Gadoleic Acid
(Synonyms: C20:1(9Z), cis-11-Eicosenoic Acid) 目录号 : GC48778
A monounsaturated fatty acid
Cas No.:29204-02-2
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
Gadoleic acid is a monounsaturated fatty acid.1,2 It inhibits the dsDNA binding activity of p53 when used at a concentration of 1.2 nM.1 Hepatic levels of gadoleic acid are reduced in rats fed a high-fat or a high-fat high-cholesterol diet and increased in rats fed a high-cholesterol diet.2
1.Iijima, H., Kasai, N., Chiku, H., et al.The inhibitory action of long-chain fatty acids on the DNA binding activity of p53Lipids41(6)521-527(2006) 2.Serviddio, G., Bellanti, F., Villani, R., et al.Effects of dietary fatty acids and cholesterol excess on liver injury: A lipidomic approachRedox Biol.9296-305(2016)
| Cas No. | 29204-02-2 | SDF | |
| 别名 | C20:1(9Z), cis-11-Eicosenoic Acid | ||
| Canonical SMILES | CCCCCCCCCC/C=C\CCCCCCCC(O)=O | ||
| 分子式 | C20H38O2 | 分子量 | 310.5 |
| 溶解度 | Ethanol: soluble | 储存条件 | -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 | 3.2206 mL | 16.1031 mL | 32.2061 mL |
| 5 mM | 0.6441 mL | 3.2206 mL | 6.4412 mL |
| 10 mM | 0.3221 mL | 1.6103 mL | 3.2206 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。
Dietary fatty acid intake is associated with paraoxonase 1 activity in a cohort-based analysis of 1,548 subjects
Lipids Health Dis 2013 Dec 12;12:183.PMID:24330840DOI:10.1186/1476-511X-12-183.
Background: Paraoxonase 1 (PON1) is a cardioprotective, HDL-associated glycoprotein enzyme with broad substrate specificity. Our previous work found associations between dietary cholesterol and vitamin C with PON1 activity. The goal of this study was to determine the effect of specific dietary fatty acid (DFA) intake on PON1 activity. Methods: 1,548 participants with paraoxonase activity measures completed the Harvard Standardized Food Frequency Questionnaire to determine their daily nutrient intake over the past year. Eight saturated, 3 monounsaturated, and 6 polyunsaturated DFAs were measured by the questionnaire. To reduce the number of observations tested, only specific fatty acids that were not highly correlated (r < 0.8) with other DFAs or that were representative of other DFAs through high correlation within each respective group (saturated, monounsaturated, or polyunsaturated) were retained for analysis. Six specific DFA intakes - myristic acid (14 carbon atoms, no double bonds - 14:0), oleic acid (18:1), Gadoleic Acid (20:1), α-linolenic acid (18:3), arachidonic acid (20:4), and eicosapentaenoic acid (20:5) - were carried forward to stepwise linear regression, which evaluated the effect of each specific DFA on covariate-adjusted PON1 enzyme activity. Results: Four of the 6 tested DFA intakes - myristic acid (p = 0.038), Gadoleic Acid (p = 6.68 × 10(-7)), arachidonic acid (p = 0.0007), and eicosapentaenoic acid (p = 0.013) - were independently associated with covariate-adjusted PON1 enzyme activity. Myristic acid, a saturated fat, and Gadoleic Acid, a monounsaturated fat, were both positively associated with PON1 activity. Both of the tested polyunsaturated fats, arachidonic acid and eicosapentaenoic acid, were negatively associated with PON1 activity. Conclusions: This study presents the largest cohort-based analysis of the relationship between dietary lipids and PON1 enzyme activity. Further research is necessary to elucidate and understand the specific biological mechanisms, whether direct or regulatory, through which DFAs affect PON1 activity.
Long-chain monounsaturated fatty acids improve endothelial function with altering microbial flora
Transl Res 2021 Nov;237:16-30.PMID:33775867DOI:10.1016/j.trsl.2021.03.016.
Fish oil-derived long-chain monounsaturated fatty acids (LCMUFAs) with a carbon chain length longer than 18 units ameliorate cardiovascular risk in mice. In this study, we investigated whether LCMUFAs could improve endothelial functions in mice and humans. In a double-blind, randomized, placebo-controlled, parallel-group, multi-center study, healthy subjects were randomly assigned to either an LCMUFA oil (saury oil) or a control oil (olive and tuna oils) group. Sixty subjects were enrolled and administrated each oil for 4 weeks. For the animal study, ApoE-/- mice were fed a Western diet supplemented with 3% of either Gadoleic Acid (C20:1) or cetoleic acid (C22:1) for 12 weeks. Participants from the LCMUFA group showed improvements in endothelial function and a lower trimethylamine-N-oxide level, which is a predictor of coronary artery disease. C20:1 and C22:1 oils significantly improved atherosclerotic lesions and plasma levels of several inflammatory cytokines, including IL-6 and TNF-α. These beneficial effects were consistent with an improvement in the gut microbiota environment, as evident from the decreased ratio of Firmicutes and/ or Bacteroidetes, increase in the abundance of Akkermansia, and upregulation of short-chain fatty acid (SCFA)-induced glucagon-like peptide-1 (GLP-1) expression and serum GLP-1 level. These data suggest that LCMUFAs alter the microbiota environment that stimulate the production of SCFAs, resulting in the induction of GLP-1 secretion. Fish oil-derived long-chain monounsaturated fatty acids might thus help to protect against cardiovascular disease.
