Add time:08/18/2019         Source:sciencedirect.com

Various tetrahydro-β-carboline-3-carboxylic acids (THβC-3-COOH) are identified in commercial foods and drinks by GC-MS. Positive identification of 1-methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid (MTCA) is demonstrated in soy and tobasco sauces, wine, beer, wine vinegar, cider, orange juice, toasted bread, blue cheese and yoghurt. 1,2,3,4-Tetrahydro-β-carboline-3-carboxylic acid (THCA) occurs in toasted bread, beer, cider, wine vinegar, soy and tobasco sauce, orange juice and blue cheese. MTCA and THCA are reported for the first time in several of these products. MTCA appears as a mixture of two diastereoisomers with the same spectra. MTCA is the major THβC-3-COOH in foodstuffs except for toasted bread that contains more THCA. GC-MS analysis of N-methoxycarbonyl methyl ester derivatives of THβC-3-COOHs was used for chemical identification. Those derivatives were synthesized in a qualitatively using methyl chloroformate or methyl chloroformate and diazomethane reagents. Electron impact mass spectra of N-methoxycarbonyl-THβC-3-COOH methyl esters are reported and fragmentation assigned and discussed. These results prove the presence of THβC-3-COOHs in commercial foodstuffs suggesting their uptake during the daily consumption of foods.

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