19117.
The chemical composition, crystal morphology and expression levels of associated genes involved in the cuticular wax of three pear cultivars 'Housui', 'Cuiguan' and 'Yuluxiang' after treatment with palmitic acid (PA), Hexacosanoic acid (HA), ethephon and methyl jasmonate (Meja) were determined. A total of 59 cuticular wax compounds were detected across all samples. The wax coverage of 'Housui' fruits increased by 71.74, 93.48 and 89.13% after treatment with PA, ethephon and Meja, respectively, and treatment with PA, HA and Meja also increased the wax coverage in 'Cuiguan' (65.33, 20.00 and 21.33% respectively) and in 'Yuluxiang' (38.60, 63.16 and 42.11% respectively) fruits. Heatmap clustering analysis and partial least-squares-discriminate analysis (PLS-DA) also revealed that the different treatments exerted various influences on cuticular wax among the different cultivars. In addition, the wax component coverage and wax crystal structures showed variations among the different cultivars as well as different treatments. Gene expression analysis revealed 11 genes likely to be involved in pear fruit wax synthesis, transport and regulation. Taken together, the results of this study demonstrate that the differences in the cuticular waxes of the fruits of different cultivars after treatment with PA, HA, ethephon or Meja might lead to a better understanding of the regulatory effect of a substrate or elicitor on the composition and deposition of cuticular waxes.
Increased synthesis of Hexacosanoic acid (C23:0) by cultured skin fibroblasts from patients with adrenoleukodystrophy (ALD) and adrenomyeloneuropathy (AMN)
J Biochem 1981 Oct;90(4):1233-6.PMID:7309718DOI:10.1093/oxfordjournals.jbchem.a133578.
We studied the metabolism of radioactive stearic acid by cultured skin fibroblasts from patients wtih adrenoleukodystrophy (ALD) and its variant, adrenomyeloneuropathy (AMN), to clarify the mechanism of the increased content of very long chain saturated fatty acids in cholesterol esters and sphingolipids, which are known to be the characteristic biochemical changes in ALD and AMN. A substantial amount of Hexacosanoic acid (C26 : 0) wa synthesized from stearic acid by ALD and AMN fibroblasts, whereas only a trace amount of Hexacosanoic acid was synthesized by control fibroblasts. This indicates that the primary biochemical defect in ALD and AMN may involved the elongation system of very long chain fatty acids.