Effects of high and low erucic acid rapeseed oils on energy metabolism and mitochondrial function of the chick
J Nutr 1979 Mar;109(3):378-87.PMID:430239DOI:10.1093/jn/109.3.378.
Duplicate experiments were conducted to compare energy utilization, growth, cardiac mitochondrial oxidative phosphoryl,tion, and mitochondrial membrane fatty acid composition of chicks fed diets containing 20 parts of high erucic acid rapeseed oil (HER), low erucic acid rapeseed oil (LER) or sunflower seed oil (SFO) for 24 days. Chicks fed diets containing HER deposited less fat and utilized energy less efficiently (kcal gained/kcal consumed) than chicks fed diets containing either LER or SFO. Energetic efficiency and fat deposition of chicks pair-fed diets containing LER were significantly lower than for chicks fed diets containing SFO. Cardiac mitochondria isolated from chicks fed diets containing either HER or LER for 24 days had significantly reduced ADP/O ratios and reduced rates of ATP synthesis utilizing pyruvate and malate as the respiratory substrates when compared with mitochondria isolated from chicks fed SFO. Diet induced transitions in fatty acid composition of cardiac mitochondrial membranes were also observed. The composition of fat ingested affected the fatty acid composition of mitochondrial diphosphatidyl glycerol more than the fatty acid composition of phosphatidyl choline or phosphatidyl ethanolamine. The linoleic acid content of mitochondrial diphosphatidyl glycerol was lower and the Gadoleic Acid and erucic acid content higher for chicks fed diets containing rapeseed oils than for chicks fed SFO containing diets. These studies indicate that a complex dynamic mechanism exists associating dietary fat with mitochondrial structural-functional changes and energetic efficiency in the growing chick.
Chemometric Study of Fatty Acid Composition of Virgin Olive Oil from Four Widespread Greek Cultivars
Molecules 2021 Jul 8;26(14):4151.PMID:34299426DOI:10.3390/molecules26144151.
Virgin olive oil (VOO) is one of the key components of the Mediterranean diet owing to the presence of monounsaturated fatty acids and various bioactive compounds. These beneficial traits, which are usually associated with the cultivar genotype, are highlighting the demand of identifying characteristics of olive oil that will ensure its authenticity. In this work, the fatty acid (FA) composition of 199 VOO samples from Koroneiki, Megaritiki, Amfissis, and Manaki cultivars was determined and studied by chemometrics. Olive cultivar greatly influenced the FA composition, namely, oleic acid (from 75.36% for Amfissis to 65.81% for Megaritiki) and linoleic acid (from 13.35% for Manaki to 6.70% for Koroneiki). Spearman's rho correlation coefficients revealed differences and similarities among the olive oil cultivars. The use of the forward stepwise algorithm identified the FAs arachidonic acid, Gadoleic Acid, linoleic acid, α-linolenic acid, palmitoleic acid, and palmitic acid as the most significant for the differentiation of samples. The application of linear and quadratic cross-validation discriminant analysis resulted in the correct classification of 100.00% and 99.37% of samples, respectively. The findings demonstrated the special characteristics of the VOO samples derived from the four cultivars and their successful botanical differentiation based on FA composition.
Fatty acids from Tunisian and Chinese pomegranate (Punica granatum L.) seeds
Int J Food Sci Nutr 2011 May;62(3):200-6.PMID:21118055DOI:10.3109/09637486.2010.526932.
Pomegranate seed oil is considered a powerful health-benefiting agent due to its anti-oxidative and anticarcinogenic properties. Lipids from 21 pomegranate cultivars (15 Tunisian and 6 Chinese) were extracted and fatty acids were identified. Total lipids (16% on a dry weight basis) are mainly unsaturated (ca. 88%). Qualitatively, the pomegranate fatty acid composition is identical. Quantitatively, the predominant fatty acid was linolenic acid (44.51-86.14%), followed by linoleic acid (3.57-13.92%), oleic acid (3.03-12.88%), palmitic acid (3.13-11.82%), stearic acid (1.68-15.64%), Gadoleic Acid (0.50-4.91%), lignoceric acid ( < 2.53%), arachidic acid ( < 1.70%) and myristic acid ( < 0.85%). Statistical methods revealed how Chinese and Tunisian pomegranate fatty acid contents may be affected by the sampling location.