Amino acid-catalyzed conversion of citral: cis-trans isomerization and itsconversion into 6-methyl-5-hepten-2-one and acetaldehyde

Citation
Wam. Wolken et al., Amino acid-catalyzed conversion of citral: cis-trans isomerization and itsconversion into 6-methyl-5-hepten-2-one and acetaldehyde, J AGR FOOD, 48(11), 2000, pp. 5401-5405
Citations number
15
Categorie Soggetti
Agricultural Chemistry","Chemistry & Analysis
Journal title
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
ISSN journal
00218561 → ACNP
Volume
48
Issue
11
Year of publication
2000
Pages
5401 - 5405
Database
ISI
SICI code
0021-8561(200011)48:11<5401:AACOCC>2.0.ZU;2-A
Abstract
Under alkaline conditions, amino acids or proteins catalyze the deacetylati on of citral, a major aroma component, resulting in methylheptenone and ace taldehyde formation. 3-Hydroxycitronellal is an intermediate in this reacti on. Amino acids also catalyze the cis-trans isomerization of the pure isome rs of citral, geranial, and neral. Most likely the amino acids are involved in stabilizing intermediates of the isomerization and deacetylation reacti on of citral. On the basis of the findings presented, some consequences for the application of citral, or its isomers, in food are discussed.