Composition and purity of combinatorial aryl ether collections analyzed by electrospray mass spectrometry
Wolfgang J. Haap,
Gunther Jung
Institute of Organic Chemistry, University of Tubingen, Auf der
Morgenstelle 18, D-72076 Tubingen, Germany
Jorg W. Metzger, Christoph Kempter
Institute of Sanitary Engineering, Water Quality and Solid Waste
Management, University of Stuttgart, Bandtale 2, D-70569 Stuttgart,
Germany
Abstract
Electrospray mass spectrometry (ESI-MS), tandem mass spectrometry and
on-line RP_HPLC_ESI_MS were used to evaluate the composition and purity of
three different aryl ether mixtures consisting of 10 and 45 aryl ethers
synthesized on solid support by Williamson etherification. The libraries
feature two potential pharmacophores connected with three different
spacers and serve as models for a detailed component analysis. Individual
members of the library and by-products were identified rapidly and
conveniently by product ion scans. Compound collections obtained by two
different synthetic methods, the split/combine approach and the premix
method, showed different mass distributions in the ESI-MS spectra. Some
components were not detected in direct ESI-MS measurements, but were found
by MS/MS experiments. Precursor ion and constant neutral loss scans
allowed the identification of components with common structural features.
Keywords
aryl ether library, combinatorial chemistry, electrospray mass
spectrometry, HPLC-MS, molecule libraries, tandem MS
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