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The synthesis of internal standards for the quantitative determination of sphingolipids by tandem mass spectrometry
Author(s) -
Mills Kevin,
Eaton Simon,
Ledger Victoria,
Young Elisabeth,
Winchester Bryan
Publication year - 2005
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/rcm.1977
Subject(s) - chemistry , tandem mass spectrometry , sphingolipid , mass spectrometry , chromatography , tandem , selected reaction monitoring , biochemistry , materials science , composite material
Abstract Novel internal standards have been synthesised for the quantitative determination by tandem mass spectrometry (MS/MS) of the sphingolipids that accumulate in lysosomal storage diseases. The [ d 4 ]C16‐ and [ d 47 ]C24‐isoforms of galactosylceramide (CMH), lactosylceramide (CDH), globotriaosylceramide (CTH), cerebroside sulphate, sphingomyelin and G M1 ‐, G M2 ‐ and G M3 ‐gangliosides were synthesised by the reaction of their lyso ‐forms with the acid chlorides of hexadecanoic 5,5,6,6‐ d 4 acid ([ d 4 ]‐palmitic acid) and tetracosanoic‐ d 47 acid ([ d 47 ]‐lignoceric acid), respectively. The acid chlorides were formed using oxalyl chloride. The structures of the internal standards were confirmed by MS/MS. The fragmentation pattern of each novel compound was similar to that of the corresponding natural form of the sphingolipid, making it a good internal standard for the quantitative determination of the natural sphingolipid by ESI‐MS/MS. Characteristic product ions were identified for each compound. Copyright © 2005 John Wiley & Sons, Ltd.