Formation of proline- and hydroxyproline-specific Maillard products from [1-13C]glucose

Autor:	Roland Tressl, Evelyn Kersten, Bernd Helak, Dieter Rewicki
Rok vydání:	1993
Předmět:	Reaction mechanism Bicyclic molecule Stereochemistry General Chemistry Isotopic labeling Hydroxyproline chemistry.chemical_compound Maillard reaction symbols.namesake chemistry Pyridine symbols Organic chemistry Gas chromatography Proline General Agricultural and Biological Sciences
Zdroj:	Journal of Agricultural and Food Chemistry. 41:547-553
ISSN:	1520-5118 0021-8561
DOI:	10.1021/jf00028a008
Popis:	The maillard reactions of [1-13C]glucose with proline and hydroxyproline, respectively, were investigated to gain more insight into the reaction pathways involved. Among others, maltoxazine, cyclotene, cyclopenta[b]azepinones and pyridinones, 2-acetyltetrahydropyridine, dihydropyrrolizines, and several hydroxyproline-derived pyrrolyl and tetrahydroindolizinone compounds were analyzed by capillary GC/MS, and the extent and position of isotopic labeling were determined by interpretation of the MS data. The results were used to evaluate the so far postulated routes to these compounds. Caused by the observed distribution of the isotopic label, the structure of one of the products was reinvestigate and identified as 5-acetyl-7-methyl-1,2,3,4-tetrahydrofuro[3,4-b]pyridine (15), the first derivative of this type of bicyclic heterocycle isolated in Maillard model reactions.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::bc1c0f844a67515f5b1f54d44c478aee https://doi.org/10.1021/jf00028a008 Zobrazit plný text záznamu