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Titolo:
Minor Strecker degradation products of phenylalanine and phenylglycine
Autore:
Adamiec, J; Rossner, J; Velisek, J; Cejpek, K; Savel, J;
Indirizzi:
Inst Chem Technol, Dept Food Chem & Anal, CR-16628 Prague, Czech Republic Inst Chem Technol Prague Czech Republic CR-16628 Prague, Czech Republic Budweiser Budvar Brewery, Dept Res, Ceske Budejovice 37021, Czech RepublicBudweiser Budvar Brewery Ceske Budejovice Czech Republic 37021 Republic
Titolo Testata:
EUROPEAN FOOD RESEARCH AND TECHNOLOGY
fascicolo: 2, volume: 212, anno: 2001,
pagine: 135 - 140
SICI:
1438-2377(2001)212:2<135:MSDPOP>2.0.ZU;2-D
Fonte:
ISI
Lingua:
ENG
Soggetto:
BENZALDEHYDE; INVOLVEMENT; CONVERSION; OXIDATION; CHEESE;
Keywords:
Strecker degradation; amino acids; glyoxal; sodium peroxodisulfate; phenylalanine; phenylglycine; benzaldehyde; phenylacetaldehyde; radicals; O- and N-heterocyclic compounds;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Agriculture,Biology & Environmental Sciences
Citazioni:
27
Recensione:
Indirizzi per estratti:
Indirizzo: Velisek, J Inst Chem Technol, Dept Food Chem & Anal, Technicka 1905, CR-16628 Prague,Czech Republic Inst Chem Technol Technicka 1905 Prague Czech Republic CR-16628
Citazione:
J. Adamiec et al., "Minor Strecker degradation products of phenylalanine and phenylglycine", EUR FOOD RE, 212(2), 2001, pp. 135-140

Abstract

Phenylalanine (Phe) was oxidized with either potassium peroxodisulfate or glyoxal. Volatile reaction products were isolated and analyzed by GC/FID and GC/MS. Nonvolatile products were derivatized with diazomethane and analyzed by the same methods. Under the experimental reaction conditions (equimolar ratio of reactants, 100 degreesC, 1 h), the decomposed amount of amino acid was 28% (glyoxal) and to 74% (peroxodisulfate), respectively. Sixteen volatile compounds having their origin in the amino acid molecule were detected and identified. The major compound was phenylacetaldehyde (208 mg/peroxodisulfate, 11 mg/glyoxal), followed by bibenzyl, benzaldehyde, and benzyl alcohol. Other products were present in concentrations lower then 0.1 mg. For comparison, the lower homologue of Phe, phenylglycine, was oxidized under the same conditions. Analogously, 21% (glyoxal) and 65% (peroxodisulfate)of this amino acid decomposed, predominantly to benzaldehyde (242 mg/peroxodisulfate, 95 mg/glyoxal). A minor decomposition product was benzoic acid (2.9 mg), other ten products arose at levels lower then 0.1 mg. The formation of minor oxidation products during Strecker degradation of amino acids suggests the importance of radical reactions. In systems comprising glyoxal,ten heterocyclic compounds arose as minor products (3-furancarbaldehyde, 5-methyl-2-furancarbaldehyde, 2-pyrrolcarbaldehyde, 3-phenylpyridine, pyrazine, methyl-, ethyl-, vinyl-, and 2-phenylethylpyrazine).

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Documento generato il 02/04/20 alle ore 22:16:51