Abstract
Sunset Yellow E110 is one of the famous synthetic food dyes, which belongs to the family of azo dyes and widely used in food industry as additives and nutrient sources. Two highly sensitive and simple spectrophotometric methods are developed for determination of Sunset Yellow E110 in some commercial food samples. The first method is based on redox reaction of Sunset Yellow with copper (II) followed by complex formation. Results indicated the formation of 1:1 metal-dye complex at pH 9.0. The second one is based on its oxidation by alkaline KMnO4 to green manganate species. The two reactions are monitored spectrophotometrically at maximum absorbance 350 and 610 nm for methods I and II, respectively. Variables are carefully studied, and the conditions are optimized. Under the optimized experimental conditions, Beer’s Law was obeyed in the concentration ranges 9.05–67.87 and 13.57–72.38 μg ml−1 for the two methods, respectively. The apparent molar absorptivities, Sandell’s sensitivity, and detection and quantification limits are calculated. Matrix effects are also investigated. The proposed methods are successfully applied for the determination of Sunset Yellow dye in commercial food products. The concentration level of the dye is found to be within the safe recommended limits.
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Introduction
Synthetic dyes are widely used in food industries as they show several advantages compared with natural dyes such as high stability to light, oxygen and pH, color uniformity, low microbiological contamination, and relatively lower production costs. Food additives are incorporated in food products to improve their sensory qualities (Davidek and Janicek 1983). Colorants are very important ingredients in many commercial products such as confectionery products, gelatin desserts, snacks, and beverages. Without colorants, they would be colorless and appear undesirable (Combes 1986). The concentration of these additives must be carefully controlled as they may have various harmful effects at high concentration on human health. Food and Agricultural Organization (FAO) and World Health Organization (WHO) (El-Sheikh and Al-Degs 2013) are concerned with the evaluation of such dyes in various products.
Sunset Yellow E110 colorant dye for example is normally applied in food and pharmaceuticals to impart orange or red color. It is usually used in the production of Swiss roll, soft drink, jellies custard powder, sodas juices candies, ice creams, and jam (Kashanina et al. 2012; Xu et al. 2013; Botelho et al. 2014; Dennis et al. 1997).
Numerous methods were published for the determination of Sunset Yellow dye E110 in food-stuffs such as paper chromatography TLC, HPLC (Nevado et al. 1998a; Li and Sepu 1990; Ren et al. 1990; Garcia Penalver et al. 1999), spectrophotometric (Capitan et al. 1996; Lau et al. 1995; Capitan-Vallvey 1998; Sayar and Ozdemir 1998; Ni and Gong 1997; Nevado et al. 1998b; Yongnian and Bai 1997), and voltametric (Nevado et al. 1997; Frazier and Benhard 1981) techniques. However, some of these methods are not suitable for routine monitoring as they are time consuming, complicated, and have poor sensitivity.
No spectrophotometric methods based on complexation with copper have been reported for the quantification of Sunset Yellow dye (Nevado et al. 1999). The main target of the present work is to describe the development of simple and rapid spectrophotometric methods for the determination of Sunset Yellow in different food samples. The first method is based on the oxidation of the dye by copper at pH 9.0 followed by complex formation, and the second one is based on oxidation with alkaline KMnO4 under optimum conditions.
Experimental
Apparatus
An evolution 300 UV-Vis spectrophotometer with 1.0-cm matched cells with vision pro-software of Thermo Electron Corporation (Cambridge, UK) was used for electronic spectral measurements. pH measurements were made with Jenway 3040 ion analyzer-pH meter, equipped with Jenway 924005 combined glass electrode. The pH-meter was calibrated before use with standard buffer solutions of 4.0 ± 0.01 and 7.0 ± 0.01. All measurements were made at 25 °C.
