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Rapid and Easy Identification of Isomers of Coumaroyl‐ and Caffeoyl‐ D ‐quinic Acid by Gas Chromatography/Mass Spectrometry
Author(s) -
Fuchs Claus,
Spiteller Gerhard
Publication year - 1996
Publication title -
journal of mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 1076-5174
DOI - 10.1002/(sici)1096-9888(199606)31:6<602::aid-jms338>3.0.co;2-9
Subject(s) - chemistry , quinic acid , mass spectrometry , chromatography , gas chromatography–mass spectrometry , gas chromatography , identification (biology) , organic chemistry , botany , biology
The 3‐ O ‐, 4‐ O ‐ and 5‐ O ‐isomers of caffeoyl‐D‐quinic acid and the corresponding ethyl esters were separated by high‐performance liquid chromatography and the structures were verified by NMR spectrometry. Trimethylsilylation of the compounds allowed a rapid and easy identification of isomers from the proportions of the characteristic key ions at m / z 345 and 307. Coumaroyl‐D‐quinic acids show analogous fragmentation for ions at m / z 345 and 219. Stereochemical considerations explain the fragmentation of the isomers.