Polysorbate 80

Catalog Number	ACM9005656-1
CAS	9005-65-6
Description	Emulsifying agent consisting of sorbitol, ethylene oxide & oleic acid (polyoxyethylene-80 sorbitan monooleate), oleic acid is derived from vegetable oil. Purity > 95%. Saponification value 45-55. HLB value 15 (gives oil-in-water emulsions).
Synonyms	Tween 80
IUPAC Name	2-[2-[3,4-Bis(2-hydroxyethoxy)oxolan-2-yl]-2-(2-hydroxyethoxy)ethoxy]ethyl octadec-9-enoate
Molecular Weight	604.8
Molecular Formula	C32H60O10
Canonical SMILES	CCCCCCCCC=CCCCCCCCC(=O)OCCOCC(C1C(C(CO1)OCCO)OCCO)OCCO
InChI	InChI=1S/C32H60O10/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-30(36)40-25-24-37-26-28(38-21-18-33)32-31(41-23-20-35)29(27-42-32)39-22-19-34/h9-10,28-29,31-35H,2-8,11-27H2,1H3/b10-9+
InChI Key	HDTIFOGXOGLRCB-MDZDMXLPSA-N
Melting Point	-21°C
Flash Point	>110°C
Purity	99%+
Density	1.064
Solubility	Soluble in water & alcohols, insoluble in oils
Appearance	Amber, viscous liquid, odorless
Application	Body washes, hair shampoos, hair loss treatments, lotions, creams, bath oils, solubilizates.
Storage	Store in a closed container at a dry place at room temperature
Complexity	632
Composition	Polysorbate-80
Covalently-Bonded Unit Count	1
Defined Atom Stereocenter Count	0
Exact Mass	604.41864811
Heavy Atom Count	42
Hydrogen Bond Acceptor Count	10
Hydrogen Bond Donor Count	3
Isomeric SMILES	CCCCCCCC/C=C/CCCCCCCC(=O)OCCOCC(C1C(C(CO1)OCCO)OCCO)OCCO
Monoisotopic Mass	604.41864811
Physical State	Viscous liquid
Rotatable Bond Count	31
Stability	Stable under normal temperatures and pressures.
Storage Conditions	Store at RT.
Topological Polar Surface Area	133 Ų

Knowledge & Learning Case Study Q&A

Polysorbate 80: A Revolutionary Emulsifier for Vaccine Formulations

Polysorbate 80 is commonly used in the pharmaceutical industry as an excipient in oral, topical, and parenteral pharmaceutical preparations. Polysorbate 80 can be used as a stabilizer for vaccines, including COVID-19 mRNA vaccines. Get more information on:

• What is polysorbate 80?
• What role does polysorbate 80 play in vaccines?
• In which vaccine formulations can polysorbate 80 be found?
• Detection method of polysorbate 80 in vaccine formulations

Polysorbate 80 for the Development of Specific Brain Delivery Carriers [NDP-MSH]-PS80/CS NPs

Herrera G, et al. Neuropharmacology, 2024, 253, 109969.

Polysorbate 80 (PS80) can be used for surface modification of chitosan nanoparticles containing NDP-MSH to form a flat layer on their surface.PS80-coated chitosan nanoparticles (PS80/CS NPs) can be used as a delivery system for improved brain targeting of α-melanocyte stimulating hormone analogues (NDP-MSH). The [NDP-MSH]-PS80/CS NPs efficiently transport NDP-MSH to the hippocampus.
The preparation method is as follows:
The PS80/CS nanoparticles (NPs) were prepared using the ionotropic gelation method. A chitosan (CS) aqueous solution (0.5 mg/mL) was made in 1% w/w aqueous acetic acid, with the pH adjusted to 4.9 using 1 M NaOH, and then filtered through a 0.45 μm HPVL filter. Subsequently, 1 mL of an aqueous solution of PS80 (0.1 mg/mL) was added to 5 mL of the CS solution under magnetic stirring at room temperature for 30 minutes. The final PS80/CS solution was heated to 60°C. Following this, 1.5 mL of a 4°C aqueous solution of sodium tripolyphosphate (TPP, 0.5 mg/mL) was quickly added to the PS80/CS solution. Finally, 4 mL of Milli-Q water was added, and the mixture was stirred at high speed for 60 minutes and then left to stand for 24 hours at room temperature to form the PS80/CS NPs.
To prepare the [NDP-MSH]-PS80/CS NPs, 250 μg of NDP-MSH was added to 1.5 mL of the TPP aqueous solution (0.5 mg/mL) before adding it to the PS80/CS solution, and the same procedure as described above was followed.

