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Clinical Chemistry 36: 1875-1879, 1990;
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Clinical Chemistry, Vol 36, 1875-1879, Copyright © 1990 by American Association for Clinical Chemistry

Isolation and structural identification of 9hydroxy-9desmethyl- cyclosporine

LD Bowers, DD Norman, XX Yan, D Scheeler and KL Carlson
Department of Laboratory Medicine and Pathology, University of Minnesota, Minneapolis 55455.

A metabolite of cyclosporine has been isolated and its structure identified through use of HPLC and tandem mass spectroscopy. Fast atom bombardment mass spectrometry of an HPLC fraction co-eluting with 1 eta hydroxy-cyclosporine (M17) indicated that the mass of this metabolite was 2 Da greater than that of cyclosporine. Further isolation by HPLC yielded a pure fraction, which we analyzed with tandem mass spectrometry. Linear acyl fragment ions originating from the metabolite under collision-induced dissociation were consistent with the difference in mass being associated with amino acid 9 in the cyclosporine backbone. We propose a nomenclature system for future discussion of cyclosporine metabolites.




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Copyright © 1990 by the American Association for Clinical Chemistry.