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alpha-Tocopherol acetate

CAS# 58-95-7

alpha-Tocopherol acetate

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Chemical structure

alpha-Tocopherol acetate

3D structure

Chemical Properties of alpha-Tocopherol acetate

Cas No. 58-95-7 SDF Download SDF
PubChem ID 2117 Appearance Oil
Formula C31H52O3 M.Wt 472.8
Type of Compound Phenols Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name [2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydrochromen-6-yl] acetate
SMILES CC1=C2C(=C(C(=C1C)OC(=O)C)C)CCC(O2)(C)CCCC(C)CCCC(C)CCCC(C)C
Standard InChIKey ZAKOWWREFLAJOT-UHFFFAOYSA-N
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of alpha-Tocopherol acetate

The herbs of Isodon adenantha

Biological Activity of alpha-Tocopherol acetate

DescriptionThe alpha-Tocopherol acetate form is often used in foods and other products due to its high biological activity and chemical stability.Alpha-Tocopherol acetate reduces substantially lipid peroxidation, especially at lower level (200 mg kg(-1) flesh).Alpha-Tocopherol acetate during treatment and dry period resulted in reduced oxidative stress, heat shock protein Hsp70 levels, improved antioxidant, and improved immunity status.
TargetsHSP (e.g. HSP90)
In vitro

Vitamin E bioaccessibility: influence of carrier oil type on digestion and release of emulsified α-tocopherol acetate.[Pubmed: 23768382]

Food Chem. 2013 Nov 1;141(1):473-81.

Vitamin E is an essential micronutrient for humans and animals due to its antioxidant and non-antioxidant biological activities. The α-tocopherol acetate form is often used in foods and other products due to its high biological activity and chemical stability.
METHODS AND RESULTS:
In this study, we examined the influence of carrier oil type on the bioaccessibility and molecular form of emulsified vitamin E using a simulated gastrointestinal model. Oil-in-water emulsions containing α-tocopherol acetate were prepared using quillaja saponin as a natural surfactant, and either long chain triacylglycerols (LCT) or medium chain triacylglycerols (MCT) as carrier oils. The rate and extent of lipid digestion was higher for MCT- than LCT-emulsions, which was attributed to differences in the water dispersibility of the free fatty acids formed during lipolysis. Conversely, the total bioaccessibility of vitamin E after digestion was higher for LCT- than MCT-emulsions, which was attributed to the greater solubilisation capacity of mixed micelles formed from long chain fatty acids. The conversion of α-tocopherol acetate to α-tocopherol after in vitro digestion was also considerably higher for LCT- than MCT-emulsions, which may impact the subsequent absorption of vitamin E.
CONCLUSIONS:
Overall, this research has important implications for the design and fabrication of effective emulsion-based delivery systems for increasing the bioavailability of vitamin E.

Enhancing vitamin E bioaccessibility: factors impacting solubilization and hydrolysis of α-tocopherol acetate encapsulated in emulsion-based delivery systems.[Pubmed: 25312787]

Food Funct. 2015 Jan;6(1):84-97.

Vitamin E is an essential micronutrient for humans and animals due to its antioxidant and non-antioxidant biological activities. The α-tocopherol acetate form is often used in foods and other products due to its high biological activity and chemical stability.
METHODS AND RESULTS:
In this study, we examined the influence of carrier oil type on the bioaccessibility and molecular form of emulsified vitamin E using a simulated gastrointestinal model. Oil-in-water emulsions containing α-tocopherol acetate were prepared using quillaja saponin as a natural surfactant, and either long chain triacylglycerols (LCT) or medium chain triacylglycerols (MCT) as carrier oils. The rate and extent of lipid digestion was higher for MCT- than LCT-emulsions, which was attributed to differences in the water dispersibility of the free fatty acids formed during lipolysis. Conversely, the total bioaccessibility of vitamin E after digestion was higher for LCT- than MCT-emulsions, which was attributed to the greater solubilisation capacity of mixed micelles formed from long chain fatty acids. The conversion of α-tocopherol acetate to α-tocopherol after in vitro digestion was also considerably higher for LCT- than MCT-emulsions, which may impact the subsequent absorption of vitamin E.
CONCLUSIONS:
Overall, this research has important implications for the design and fabrication of effective emulsion-based delivery systems for increasing the bioavailability of vitamin E.

In vivo

Investigation of in vivo toxicity of hydroxylamine sulfate and the efficiency of intoxication treatment by α-tocopherol acetate and methylene blue.[Pubmed: 23872126]

Food Chem Toxicol. 2013 Nov;61:227-32.