The Impact of Polysorbate 80 on Protein Stability

Li J, et al. International Journal of Pharmaceutics, 2024, 661, 124374.

This case study aims to highlight the advantages and potential drawbacks of polysorbate 80 (PS80) in maintaining protein stability under various conditions. The study examines the effect of three commonly used surfactants-poloxamer 188 (P188), polysorbate 20 (PS20), and polysorbate 80 (PS80)-on the stability of the model protein lactate dehydrogenase (LDH) in aqueous solutions.
Methodology
The stability of LDH in the presence and absence of surfactants was assessed by measuring surface tension, protein adsorption, and tetramer recovery after mechanical stress. Additionally, the effects on protein unfolding during storage at elevated temperatures were analyzed using circular dichroism to examine structural changes.
Surface Tension and Protein Adsorption
Without surfactants, the protein solution exhibited a gradual decrease in surface tension over time. The addition of surfactants (PS20, PS80, P188) caused a rapid decrease in surface tension, indicating that surfactant presence dictated surface behavior. PS20 and PS80 were more effective than P188 in preventing LDH adsorption at the solution surface.
Protein Stability Under Mechanical Stress
LDH tetramer recovery was higher with PS20 and PS80 compared to P188 after 30 hours of shaking at room temperature, particularly at surfactant concentrations ≤ 0.01% w/v. This indicates that polysorbates were more effective in stabilizing LDH against mechanical stress.
Protein Unfolding During Storage
During quiescent storage at 40°C, PS20 and PS80 accelerated protein unfolding. Circular dichroism results showed that while polysorbates perturbed the tertiary structure of LDH, they did not affect its secondary structure. P188 did not impact the protein structure or stability under these conditions.
Discussion
Polysorbates, including PS80, demonstrate significant efficacy in stabilizing proteins like LDH against mechanical stress by preventing adsorption and promoting higher tetramer recovery. However, their tendency to accelerate protein unfolding during storage poses a challenge. Although polysorbates disrupt the tertiary structure, they do not affect the secondary structure, suggesting a specific mode of interaction with the protein.
Conclusion
Polysorbate 80 offers notable benefits in enhancing the stability of LDH against mechanical stress but can adversely affect protein conformational stability during storage. Careful consideration and evaluation of these effects are crucial when selecting PS80 for protein formulations, particularly for long-term storage applications.

The Impact of Polysorbate 80 on Yogurt Starters with Cholesterol Uptake Abilities

Ziar H, et al. Saudi Journal of Biological Sciences, 2022, 29(8), 103367.

This case study explores the effects of polysorbate 80 on the adhesion, survival, and functional activities of yogurt bacteria with probiotic traits, specifically those with cholesterol uptake abilities. Polysorbate 80, a commonly used food additive emulsifier in dairy products, was evaluated for its potential to enhance the probiotic properties of these bacteria under various conditions.
Objective: To improve the adhesion and survival of yogurt starter bacteria, which possess probiotic traits, through the use of polysorbate 80.
Methodology
Polysorbate 80 was used at a concentration of 1% (w/v). The study examined its effects on:
1.Bacterial survival under simulated digestive conditions.
2.Cholesterol uptake activities.
3.Bile salt hydrolase (BSH) activity.
4.Adhesion to HT-29 cell cultures.
Results
Cholesterol Uptake and BSH Activities: In the presence of 1% polysorbate 80, both yogurt starters showed improved cholesterol uptake and BSH activities.
Survival Under Digestive Conditions: Both bacteria demonstrated enhanced survival at pH 2.5, particularly in mixed cultures. Polysorbate 80 reduced the survival load drop of Lactobacillus bulgaricus in the presence of 0.3% bile or cholic acid.
Impact of Carbon Source: The carbon source had a greater impact on Streptococcus thermophilus bile tolerance than polysorbate 80.
Membrane Fatty Acid Composition: Oleic acid was incorporated into the bacterial membranes when grown with bile and polysorbate 80, resulting in a higher unsaturated/saturated fatty acid ratio.
Adhesion to HT-29 Cells: S. thermophilus exhibited a 2.3-fold increase in adhesion to HT-29 cells in the presence of polysorbate 80, while the adhesion of L. bulgaricus remained unchanged.
Discussion: Polysorbate 80 significantly enhances the functional properties of yogurt starter bacteria. It improves cholesterol uptake, BSH activity, and bacterial survival under acidic conditions. Additionally, it boosts the adhesion of S. thermophilus to intestinal cells, potentially increasing the bacteria's ability to exert their cholesterol-removal activities. The incorporation of oleic acid into bacterial membranes further supports the adaptive benefits conferred by polysorbate 80. These findings suggest that polysorbate 80 can play a crucial role in improving the efficacy of probiotic yogurt cultures, particularly in digestive stress conditions.

