Sunset yellow

CAS# 2783-94-0

Sunset yellow

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Sunset yellow

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Chemical Properties of Sunset yellow

Cas No. 2783-94-0 SDF Download SDF
PubChem ID 6093232 Appearance Yellow powder
Formula C16H10N2Na2O7S2 M.Wt 452.37
Type of Compound Miscellaneous Storage Desiccate at -20°C
Synonyms Food Yellow 3; Orange Yellow S; C.I. 15985
Solubility H2O : ≥ 100 mg/mL (221.06 mM);
Chemical Name disodium;(5E)-6-oxo-5-[(4-sulfonatophenyl)hydrazinylidene]naphthalene-2-sulfonate
SMILES C1=CC(=CC=C1NN=C2C3=C(C=CC2=O)C=C(C=C3)S(=O)(=O)[O-])S(=O)(=O)[O-].[Na+].[Na+]
Standard InChIKey TXVRKNUZLYFDTJ-DDVLFWKVSA-L
Standard InChI InChI=1S/C16H12N2O7S2.2Na/c19-15-8-1-10-9-13(27(23,24)25)6-7-14(10)16(15)18-17-11-2-4-12(5-3-11)26(20,21)22;;/h1-9,17H,(H,20,21,22)(H,23,24,25);;/q;2*+1/p-2/b18-16+;;
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.

Biological Activity of Sunset yellow

DescriptionSunset yellow FCF and Brilliant Blue FCF are used as colorant food additives in many food products, they can have cytotoxic and genotoxic potential, it care must be taken when using these materials as a food additive.
TargetsAndrogen Receptor
In vitro

Genotoxic and cytotoxic effects of Sunset Yellow and Brilliant Blue, colorant food additives, on human blood lymphocytes.[Pubmed: 25553699]

Pak J Pharm Sci. 2015 Jan;28(1):227-30.

The synthetic dyes over fifty are used in many areas including the food industry around the world. Sunset yellow FCF and Brilliant Blue FCF are used as colorant food additives in many food products. The present study investigated the genotoxic and cytotoxic effects of Sunset yellow and Brilliant Blue.
METHODS AND RESULTS:
Genotoxic and cytotoxic activities of the food additives were evaluated in lymphocyte cell cultures using mitotic index, replication index and micronucleus assay. Mitotic index frequencies and replication index values were decreased and micronucleus frequency was increased with increasing concentrations of Sunset yellow and Brilliant Blue. The changes in mitotic index and micronucleus are statistically significant (p<0.05).
CONCLUSIONS:
The results show that the Sunset yellow and Brilliant Blue can have cytotoxic and genotoxic potential. It care must be taken when using these materials as a food additive.

Development of a polyclonal antibody-based enzyme-linked immunosorbent assay (ELISA) for detection of Sunset Yellow FCF in food samples.[Pubmed: 22967531]

Talanta. 2012 Sep 15;99:125-31.

Sunset yellow FCF is widely used as food additives to make foods more attractive. Due to its abuse and potential risk to human health, Sunset yellow FCF is precisely limited to use in food.
METHODS AND RESULTS:
To monitor the illegal use of Sunset yellow FCF, a polyclonal antibody-based indirect competitive enzyme-linked immunosorbent assay (ic-ELISA) with satisfactory sensitivity and specificity was developed. A carboxyl group was introduced to Sunset yellow FCF, then the modified hapten was coupled with carrier proteins to synthesize the immunogen and coating antigen. The IC(50) value of 0.52 ng mL(-1) and detection limit of 25 pg mL(-1) (in buffer) were achieved by this method. The cross-reactivity values of the antibodies with six structurally related colorants were less than 1.5%, indicating the high selectivity. Three kinds of food samples (beverage, dried beancurd, braised pork) and serum were chosen to evaluate the application of the immunoassay in real systems. The limits of detection (LOD) in the above three food samples were 0.12, 0.04 and 1.11, respectively (mean+3SD). The recovery (94%-106%), intra-assay (<5%) and inter-assay (<12%) coefficients of variation in foods and serum samples were also acceptable.
CONCLUSIONS:
The results suggest that this ELISA method is a specific, sensitive and simple method for the determination of Sunset yellow FCF additives.

Protocol of Sunset yellow

Structure Identification
Magn Reson Chem. 2014 Aug;52(8):435-9.