Investigation of hydroxylamine sulfate toxicity mechanism in vivo and estimation of α-tocopherol acetate and methylene blue efficiency in poisoning treatments.
METHODS AND RESULTS:
In vivo experiments were conducted on 102 Wistar Han rats. The experiments investigated the hematotoxic and oxidative stress effects of hydroxylamine sulfate in acute and subacute toxicity treatment of animals. Electron Spin Resonance was used for quantitative determination of blood and liver tissue parameters alterations after intoxication. The osmotic fragility of erythrocytes, lipid peroxidation intensity and level of SH-groups in liver of rats were determined by established biochemical assays. Hydroxylamine sulfate cause an acute hematotoxicity and oxidative stress in vivo as demonstrated by the appearance of free oxidized iron in blood, reduced glutathione content and increased lipid peroxidation in liver. The experimental studies showed the formation of Hb-NO, MetHb in erythrocytes and as well of stable complex of reduced iron (Fe(2+)) with hydroxylamine sulfate. Methylene blue treatment does not reduce the Hb-NO or MetHb levels in intoxicated animals while administration of α-tocopherol acetate reduces substantially lipid peroxidation.
CONCLUSIONS:
Oxidative stress is a key mechanism of acute hematotoxicity caused by hydroxylamine sulfate. Methylene blue is not suitable antidote in case of hydroxylamine intoxication.

Protocol of alpha-Tocopherol acetate

Animal Research

Heat shock protein 70, oxidative stress, and antioxidant status in periparturient crossbred cows supplemented with α-tocopherol acetate.[Pubmed: 22700285]

Trop Anim Health Prod. 2013 Jan;45(1):239-45.

The study was conducted to investigating the effect of α-tocopherol acetate on heat shock protein 70 (Hsp70), oxidative stress, and antioxidant status during periparturient period in medium body condition score crossbred cows.
METHODS AND RESULTS:
Twenty crossbred Karan Fries cows with confirmed pregnancy were selected 2 months before expected date of calving. The cows were randomly distributed in to two groups: 10 cows were kept as control and 10 were supplemented with α-tocopherol acetate during dry period for 2 months. Blood samples were collected at -20, -10, -5, 0, 5, 10, and 20 days in relation to the expected date of calving. Superoxide dismutase, catalase, and total immunoglobulin were significantly higher (P < 0.01) in treatment as compared to control cows. Heat shock protein 70 and thiobarbituric acid reactive substance levels were significantly lower (P < 0.01) in the treatment cows than their counterpart.
CONCLUSIONS:
Treatment with α-tocopherol acetate during dry period resulted in reduced oxidative stress, heat shock protein Hsp70 levels, improved antioxidant, and improved immunity status indicating beneficial effect of α-tocopherol acetate treatment.

alpha-Tocopherol acetate Dilution Calculator

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alpha-Tocopherol acetate Molarity Calculator

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Preparing Stock Solutions of alpha-Tocopherol acetate

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.1151 mL 10.5753 mL 21.1506 mL 42.3012 mL 52.8765 mL
5 mM 0.423 mL 2.1151 mL 4.2301 mL 8.4602 mL 10.5753 mL
10 mM 0.2115 mL 1.0575 mL 2.1151 mL 4.2301 mL 5.2876 mL
50 mM 0.0423 mL 0.2115 mL 0.423 mL 0.846 mL 1.0575 mL
100 mM 0.0212 mL 0.1058 mL 0.2115 mL 0.423 mL 0.5288 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on alpha-Tocopherol acetate

Enhancing vitamin E bioaccessibility: factors impacting solubilization and hydrolysis of alpha-tocopherol acetate encapsulated in emulsion-based delivery systems.[Pubmed:25312787]

Food Funct. 2015 Jan;6(1):84-97.

Oil-soluble vitamins are often encapsulated within emulsion-based delivery systems to facilitate their incorporation into aqueous-based products. We have examined the influence of carrier oil type and simulated small intestinal fluid (SSIF) composition on the bioaccessibility of emulsified vitamin E using a gastrointestinal model. Oil-in-water emulsions containing vitamin E acetate were prepared using bile salts as emulsifier, and either long chain triacylglycerols (glyceryl trioleate, LCT) or medium chain triacylglycerols (glyceryl trioctanoate, MCT) as carrier oils. The addition of calcium (CaCl(2)) to the SSIF increased the extent of lipid digestion in LCT-emulsions, but had little impact in MCT-emulsions. The bioaccessibility of vitamin E increased in the presence of calcium and phospholipids (DOPC) in LCT-emulsions, but decreased in MCT-emulsions. The highest bioaccessibility ( approximately 66%) was achieved for LCT-emulsions when the SSIF contained both calcium and phospholipids. The conversion of alpha-Tocopherol acetate to alpha-tocopherol after in vitro digestion was considerably higher for LCT-emulsions when calcium ions were present in the SSIF, but was not strongly affected by SSIF composition for MCT-emulsions. In general, this research provides important information about the factors influencing the bioaccessibility of emulsified vitamin E, which could be used to design more effective emulsion-based delivery systems for increasing the oral bioavailability of this important bioactive component.