A New Method for the Preparation of Micellar Curcumin in Aqueous Solutions of Polysorbate 80

Wang G, et al. Journal of Drug Delivery Science and Technology, 2020, 59, 101871.

Polysorbate 80 can be used to prepare micellar curcumin by utilising the micelle formation process that occurs during slow cooling below its cloud point. A mixture of curcumin and polysorbate 80 aqueous solution is heated above its cloud point and then cooled to room temperature, allowing the polysorbate 80 micelles to reassemble during the cooling process, encapsulating the curcumin within the core. This new method overcomes the difficulty of dissolving curcumin in an aqueous polysorbate 80 solution and can be applied to the production of other functional nutraceuticals.
Curcumin micelles were prepared as follows:
To prepare saturated curcumin micelles, 5 mg of curcumin was added to 10 mL of either 5% or 10% polysorbate 80 solution at 25°C and 60°C until sediment formation occurred. These 10 mL suspensions were then mixed for 24 hours to achieve maximal dissolution at the specified temperatures.
In the Cloud Point Cooling (CPC) method, 1 mL of polysorbate 80 was mixed with distilled water to a total volume of 10 mL in a 50 mL flask, creating a 10% polysorbate 80 solution. Then, 20 mg of curcumin was added to the flask and the mixture was heated at 90°C for 30 minutes on a heating/stirring platform with continuous stirring at 1000 rpm. The flask was sealed with aluminum foil to minimize water evaporation. After heating, the flask was transferred to a non-heated platform and stirred at a slow rate of 100 rpm. The cloudy mixture transformed into a golden, transparent solution within 10 minutes.

What is polysorbate 80?

Polysorbate 80 is a nonionic surfactant and emulsifier.

What is the chemical composition of polysorbate 80?

Polysorbate 80 is derived from polyethoxylated sorbitan and oleic acid, with polyoxyethylene groups as the hydrophilic groups.

What is the critical micelle concentration of polysorbate 80 in pure water?

The critical micelle concentration of polysorbate 80 in pure water is reported as 0.012 mM.

What are the medical uses of polysorbate 80?

Polysorbate 80 is used as a surfactant and solubilizer in oral and topical pharmaceutical products. It is also used to stabilize aqueous formulations of medications for parenteral administration.

What is the role of polysorbate 80 in the making of the antiarrhythmic amiodarone?

Polysorbate 80 is used as an emulsifier in the making of the antiarrhythmic amiodarone.

In what vaccines is polysorbate 80 used?

Polysorbate 80 is used as an excipient in some European and Canadian influenza vaccines. It is also found in many vaccines used in the United States, including the Janssen COVID-19 vaccine.

How is polysorbate 80 used in the culture of Mycobacterium tuberculosis?

Polysorbate 80 is used as an emulsifier in the culture of Mycobacterium tuberculosis in Middlebrook 7H9 broth.

What is the role of polysorbate 80 in food?

Polysorbate 80 is used as an emulsifier in foods, specifically in ice cream, to make it smoother, easier to handle, and more resistant to melting.

What other uses does polysorbate 80 have?

Polysorbate 80 is also used as a surfactant in soaps and cosmetics, including eyedrops, and as a solubilizer in mouthwash.

How does the cosmetic grade of polysorbate 80 differ from the food grade?

The cosmetic grade of polysorbate 80 may have more impurities than the food grade.

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