Investigating the interaction of sunset yellow aggregates and 6-fluoro-2-naphthoic acid: increasing probe molecule complexity.[Pubmed: 24861207]

The interaction of small molecules with non-covalent assemblies is of wide interest. The use of a magnetically active reporter nucleus allows information to be obtained in the presence of spectral overlap or in cases of high dynamic range. In this paper, we explore the interaction of a larger probe molecule, 6-fluoro-2-naphthoic acid with assemblies of Sunset yellow using (19)F chemical shifts and diffusion NMR methods. Comparing the observations with previous studies using fluorophenols, 6-fluoro-2-naphthoic acid prefers to associate as clusters at the ends of the Sunset yellow stacks.

Spectrochim Acta A Mol Biomol Spectrosc. 2015 Jan 5;134:1-9.

Artificial neural network (ANN) method for modeling of sunset yellow dye adsorption using zinc oxide nanorods loaded on activated carbon: Kinetic and isotherm study.[Pubmed: 24995412]

In this research, ZnO nanoparticle loaded on activated carbon (ZnO-NPs-AC) was synthesized simply by a low cost and nontoxic procedure.
METHODS AND RESULTS:
The characterization and identification have been completed by different techniques such as SEM and XRD analysis. A three layer artificial neural network (ANN) model is applicable for accurate prediction of dye removal percentage from aqueous solution by ZnO-NRs-AC following conduction of 270 experimental data. The network was trained using the obtained experimental data at optimum pH with different ZnO-NRs-AC amount (0.005-0.015 g) and 5-40 mg/L of Sunset yellow dye over contact time of 0.5-30 min. The ANN model was applied for prediction of the removal percentage of present systems with Levenberg-Marquardt algorithm (LMA), a linear transfer function (purelin) at output layer and a tangent sigmoid transfer function (tansig) in the hidden layer with 6 neurons. The minimum mean squared error (MSE) of 0.0008 and coefficient of determination (R(2)) of 0.998 were found for prediction and modeling of SY removal.
CONCLUSIONS: The influence of parameters including adsorbent amount, initial dye concentration, pH and contact time on Sunset yellow (SY) removal percentage were investigated and optimal experimental conditions were ascertained. Optimal conditions were set as follows: pH, 2.0; 10 min contact time; an adsorbent dose of 0.015 g. Equilibrium data fitted truly with the Langmuir model with maximum adsorption capacity of 142.85 mg/g for 0.005 g adsorbent. The adsorption of Sunset yellow followed the pseudo-second-order rate equation.

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Preparing Stock Solutions of Sunset yellow

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.2106 mL 11.0529 mL 22.1058 mL 44.2116 mL 55.2645 mL
5 mM 0.4421 mL 2.2106 mL 4.4212 mL 8.8423 mL 11.0529 mL
10 mM 0.2211 mL 1.1053 mL 2.2106 mL 4.4212 mL 5.5264 mL
50 mM 0.0442 mL 0.2211 mL 0.4421 mL 0.8842 mL 1.1053 mL
100 mM 0.0221 mL 0.1105 mL 0.2211 mL 0.4421 mL 0.5526 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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Background on Sunset yellow

Sunset Yellow FCF is a petroleum-derived orange azo dye with a pH dependent maximum absorption at about 480 nm at pH 1 and 443 nm at pH 13. Sunset Yellow is used in food, cosmetics, and drugs.

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References on Sunset yellow

Artificial neural network (ANN) method for modeling of sunset yellow dye adsorption using zinc oxide nanorods loaded on activated carbon: Kinetic and isotherm study.[Pubmed:24995412]

Spectrochim Acta A Mol Biomol Spectrosc. 2015 Jan 5;134:1-9.

