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Acetylation of Cytokinins and Modified Adenine Compounds: A Simple and Non‐destructive Derivatization Method for Gas Chromatography–Mass Spectrometric Analysis
Author(s) -
Björkman PerOlaf,
Tillberg Elisabeth
Publication year - 1996
Publication title -
phytochemical analysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.574
H-Index - 72
eISSN - 1099-1565
pISSN - 0958-0344
DOI - 10.1002/(sici)1099-1565(199603)7:2<57::aid-pca283>3.0.co;2-z
Subject(s) - chemistry , acetic anhydride , derivatization , acetylation , mass spectrometry , chromatography , acetonitrile , pyridine , gas chromatography , chloroform , toluene , hexane , electron ionization , alkylbenzenes , organic chemistry , gas chromatography–mass spectrometry , trifluoroacetic anhydride , catalysis , ionization , biochemistry , gene , ion
Acetic anhydride and N ‐methylimidazole were used to derivatize more than thirty different cytokinins (bases, nucleosides and nucleotides), N 6 ‐modified adenines and adenosines, and the chemically related substances adenosyl‐monophosphate, ‐diphosphate and ‐triphosphate. The reaction was allowed to proceed at room temperature for 30 min. There was a high recovery and the derivatives were stable for at least 2 weeks at room temperature when stored in an organic solvent such as toluene, chloroform or acetonitrile. The method was also compared with a commonly used method of acetylation employing acetic anhydride and pyridine as basic catalyst, and with some modifications of it. The electron ionization mass spectra of some acetylated cytokinins are examined, and the fragmentation pathways observed are discussed. Analysis of acetylated bases and nucleosides with gas chromatography–mass spectrometry was possible in the pmol range.