Chemicals and Reagents
All chemicals used were of analytical reagent grade. Deionized water was used to prepare all solutions. Stock solution of CuCl2. 2H2O (1 × 10−3 mol L−1) was prepared by dissolving the required amount in deionized water and standardized complexmetrically with EDTA (Vogel 1973). The ionic strength of solutions was maintained at a constant value of I = 0.1 mol L−1 (NaClO4). All measurements were made at 25 °C. Potassium permanganate solution (Merk, Germany) 1.0 × 10−2 mol L−1 was prepared in deionized water.
Standard Sunset Yellow E110 Solutions
Sunset Yellow E110 was purchased from Alfa Aesar (Germany). Stock solution of Sunset Yellow (5 × 10−4 mol L−1) was prepared by dissolving the accurately weighed amount of the pure dye in deionized water (method I) and in 1.0 mol L−1 NaOH for (method II). The working solutions were prepared daily by appropriate dilution.
Preparation of Real Food Samples
The real samples (Original Caramel, Custard Powder, Tang Mango, Tang Mango Delights Flavor, Jelly Mango, Jelly Orange, Jelly Apricots ) were bought from local supermarket in Assiut City (Egypt). These samples contained many components such as sugar, color caramel( E150), artificial crème caramel flavor, disodium phosphate (E339), artificial colors, carrageenan (E407), Allura red, vitamin C, gum Arabic, salt, pure beef gelatin (halal), Tartrazine(E102), and Sunset Yellow E110.
Each samples were weighed exactly 0.5 g and dissolve in 10 ml of buffer solution (boric acid, NaOH ) at pH 9.0, heated to 70 °C for 2 min with stirring, and then cooled, and the solution was centrifuged (10 min, 2000 rpm ) to remove the insoluble particles. The filtrate was collected in 100-ml volumetric flask and diluted with deionized water. For determination of Sunset Yellow in the above real samples, 0.2 ml of sample solution was used and analyzed according to (method I). Finally, the Sunset Yellow content in different food samples was determined using the calibration equation and standard addition calibration curves procedure.
General Procedures
Method I (Complexation Reaction with Copper II)
Into 10-ml volumetric flasks, transfer a suitable aliquot of standard solution in deionized water containing up to 79.166 μg of Sunset Yellow and 1.0 ml of 5 × 10−4 mol L−1 Cu (II) solution and 1 ml of NaClO4 (1.0 mol L−1). After mixing, the mixture was buffered to pH 9.0 with (boric acid—NaOH ) buffer. The resulting solution was made up to volume with deionized water and measures the absorbance at 350 nm by using 1-cm quartz cell against a similarly prepared blank of the same pH. The calibration graph was constructed by plotting absorbance vs. Sunset Yellow dye concentration.
Method II (Oxidation with KMnO4)
Standard solutions containing 81.428 μg ml−1 Sunset Yellow E110 in (1.0 mol L−1) NaOH were transferred into individual 10-ml calibrated flask. 2.5 ml of (1.0 mol L−1) NaOH was added followed by 2.0 ml of (1.0 × 10−2 mol L−1) KMnO4 solution, and the solution was diluted to the final volume with deionized water. After 30 min., the absorbance was measured at 610 nm against reagent blank treated similarly.
Interference
To assess the usefulness of these methods (I, II), the effect of foreign ions which often interfere determinations was studied under optimum conditions. Samples were prepared by mixing 22.619 μg of Sunset Yellow (method I) or (45.238 μg in case of method II) with various amounts of common matrix cations, anions, Tartrazin E102, Ponceau 4R E124, Tropadine 000, L-ascorbic acid, and Allura red Ac.
The procedure was continued as described under general procedures.
Results and Discussion
Acid-Based Equilibria of Sunset Yellow Dye E110
The absorption spectra of 0.5 ml from Sunset Yellow E110 ( 1 × 10−3 mol L−1) in water at I = 0.1 mol L−1 (NaClO4) 25 °C were recorded at various pH values. The food additive Sunset Yellow displayed three bands within all the pH range of (0.4–12.8) exhibiting the absorption maximum at 335, 390, and 474 nm (Fig. 1). The different acid-based equilibria existing in solution of Sunset Yellow dye could be represented by the following equation:
The protonated acid form H4L+ at azo nitrogen (−N = N−) predominates in strongly acidic medium (pH < 2.0). The corresponding bands at λmax 335, 474 nm disappear at pH > 2.0. The bands at 335, 390, and 474 nm are apparently due to the absorption by the mono-, di-, and tri-anions (HL−), (HL2−), and (L3−) of Sunset Yellow, respectively.
