Oxidation of Aldehydes Used as Food Additives by Peroxynitrite

被引:7
作者
Alcolado, Clara I. [1 ]
Garcia-Rio, Luis [2 ]
Mejuto, Juan C. [3 ]
Moreno, Inmaculada [1 ]
Poblete, Francisco J. [1 ]
Tejeda, Juan [1 ]
机构
[1] Univ Castilla La Mancha, Fac Chem, Dept Phys Chem, Avda Camilo Jose Cela S-N, Ciudad Real 13071, Spain
[2] Univ Santiago, Fac Chem, Dept Phys Chem, Avda Ciencias S-N, Santiago De Compostela 15701, Spain
[3] Univ Vigo, Fac Sci, Dept Phys Chem, Campus As Lagoas, Orense 32004, Spain
关键词
oxidation; aldehydes; peroxynitrite; food additives; organoleptic properties; antioxidant properties; NITRIC-OXIDE;
D O I
10.3390/antiox12030743
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Benzaldehyde and its derivatives are used as food supplements. These substances can be used mainly as flavorings or as antioxidants. Besides, peroxynitrite, an oxidizing agent, could be formed in canned food. Both species could react between them. The present article has focused on the kinetic study of the oxidation of aldehydes by peroxynitrite. A reaction mechanism that justifies all the experimental results is proposed. This mechanism, in acidic media, passes through three competitive pathways: (a) a radical attack that produces benzoic acid. (b) peracid oxidation, and (c) a nucleophilic attack of peroxynitrous acid over aldehyde to form an intermediate, X, that produces benzoic acid, or, through a Cannizzaro-type reaction, benzoic acid and benzyl alcohol. All rate constants involved in the third pathway (c) have been calculated. These results have never been described in the literature in acid media. A pH effect was analyzed.
引用
收藏
页数:13
相关论文
共 38 条
[1]  
[Anonymous], 1996, 1999217EC COMMISSION
[2]   Electron Localization Function and Electron Localizability Indicator Applied to Study the Bonding in the Peroxynitrous Acid HOONO [J].
Berski, Slawomir ;
Latajka, Zdzislaw ;
Gordon, Agnieszka J. .
JOURNAL OF COMPUTATIONAL CHEMISTRY, 2011, 32 (08) :1528-1540
[3]   Peroxynitrite: a potential initiator of lipid oxidation in food [J].
Brannan, RG ;
Connolly, BJ ;
Decker, EA .
TRENDS IN FOOD SCIENCE & TECHNOLOGY, 2001, 12 (5-6) :164-173
[4]  
Burdock GeorgeA., 2009, FENAROLIS HDB FLAVOR, VSixth, DOI DOI 10.1201/9781439847503
[5]   Two state reactivity mechanism for the rearrangement of hydrogen peroxynitrite to nitric acid [J].
Contreras, Renato ;
Galvan, Marcelo ;
Oliva, Monica ;
Safont, Vincent S. ;
Andres, Juan ;
Guerra, Doris ;
Aizman, Arie .
CHEMICAL PHYSICS LETTERS, 2008, 457 (1-3) :216-221
[6]  
Devasagayam TP, 2004, J Assoc Phys India, V52, P804
[7]  
Fernandez S.L., 2016, TENDENCIAS DOCENCIA, V1, P323
[8]   The Possibility of Reduction of Synthetic Preservative E 250 in Canned Pork [J].
Ferysiuk, Karolina ;
Wojciak, Karolina M. .
FOODS, 2020, 9 (12)
[9]   THE REACTION OF NO-CENTER-DOT WITH O-2(CENTER-DOT-) AND HO2-CENTER-DOT - A PULSE-RADIOLYSIS STUDY [J].
GOLDSTEIN, S ;
CZAPSKI, G .
FREE RADICAL BIOLOGY AND MEDICINE, 1995, 19 (04) :505-510
[10]   No Straight Path: Roaming in Both Ground- and Excited-State Photolytic Channels of NO3→NO+O2 [J].
Grubb, Michael P. ;
Warter, Michelle L. ;
Xiao, Hongyan ;
Maeda, Satoshi ;
Morokuma, Keiji ;
North, Simon W. .
SCIENCE, 2012, 335 (6072) :1075-1078