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Negative ion fast atom bombardment mass spectrometry. In situ reactions of boronic acids with triols and related compounds, sugars and nucleosides
Author(s) -
Rose Malcolm E.,
Longstaff Colin,
Dean Peter D. G.
Publication year - 1983
Publication title -
biomedical mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0306-042X
DOI - 10.1002/bms.1200100907
Subject(s) - chemistry , fast atom bombardment , boronic acid , mass spectrometry , ion , organic chemistry , solvent , combinatorial chemistry , chromatography
On the probe tip of a fast atom bombardment mass spectrometer, boronic acids react with a wide range of trifunctional compounds of appropriate configuration yielding negatively‐charged boronate cage compounds. Formation of 5‐ to 8‐membered rings occurs readily in the mass spectrometer. The reaction constitutes a simple and effective means of pre‐ionizing boronic acids, triols, aminodiols, monomercaptodiols and related compounds including sugars and nucleosides. The resulting boronate complexes exhibit excellent negative ion fast atom bombardment mass spectra, indicating wide application for (1) analysing polyhydroxy compounds and boronic acids, (2) providing information on configuration of polyhydroxy compounds, and (3) measuring affinity constants of polyfunctional compounds for boronic acids. The use of polyethylene glycol as solvent and mass calibrant is also discussed.