The electronic spectra of Sunset Yellow at pH (5.5–7.5), it exhibits a double-headed band at λmax (470–490) nm related to tautomeric equilibria of dianionic form of food additive salt (Scheme 1).
So, by increasing the pH’s in strongly alkaline media (pH <10.6), the form (HL2−) transferred to tri-anion form ( L3−) at λmax 474 nm. The proton dissociation constant of Sunset Yellow dye in aqueous media I = 0.1 mol L−1 at 25 °C was evaluated from the individual regions of the absorbance-pH curves by graphical analysis. The principles of the graphical treatment of data have been given elsewhere (ICH Q2 (R1) 2005; Sommer et al. 1970; Rosstti and Rossotti 1961). Under our experimental conditions, the calculated pKa values of Sunset Yellow dye are 6.1 ± 0.01 and 11.8 ± 0.09.
Absorption Spectra of Sunset Yellow E110 Reaction Products
The dye Sunset Yellow E110 reacts with Cu (II) in water to produce a complex in the pH range (5.0–9.5). Absorption spectra were recorded over the wavelength range 250–600 nm. (Cu (I)-L) complex shows a sharp band at λ = 350 nm Fig. 2a. Under the same conditions, the metal ion has no absorbance over the 250–600 nm. All measurements were performed against a reagent blank. Sunset Yellow does not absorb at the given pH’s and wavelengths range for complex. Figure 2b shows the spectrum obtained for the alkaline potassium permanganate solution (maximum at 530 nm). With the addition of Sunset Yellow dye, the solution produced a maximum at 610 nm, previously indicative of the green-colored species of Mn(VI). This band may be attributed to the formation of manganate ion as a result of the oxidation of Sunset Yellow dye with KMnO4 in alkaline medium.
Complexation Equilibrium of Sunset Yellow Dye with Cu (11)
The complexation equilibrium of Cu (II) with Sunset Yellow was recorded in aqueous medium in the pH range 4.5–12.8. The absorption spectra of solutions were recorded in the presence of an excess of the metal ion and in equimolar solution. The solution spectra reflected the formation of one complex species with λmax at 350 nm and the existence of one chelate equilibrium in the pH range 4.8–9.5. All the absorbance versus pH graphs exhibit a similarly shaped descending branch above pH 9.5 which is due to the hydrolysis of the complexed ligand (Fig. 3). So, the absorbance versus pH graphs for copper-Sunset Yellow were interpreted using relations derived earlier by Sommer et al. (1970), Elham et al. (Hashem et al. 2003, 2010; Hashem and Youssef 2013).
By considering the values of the dissociated constants of Sunset Yellow under our experimental conditions, we can assume that the (mono-anionic form H2L−) of the dye is the prevalent ligand species in the pH range of complexation, and the complex forming equilibrium which exists at pH 4.8–9.5 probably represents interaction of Cu(II) with Sunset Yellow according to the following equations:
The analysis of the ascending parts of solutions containing an equimolar and excess of metal gives the best fit for equilibrium (1) and the formation of [CuL]− complex species. The ascending part of the absorbance-pH species for equimolar solutions was analyzed using equation (3).
For solutions containing excess of metal ion, the following equation (4) is applied:
The transformations (3) and (4) were found to be linear with a slope q = 2, indicating the release of two protons during complexation of copper with Sunset Yellow dye in the pH range of study. The calculated values of equilibrium constant and stability constants of [Cu(II)—Sunset Yellow] complexes are given in Table 1.