In this research, ZnO nanoparticle loaded on activated carbon (ZnO-NPs-AC) was synthesized simply by a low cost and nontoxic procedure. The characterization and identification have been completed by different techniques such as SEM and XRD analysis. A three layer artificial neural network (ANN) model is applicable for accurate prediction of dye removal percentage from aqueous solution by ZnO-NRs-AC following conduction of 270 experimental data. The network was trained using the obtained experimental data at optimum pH with different ZnO-NRs-AC amount (0.005-0.015 g) and 5-40 mg/L of Sunset yellow dye over contact time of 0.5-30 min. The ANN model was applied for prediction of the removal percentage of present systems with Levenberg-Marquardt algorithm (LMA), a linear transfer function (purelin) at output layer and a tangent sigmoid transfer function (tansig) in the hidden layer with 6 neurons. The minimum mean squared error (MSE) of 0.0008 and coefficient of determination (R(2)) of 0.998 were found for prediction and modeling of SY removal. The influence of parameters including adsorbent amount, initial dye concentration, pH and contact time on Sunset yellow (SY) removal percentage were investigated and optimal experimental conditions were ascertained. Optimal conditions were set as follows: pH, 2.0; 10 min contact time; an adsorbent dose of 0.015 g. Equilibrium data fitted truly with the Langmuir model with maximum adsorption capacity of 142.85 mg/g for 0.005 g adsorbent. The adsorption of Sunset yellow followed the pseudo-second-order rate equation.

Genotoxic and cytotoxic effects of Sunset Yellow and Brilliant Blue, colorant food additives, on human blood lymphocytes.[Pubmed:25553699]

Pak J Pharm Sci. 2015 Jan;28(1):227-30.

The synthetic dyes over fifty are used in many areas including the food industry around the world. Sunset yellow FCF and Brilliant Blue FCF are used as colorant food additives in many food products. The present study investigated the genotoxic and cytotoxic effects of Sunset yellow and Brilliant Blue. Genotoxic and cytotoxic activities of the food additives were evaluated in lymphocyte cell cultures using mitotic index, replication index and micronucleus assay. Mitotic index frequencies and replication index values were decreased and micronucleus frequency was increased with increasing concentrations of Sunset yellow and Brilliant Blue. The changes in mitotic index and micronucleus are statistically significant (p<0.05). The results show that the Sunset yellow and Brilliant Blue can have cytotoxic and genotoxic potential. It care must be taken when using these materials as a food additive.

Development of a polyclonal antibody-based enzyme-linked immunosorbent assay (ELISA) for detection of Sunset Yellow FCF in food samples.[Pubmed:22967531]

Talanta. 2012 Sep 15;99:125-31.

Sunset yellow FCF is widely used as food additives to make foods more attractive. Due to its abuse and potential risk to human health, Sunset yellow FCF is precisely limited to use in food. To monitor the illegal use of Sunset yellow FCF, a polyclonal antibody-based indirect competitive enzyme-linked immunosorbent assay (ic-ELISA) with satisfactory sensitivity and specificity was developed. A carboxyl group was introduced to Sunset yellow FCF, then the modified hapten was coupled with carrier proteins to synthesize the immunogen and coating antigen. The IC(50) value of 0.52 ng mL(-1) and detection limit of 25 pg mL(-1) (in buffer) were achieved by this method. The cross-reactivity values of the antibodies with six structurally related colorants were less than 1.5%, indicating the high selectivity. Three kinds of food samples (beverage, dried beancurd, braised pork) and serum were chosen to evaluate the application of the immunoassay in real systems. The limits of detection (LOD) in the above three food samples were 0.12, 0.04 and 1.11, respectively (mean+3SD). The recovery (94%-106%), intra-assay (<5%) and inter-assay (<12%) coefficients of variation in foods and serum samples were also acceptable. The results suggest that this ELISA method is a specific, sensitive and simple method for the determination of Sunset yellow FCF additives.

Investigating the interaction of sunset yellow aggregates and 6-fluoro-2-naphthoic acid: increasing probe molecule complexity.[Pubmed:24861207]

Magn Reson Chem. 2014 Aug;52(8):435-9.

The interaction of small molecules with non-covalent assemblies is of wide interest. The use of a magnetically active reporter nucleus allows information to be obtained in the presence of spectral overlap or in cases of high dynamic range. In this paper, we explore the interaction of a larger probe molecule, 6-fluoro-2-naphthoic acid with assemblies of Sunset yellow using (19)F chemical shifts and diffusion NMR methods. Comparing the observations with previous studies using fluorophenols, 6-fluoro-2-naphthoic acid prefers to associate as clusters at the ends of the Sunset yellow stacks.

Description

Sunset Yellow FCF is a petroleum-derived orange azo dye with a pH dependent maximum absorption at about 480 nm at pH 1 and 443 nm at pH 13.

Keywords:

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