Octyl gallate
(Synonyms: 没食子酸辛酯; n-Octyl gallate; Stabilizer GA 8) 目录号 : GC34694
Octyl gallate (Progallin O, n-Ocyl gallate, Stabilizer GA-8, Gallic acid octyl ester), a widely used food additive, shows antimicrobial and antioxidant activity.
Cas No.:1034-01-1
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >99.50%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Octyl gallate (Progallin O, n-Ocyl gallate, Stabilizer GA-8, Gallic acid octyl ester), a widely used food additive, shows antimicrobial and antioxidant activity.
| Cas No. | 1034-01-1 | SDF | |
| 别名 | 没食子酸辛酯; n-Octyl gallate; Stabilizer GA 8 | ||
| Canonical SMILES | O=C(OCCCCCCCC)C1=CC(O)=C(O)C(O)=C1 | ||
| 分子式 | C15H22O5 | 分子量 | 282.33 |
| 溶解度 | DMSO : 125 mg/mL (442.74 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 | 3.542 mL | 17.7098 mL | 35.4195 mL |
| 5 mM | 0.7084 mL | 3.542 mL | 7.0839 mL |
| 10 mM | 0.3542 mL | 1.771 mL | 3.542 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。
Octyl gallate decrease lymphocyte activation and regulates neutrophil extracellular traps release
Mol Biol Rep 2022 Feb;49(2):1593-1599.PMID:34783987DOI:10.1007/s11033-021-06937-2.
Background: Inflammation is a complex mechanism with an objective to destroy and eliminate the invading microorganisms. During acute inflammation, the neutrophils are the major cells involved in this process and, although they defend the organism, must die to not generate damage. The two major mechanisms that drive neutrophils to death are: apoptosis and a novel mechanism recently discovered denominated NETosis. This process is a "suicidal mechanism", in which the cells release "neutrophil extracellular traps" (NETs) during the inflammatory response. Octyl gallate (OG) is one of the gallic acid derivates, with several protective effects, such as antioxidant and anti-inflammatory in cancer models. Thus, this study aimed to investigate the action of OG on the proliferation of lymphocytes, neutrophils activation, and its effectiveness in an experimental sepsis model. Methods: Lymphocytes and neutrophils were obtained from healthy donors. Cell viability, apoptosis, NETs release and antioxidant capacity of OG were observed. In addition, survival was evaluated in an experimental model of sepsis in C57BL/6 mice. Results: Our study demonstrated, for the first time, that the OG can act as an inhibitor of reactive oxygen species (ROS) release, NETs formation in primary human neutrophils and, modulates the lipopolysaccharide (LPS) effect in neutrophil apoptosis. The OG also inhibited peripheral blood mononuclear cells (PBMCs) proliferation in vitro. Despite the positive results, we did not observe an increase in the survival of septic animals. Conclusions: The pharmacological potential of OG, modulating activation of neutrophils and lymphocytes, suggests the use as an adjuvant therapeutic strategy in inflammatory diseases.
Food additive Octyl gallate eliminates acrolein and inhibits bacterial growth in oil-rich food
Food Chem 2022 Nov 30;395:133546.PMID:35802979DOI:10.1016/j.foodchem.2022.133546.
Acrolein (ACR) is predominantly generated from oil-rich food during thermos- processing. Accumulation of ACR in vivo through food consumption has been associated with an increased risk of developing chronic diseases. Here, we investigated the inhibitory effect of Octyl gallate (OG), a new food additive tolerant to high-temperature, alkaline and fat-soluble saturations, on the generation of ACR in OG-ACR, oil-Rancimat models, and real-world frying. Our results demonstrate that approximately 80% and 60% of ACR was eliminated by OG in the two models, respectively, and OG-ACR was detected in the deep-frying process using LC-MS/MS. The reaction pathways were clarified by synthesis and OG-ACR and OG-2ACR adduct structural elucidation. Our work reveals that the antibacterial activity of OG-ACR against Escherichia coli (gram-negative) was four times higher than that of OG. Thus, OG can be developed as a promising novel ACR scavenger for high-temperature food processing and an antibacterial agent in food storage.
n-Octyl gallate as inhibitor of pyruvate carboxylation and lactate gluconeogenesis
J Biochem Mol Toxicol 2015 Apr;29(4):157-64.PMID:25487712DOI:10.1002/jbt.21680.