Heat shock protein 70, oxidative stress, and antioxidant status in periparturient crossbred cows supplemented with alpha-tocopherol acetate.[Pubmed:22700285]

Trop Anim Health Prod. 2013 Jan;45(1):239-45.

The study was conducted to investigating the effect of alpha-Tocopherol acetate on heat shock protein 70 (Hsp70), oxidative stress, and antioxidant status during periparturient period in medium body condition score crossbred cows. Twenty crossbred Karan Fries cows with confirmed pregnancy were selected 2 months before expected date of calving. The cows were randomly distributed in to two groups: 10 cows were kept as control and 10 were supplemented with alpha-Tocopherol acetate during dry period for 2 months. Blood samples were collected at -20, -10, -5, 0, 5, 10, and 20 days in relation to the expected date of calving. Superoxide dismutase, catalase, and total immunoglobulin were significantly higher (P < 0.01) in treatment as compared to control cows. Heat shock protein 70 and thiobarbituric acid reactive substance levels were significantly lower (P < 0.01) in the treatment cows than their counterpart. Treatment with alpha-Tocopherol acetate during dry period resulted in reduced oxidative stress, heat shock protein Hsp70 levels, improved antioxidant, and improved immunity status indicating beneficial effect of alpha-Tocopherol acetate treatment.

Investigation of in vivo toxicity of hydroxylamine sulfate and the efficiency of intoxication treatment by alpha-tocopherol acetate and methylene blue.[Pubmed:23872126]

Food Chem Toxicol. 2013 Nov;61:227-32.

OBJECTIVES: Investigation of hydroxylamine sulfate toxicity mechanism in vivo and estimation of alpha-Tocopherol acetate and methylene blue efficiency in poisoning treatments. METHODS: In vivo experiments were conducted on 102 Wistar Han rats. The experiments investigated the hematotoxic and oxidative stress effects of hydroxylamine sulfate in acute and subacute toxicity treatment of animals. Electron Spin Resonance was used for quantitative determination of blood and liver tissue parameters alterations after intoxication. The osmotic fragility of erythrocytes, lipid peroxidation intensity and level of SH-groups in liver of rats were determined by established biochemical assays. RESULTS: Hydroxylamine sulfate cause an acute hematotoxicity and oxidative stress in vivo as demonstrated by the appearance of free oxidized iron in blood, reduced glutathione content and increased lipid peroxidation in liver. The experimental studies showed the formation of Hb-NO, MetHb in erythrocytes and as well of stable complex of reduced iron (Fe(2+)) with hydroxylamine sulfate. Methylene blue treatment does not reduce the Hb-NO or MetHb levels in intoxicated animals while administration of alpha-Tocopherol acetate reduces substantially lipid peroxidation. CONCLUSIONS: Oxidative stress is a key mechanism of acute hematotoxicity caused by hydroxylamine sulfate. Methylene blue is not suitable antidote in case of hydroxylamine intoxication.

Vitamin E bioaccessibility: influence of carrier oil type on digestion and release of emulsified alpha-tocopherol acetate.[Pubmed:23768382]

Food Chem. 2013 Nov 1;141(1):473-81.

Vitamin E is an essential micronutrient for humans and animals due to its antioxidant and non-antioxidant biological activities. The alpha-Tocopherol acetate form is often used in foods and other products due to its high biological activity and chemical stability. In this study, we examined the influence of carrier oil type on the bioaccessibility and molecular form of emulsified vitamin E using a simulated gastrointestinal model. Oil-in-water emulsions containing alpha-Tocopherol acetate were prepared using quillaja saponin as a natural surfactant, and either long chain triacylglycerols (LCT) or medium chain triacylglycerols (MCT) as carrier oils. The rate and extent of lipid digestion was higher for MCT- than LCT-emulsions, which was attributed to differences in the water dispersibility of the free fatty acids formed during lipolysis. Conversely, the total bioaccessibility of vitamin E after digestion was higher for LCT- than MCT-emulsions, which was attributed to the greater solubilisation capacity of mixed micelles formed from long chain fatty acids. The conversion of alpha-Tocopherol acetate to alpha-tocopherol after in vitro digestion was also considerably higher for LCT- than MCT-emulsions, which may impact the subsequent absorption of vitamin E. Overall, this research has important implications for the design and fabrication of effective emulsion-based delivery systems for increasing the bioavailability of vitamin E.

Description

D-α-Tocopherol acetate (D-Vitamin E acetate) can be hydrolyzed to d-alpha-tocopherol (VE) and absorbed in the small intestine.

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