Zamora Rosario, Navarro José L, Aguilar Isabel, Hidalgo Francisco J
Instituto de la Grasa, Consejo Superior de Investigaciones Científicas, Avenida Padre García Tejero 4, 41012 Seville, Spain.
Instituto de la Grasa, Consejo Superior de Investigaciones Científicas, Avenida Padre García Tejero 4, 41012 Seville, Spain.
Food Chem. 2015 May 1;174:89-96. doi: 10.1016/j.foodchem.2014.11.034. Epub 2014 Nov 13.
Nucleophilic degradation produced by reactive carbonyls plays a major role in food quality and safety. Nevertheless, these reactions are complex because reactive carbonyls are usually involved in various competitive reactions. This study describes the thermal degradation of 2-alkenals (2-pentenal and 2-octenal) and 2,4-alkadienals (2,4-heptadienal and 2,4-decadienal) in an attempt to both clarify the stability of aldehydes and determine new compounds that might also play a role in nucleophile/aldehyde reactions. The obtained results showed that alkenals and alkadienals decomposed rapidly in the presence of buffer and air to produce formaldehyde, acetaldehyde, and the aldehydes corresponding to the breakage of the carboncarbon double bonds: propanal, hexanal, 2-pentenal, 2-octenal, glyoxal, and fumaraldehyde. The activation energy of double bond breakage was relatively low (∼ 25 kJ/mol) and the yield of alkanals (10-18%) was higher than that of 2-alkenals (∼ 1%). All these results indicate that these reactions should be considered in order to fully understand the range of nucleophile/aldehyde adducts produced.
由活性羰基引发的亲核降解在食品质量和安全方面起着重要作用。然而，这些反应很复杂，因为活性羰基通常参与各种竞争反应。本研究描述了2-烯醛（2-戊烯醛和2-辛烯醛）和2,4-二烯醛（2,4-庚二烯醛和2,4-癸二烯醛）的热降解，旨在阐明醛类的稳定性，并确定可能在亲核试剂/醛反应中也起作用的新化合物。所得结果表明，烯醛和二烯醛在缓冲液和空气存在下迅速分解，生成甲醛、乙醛以及对应碳碳双键断裂的醛类：丙醛、己醛、2-戊烯醛、2-辛烯醛、乙二醛和富马醛。双键断裂的活化能相对较低（约25 kJ/mol），链烷醛的产率（10 - 18%）高于2-烯醛（约1%）。所有这些结果表明，为了全面了解所产生的亲核试剂/醛加合物的范围，应考虑这些反应。