The alkyl gallates are found in several natural and industrial products. In the latter products, these compounds are added mainly for preventing oxidation. In the present work, the potencies of methyl gallate, n-propyl gallate, n-pentyl gallate, and n-octyl gallate as inhibitors of pyruvate carboxylation and lactate gluconeogenesis were evaluated. Experiments were done with isolated mitochondria and the isolated perfused rat liver. The potency of the gallic acid esters as inhibitors of pyruvate carboxylation in isolated mitochondria obeyed the following decreasing sequence: n-octyl gallate > n-pentyl gallate > n-propyl gallate > methyl gallate. A similar sequence of decreasing potency for lactate gluconeogenesis inhibition in the perfused liver was found in terms of the portal venous concentration. Both actions correlate with the lipophilicity of the compounds. The effects are harmful at high concentrations. At appropriate concentrations, however, Octyl gallate should act therapeutically because its inhibitory action on gluconeogenesis will contribute further to its proposed antihyperglycemic effects.
Octyl gallate: An antioxidant demonstrating selective and sensitive fluorescent property
Food Chem 2017 Mar 15;219:268-273.PMID:27765226DOI:10.1016/j.foodchem.2016.09.157.
Octyl gallate (OG) is an internationally recognized antioxidant that demonstrates selective and sensitive fluorescent property. The fluorescence of OG can be selectively enhanced in the presence of human serum albumin (HSA) and bovine serum albumin (BSA). The specific structures of HSA and BSA provided the basic conditions for fluorescence enhancement. OG yielded approximately 49- and 11-fold increments in emission intensity in the presence of HSA and BSA at a molar ratio of 1:1, respectively. The lifetimes of HSA and BSA correspondingly decreased. A Förster resonance energy transfer phenomenon occurred during interaction between OG and HSA or BSA. Our in-depth investigation of OG-HSA interaction showed that formation of a stable complex was an important prerequisite to efficiently enhance the fluorescence of OG. The selective and sensitive fluorescent property of OG can possibly be used to determine OG concentration via the standard addition method, which must be performed under certain conditions.
Octyl gallate Inhibits ATP-induced Intracellular Calcium Increase in PC12 Cells by Inhibiting Multiple Pathways
Korean J Physiol Pharmacol 2010 Feb;14(1):21-8.PMID:20221276DOI:10.4196/kjpp.2010.14.1.21.
Phenolic compounds affect intracellular free Ca(2+) concentration ([Ca(2+)](i)) signaling. The study examined whether the simple phenolic compound Octyl gallate affects ATP-induced Ca(2+) signaling in PC12 cells using fura-2-based digital Ca(2+) imaging and whole-cell patch clamping. Treatment with ATP (100 microM) for 90 s induced increases in [Ca(2+)](i) in PC12 cells. Pretreatment with Octyl gallate (100 nM to 20 microM) for 10 min inhibited the ATP-induced [Ca(2+)](i) response in a concentration-dependent manner (IC(50)=2.84 microM). Treatment with Octyl gallate (3 microM) for 10 min significantly inhibited the ATP-induced response following the removal of extracellular Ca(2+) with nominally Ca(2+)-free HEPES HBSS or depletion of intracellular Ca(2+) stores with thapsigargin (1 microM). Treatment for 10 min with the L-type Ca(2+) channel antagonist nimodipine (1 microM) significantly inhibited the ATP-induced [Ca(2+)](i) increase, and treatment with Octyl gallate further inhibited the ATP-induced response. Treatment with Octyl gallate significantly inhibited the [Ca(2+)](i) increase induced by 50 mM KCl. Pretreatment with protein kinase C inhibitors staurosporin (100 nM) and GF109203X (300 nM), or the tyrosine kinase inhibitor genistein (50 microM) did not significantly affect the inhibitory effects of Octyl gallate on the ATP-induced response. Treatment with Octyl gallate markedly inhibited the ATP-induced currents. Therefore, we conclude that Octyl gallate inhibits ATP-induced [Ca(2+)](i) increase in PC12 cells by inhibiting both non-selective P2X receptor-mediated influx of Ca(2+) from extracellular space and P2Y receptor-induced release of Ca(2+) from intracellular stores in protein kinase-independent manner. In addition, Octyl gallate inhibits the ATP-induced Ca(2+) responses by inhibiting the secondary activation of voltage-gated Ca(2+) channels.