Genotoxicity Study of Reaction Products of Sorbic Acid

Ferrand, Carine; Marc, Françoise; Fritsch, P.; Cassand, Pierrette; Blanquat, G. de Saint

doi:10.1021/jf990777f

Cited by 22 publications

(14 citation statements)

References 13 publications

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“…It acts at low pH, but it is also efficient over a wide pH range, including high levels (up to 6 pH value). The sorbates are physiologically harmless and less toxic compared to benzoates but may still influence the taste of the food [7].…”

Section: Introductionmentioning

confidence: 99%

Development of reverse-phase high-performance liquid chromatography method for simultaneous determination of sodium benzoate and potassium sorbate in beverages

Petanovska‐Ilievska

Velkoska-Markovska

Jankulovska

2017

Acta Chromatographica

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Summary.Reverse-phase high-performance liquid chromatography (RP-HPLC) method for simultaneous determination of sodium benzoate and potassium sorbate in beverages was developed using high speed column. The simple and rapid reverse-phase method for quantitative determination of both preservatives was established on LiChroCART ® Purospher STAR RP-18e (30 mm × 4 mm; 3 μm) column, mobile phase consisted of acetonitrile-phosphate buffer (pH = 3.5) in volume ratio of 8:92 (v/v), flow rate of 1 mL min −1 , ultraviolet (UV) detection at 195 nm for sodium benzoate and 260 nm for potassium sorbate, and constant column temperature at 25 °C. Linearity, precision, accuracy, limit of quantification (LOQ), and limit of detection (LOD) were tested for method validation. Linearity range for sodium benzoate was 6.04-200.27 mg L −1 (R 2 = 0.999) while, for potassium benzoate (R 2 = 0.999), 12.19-406.36 mg L −1 . The RSD values ≤1.03% demonstrate excellent intra-day precision. LOD for sodium benzoate and potassium sorbate was 0.004 and 0.003 mg L −1 , while LOQ was 0.012 and 0.009 mg L −1 , respectively. This method was applied for quantitative determination of investigated preservatives in beverages which were taken from Macedonian markets.

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Section: Introductionmentioning

confidence: 99%

Development of reverse-phase high-performance liquid chromatography method for simultaneous determination of sodium benzoate and potassium sorbate in beverages

Petanovska‐Ilievska

Velkoska-Markovska

Jankulovska

2017

Acta Chromatographica

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“…In the European Union, the use of sorbic acid (E200) and its potassium (E202) and calcium (E203) salts Scheme 1 Nucleophilic attack to the molecule of sorbic acid is authorized to lengthen the shelf life of many foods (including margarine, fruit preserves and desserts, wines and other drinks, moist cheeses, etc.) [4].…”

Section: Introductionmentioning

confidence: 99%

“…Sorbic acid has a conjugated system of double bonds that renders it susceptible to nucleophilic attack by species such as thiols [8,9], amines [10] and nitrites [11,12], sometimes producing mutagenic products [4]. Strong nucleophiles, such as amines and thiols, yield 1,4-addition products without the need for an initial protonation of the sorbate, the addition of H + taking place as the final stage in the mechanism [9].…”

Section: Introductionmentioning

confidence: 99%

Sorbic Acid as an Alkylating Agent

et al. 2008

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A kinetic study of the alkylating potential of the sorbic acid + NaOH and sorbic acid + KOH systems was performed in 7:3 (volume/volume) water + dioxane solvent mixtures. The following conclusions were drawn. First, the sorbic acid + sorbate system shows alkylating activity on the nucleophile 4-(p-nitrobenzyl)pyridine (NBP), which is used as a trap for alkylating agents having nucleophilic characteristics similar to DNA bases. Second, the maximum alkylating capacity is observed in the pH = 5.0 to 6.5 range. Third, the alkylation reactions comply with the rate equation, with K a being the dissociation constant of sorbic acid. Fourth, an enthalpy-entropy ( H # / S # ) compensation effect for activation quantities is observed by comparing NBP alkylation reactions due to sorbic acid + NaOH, sorbic acid + KOH, as well as potassium sorbate + HCl mixtures. Fifth, the results may help to establish suitable expiration times for products preserved with sorbic acid.

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“…1) Their usage for food preservation is usually considered to be safe for human consumption. However, some studies have shown that SA and its salts exhibit a weak genotoxic potential, [2][3][4] including causing damage to DNA 5) and having an alkylating activity on nucleophilic 4-(p-nitrobenzyl) pyridine. 6) Also, Soschin and Leyden reported that SA induced erythema and edema in human skin, 7) although the mechanism was not clarified.…”

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confidence: 99%

Negative and Positive Ion Mode LC/MS/MS for Simple, Sensitive Analysis of Sorbic Acid

Horiyama

Honda

Suwa

et al. 2010

CHEMICAL & PHARMACEUTICAL BULLETIN

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Sorbic acid (SA: CH 3 -CH‫؍‬ ‫؍‬CH-CH‫؍‬ ‫؍‬CH-COOH) is one of the widely used food preservatives, although there have been some reports of its toxic activity, for example, on DNA and skin cells. In order to examine the effects of SA on mammalian tissues, we have developed a highly sensitive analytical method using LC/MS/MS with positive and negative ion mode electrospray ionization (ESI). In a previous study, we found that a nonacidic eluent offers better ionization efficiency than acids or their ammoniun salts. However, optimal results could not be obtained because the anion form of SA is poorly retained on a conventional reversed phase column. To resolve this problem, we chose a new type of column and used high-resolution mass spectrometry and positive ion mode analysis. There have only been a few reports using these methods in the positive mode, for example derivatized SA, because acid compounds such as SA are usually used in the negative ion mode. However, a new type of lowcarbon-content and polar-endcapped C18 phase column was developed for better separation of SA from the matrix. High-resolution selected reaction monitoring (SRM) gave the best signal to noise ratio in normal-resolution SRM. In the positive ion mode, the CH 3 OH-0.05% HCOOH/0.1% CH 3 COOH eluent system yielded the best ionization efficiency. We propose a highly sensitive and simple analysis using a two-ion-mode ESI SRM method. Such systems should allow quantification of the amount of SA in or around the cells, without the need for pretreatment such as solid phase extraction.

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Genotoxicity Study of Reaction Products of Sorbic Acid

Cited by 22 publications

References 13 publications

Development of reverse-phase high-performance liquid chromatography method for simultaneous determination of sodium benzoate and potassium sorbate in beverages

Development of reverse-phase high-performance liquid chromatography method for simultaneous determination of sodium benzoate and potassium sorbate in beverages

Sorbic Acid as an Alkylating Agent

Negative and Positive Ion Mode LC/MS/MS for Simple, Sensitive Analysis of Sorbic Acid

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