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Enhancement of mass spectrometric detection of LTC4, LTD4, and LTE4 by derivatization
Authors:Orval A Mamer  George Just  Chun-Sing Li  Patrice Préville  Sara Watson  Robert Young  James A Yergey
Institution:1. McGill University Mass Spectrometry Unit, 1130 Pine Avenue West, H3A 1A3, Montreal, Quebec, Canada
2. Department of Chemistry, McGill University, Montreal, Quebec, Canada
3. Merck Frosst Centre for Therapeutic Research, Canada, Kirkland, Quebec
Abstract:Several acylating reagents are synthesized and used to introduce quatemary phosphonium or ammonium or ternary sulfonium functions into a simple model of a peptido leukotriene (PLT). One of these reagents was selected for further study with LTE4, LTD4, and LTC4. We demonstrate that acylation of the free amine function of PLTs to produce the 5-triphenylphosphoniumvaleryl-amide (TPPV) derivatives enhances chemical stabilities and significantly increases responses in fast-atom bombardment and continuous-flow liquid secondary ion mass spectrometry (CF-LSIMS) relative to the native PLTs. With high-performance liquid chromatography inlet to CF-LSIMS, we demonstrate the facile detection in selected ion monitoring of the TPPV derivative of 3 pg of LTD4.
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