Optimization of Reaction Conditions
Method (I) Complexation with Cu(II)
In order to optimize the conditions, we have investigated a number of parameters such as pH, effect of metal ion, and effect of time as shown in Fig. 4.
Effect of pH
With other conditions fixed the effect of the pH on absorbance of Cu (II)-Sunset Yellow complex at λ max 350 nm investigated from pH range (0.4–12.8). Fig. 4a shows that the optimum pH achieved at 9.0.
Effect of Metal Ion
At optimum conditions, the effect of the volume of metal ion Cu(II) 1 × 10−3 mol L−1 on the absorbance of the complex was studied in the range of 0.5–4.0 ml at 25 °C. It is clear from Fig. 4b that the absorbance individually increases with the increase of Cu (II) metal ion volume and become constant at 1.5 ml. Further addition of reagents does not change the absorbance.
Effect of Time
Under optimum conditions, the reaction time was determined by following the absorbance of the complex at different time intervals. Complete complex formation was attained after 30 min.
Method (II) KMnO4 Oxidation
Potassium permanganate has been used as a strong oxidizing agent in the determination of many pharmaceutical compounds (Hassan and Belal 2002a; Rahman et al. 2004; Saleh et al. 2015). Sunset Yellow dye reacts with KMnO4 in strongly alkaline medium producing green manganite at λmax = 610 nm (Fig. 2b). During the current study, the produced color intensity increased gradually with time to reach maximum after 30 min and was stable for at least 24 h. The factors affecting the formation of manganite ions were optimized.
Effect of NaOH
Fig. 5a shows the effect of varying NaOH concentration upon the reaction of the Sunset Yellow dye with KMnO4. The maximum absorption was attained using 2.0 ml of 1 M NaOH with no significant changes appeared after the volume was increased. Consequently, 2.5 ml of 1 M NaOH was used as an optimum value for the reaction mixture.
Effect of KMnO4
The effect of varying concentration of potassium permanganate upon the rate of reaction is depicted in Fig. 5b. The results show that maximum absorbance was obtained using 1.5 ml of 1 × 10−2 mol L−1 KMnO4. Thus, the 2.0 ml 1 × 10−2 mol L−1 KMnO4 in the final solution was appropriate to achieve maximum color development.
Effect of Time
During the current study, the produced color intensity increased gradually with time to reach a maximum after 30 min and was stable for at least 24 h (Fig. 5c).
Stoichiometry of the Reactions in Methods (I) and (II)
The stoichiometry for the reaction of Sunset Yellow with Cu(II) or KMnO4 was determined using Job’s continuous variation method (Hassan and Belal 2002b). In solution having Co = CM + CL = 6.0 × 10−4 mol L−1 at pH 9.0. The plot of absorbance at 350 and 610 nm versus mole fraction of reagent Cu(II) or KMnO4 respectively shows a maximum at 0.5 for Cu(II) suggesting the formation of 1:1 (dye: M) complex and a maximum at 0.66 reveling the formation of 1:2 (dye: KMnO4).
Quantification
Validation of the Proposed Methods
At the optimum conditions, the absorbance of the reaction solution containing varying amounts of additive dye was measured and calibration plots for absorbance versus dye concentration curves for the two proposed methods obey Beer’s Law over the concentration ranges of ( 9.05–67.86) and (13.57–72.38) μg ml−1 at λmax 350 and 610 nm, respectively, Fig. 6a, b. The regression equation, correlation coefficients, limit of detection, limit of quantification, and molar absorptivity were also calculated and provided in Table 2.
Accuracy and Precision (Intraday and Interday)
The accuracy and precision of the proposed spectrophotometric methods with (CuCl2. 2H2O and KMnO4) were determined at three concentration levels of Sunset Yellow dye by analyzing five replicate samples of each concentrations. The relative standard deviation (RSD %) obtained for the analytical results did not exceed 2 % (Table 3) which proved a high reproducibility of the results and precision of the methods. The good level of precision was suitable for quality control analysis of Sunset Yellow in food samples. Under optimum conditions, the intraday precision assay was carried out for all procedures used through replicate analysis (n = 5) for Sunset Yellow corresponding to 10.63, 23.08, and 37.75 μg ml−1 for (method I) and 21.18, 30.67, and 44.82 μg ml−1 for ( method II).
