A contemporary view of the mechanisms of formation of new contaminants in vegetable oils – esters of monochloropropanediols and high molecular weight carboxylic acids

E. Butina, I. Dubrovskaya, E. O. Gerasimenko, S. A. Kalmanovich
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Abstract

Monochloropropanediols (MCPD) and their esters with high molecular weight carboxylic (fatty) acids are new types of technological contaminants present in refined deodorized oils and other foods.The development of measures to minimize the content of MCPD esters in vegetable oils, which are an important component of various food systems, is a priority direction of modern foreign and domestic research in the field of ensuring food safety. The effectiveness of such measures should be based on ideas about the mechanisms of formation of MCPD esters and the identification of their predecessors (precursors) present in the lipid complex of oil seeds, as well as those formed during their processing.Systematized statistically reliable scientific knowledge about the mechanisms of formation of MCPD esters and their derivatives is still missing. Presumably, the formation of MCPDs and their esters with fatty acids should correlate with the presence of chlorine compounds in oilseed raw materials and in the oil itself; chlorine-containing pesticides and biologically active substances (fertilizers) used in agricultural production are one of the sources.Thus, the goal of the research is a systematic and comprehensive synthesis of ideas about precursors and mechanisms of formation of MCPD esters.As a result of analysis and synthesis of literature sources, it has been established that the main precursors of MCPD esters are DAG, TAG and various chlorine-containing compounds. The main factors influencing the rate of formation and amount of accumulation of MCPD esters are high temperatures (more than 120°C), duration of heat treatment, the presence of free fatty acids, antioxidants and moisture. Different chlorine compounds appear to have different activities in the reactions leading to the formation of MCPD esters. The presence of antioxidants in lipid systems can inhibit the formation of 3-MCPD ester, and the effectiveness of the process is determined by the type of antioxidant. According to the degree of increase in inhibitory ability, the most applicable antioxidants in lipid systems can be ranked as follows: α-tocopherol, BOA, BOT, AP, PG and TBHQ. The role of the composition of fatty acids in the formation of MCPD esters still remains unclear; however, there is indirect evidence indicating the influence of the composition of fatty acids on the level of accumulation of MCPD esters, which determines the feasibility of an in-depth study of this issue.
植物油中新污染物--一氯丙二醇酯和高分子量羧酸--形成机理的现代视角
单氯丙二醇(MCPD)及其与高分子量羧酸(脂肪酸)的酯类是精炼脱臭油和其他食品中的新型技术污染物。植物油是各种食品体系的重要组成部分,制定措施最大限度地降低植物油中的单氯丙二醇酯含量是现代国内外在确保食品安全领域研究的优先方向。这些措施的有效性应基于对 MCPD 酯形成机理的认识,以及对油料种子脂质复合物中存在的前体(前驱体)和加工过程中形成的前体(前驱体)的鉴定。据推测,MCPDs 及其酯类与脂肪酸的形成应与油籽原料和油本身中存在的氯化合物有关;农业生产中使用的含氯杀虫剂和生物活性物质(肥料)是来源之一。因此,研究的目标是系统、全面地综合有关 MCPD 酯前体和形成机制的观点。通过分析和综合文献资料,确定了 MCPD 酯的主要前体是 DAG、TAG 和各种含氯化合物。影响 MCPD 酯形成速度和累积量的主要因素是高温(超过 120°C)、热处理持续时间、游离脂肪酸的存在、抗氧化剂和湿度。在导致 MCPD 酯形成的反应中,不同的氯化合物似乎具有不同的活性。脂质系统中抗氧化剂的存在可抑制氯丙二醇酯的形成,而这一过程的有效性取决于抗氧化剂的类型。根据抑制能力的增强程度,脂质体系中最适用的抗氧化剂可分为以下几种:α-生育酚、BOA、BOT、AP、PG 和 TBHQ。脂肪酸成分在 MCPD 酯形成过程中的作用仍不清楚;不过,有间接证据表明脂肪酸成分对 MCPD 酯的积累水平有影响,这就决定了深入研究这一问题的可行性。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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