The interday precision was also evaluated through replicate analysis of the pure sample for three consecutive days at the same concentration levels as used in within day precision. The results of these assays are reported in (Table 3). The (RSD %) and recovery values for intraday and interday precision were in the range 0.18–0.36 % and 92.75–111.25 %, respectively.
Analytical Recovery and Interference Liabilities (Specificity)
The accuracy of the proposed methods was also checked by performing recovery experiments using a standard addition method (Job 1928). Known amounts of pure Sunset Yellow dye were added to different matrix and then determined by the recommended procedures. Determination of Sunset Yellow was possible in the presence of cations and anions such as Li+, Na+, K+, NH4+ , Ca2+, Sr2+, Ba2+, Mg2+, Co2+, Ni2+, Zn2+, SO4 2−, NO 3 − , and Cl−. The obtained mean recoveries are ranged between 94.98 and 101.90 %, respectively, as shown in Table 4.
Also, Sunset Yellow was possible determine in the presence of 5.343 μg Tartrazine (E102), 6.044 μg Ponceau 4R (E124), 3.503 μg Tropaeolin 000, 4.964 μg, Allura red Ac, and 1.761 μg L-ascorbic acid. The results in (Table 4) proved the accuracy of the proposed methods in absence of interference from common matrix.
Limit of Detection (LOD) and Limit of Quantification (LOQ)
Limit of detection (LOD) and limit of Quantification (LOQ) define the sensitivity of the method. LOD and LOQ were calculated (Darwish 2005), according to ICHQ2 recommendation (Sarka et al. 2010) from the following equations:
where δ is the standard deviation of the intercept of regression line and the slope of calibration. LOD was found to be 0.4334, 0.6176 μg ml−1, while LOQ was found to be 1.313, 1.871 μg ml−1 for the two methods, respectively. The small values of LOD and LOQ indicated high sensitivity Table 2.
Application to Commercial Food Samples
To confirm the usefulness of the proposed two methods, Sunset Yellow has been determined in seven different kinds of commercial food samples (the original carmelle, tange mango, mango delights flavor, Jelly mange, Jelly orange, Jelly apricot, and custard powder). The two proposed spectrophotometric methods were successfully tested without any interference from different matrix in commercial food samples. The standard addition method was applied for our proposed methods. Known amounts of the standard Sunset Yellow were added to reanalyzed additive dye containing foods samples and determined by the recommended procedure. The concentration of additive dye was calculated from the corresponding regression equation, and the recoveries were found to be higher than 95 % (Table 5).
Conclusion
The work evidenced that the proposed spectrophotometric methods were found to be simple, selective, economical, rapid, and sensitive compared with other available spectrophotometric methods for the analysis of the additive dye Sunset Yellow. The statistical parameters and recovery study data clearly indicated the reproducibility and accuracy of the proposed methods in the range of the determination. Analysis of the different seven confectionery food samples containing Sunset Yellow E110 dye showed no interference from the common matrix. Hence, the present work seemed to be very suitable for the analysis of Sunset Yellow E110 dye in commercial food samples within the safe recommended limits.
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Elham Y. Hashem declares that she has no conflict of interest. Magda S. Saleh declares that she has no conflict of interest. Najat O. A. Al-Salahi declares that she has no conflict of interest. Ahmed K. Youssef declares that he has no conflict of interest.
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Hashem, E.Y., Saleh, M.S., Al-Salahi, N.O.A. et al. Advanced Spectrophotometric Analysis of Sunset Yellow Dye E110 in Commercial Food Samples. Food Anal. Methods 10, 865–875 (2017). https://doi.org/10.1007/s12161-016-0630-3
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DOI: https://doi.org/10.1007/s12161-016-0630-3