Abstract
With a view to make conveniently labeled mass spectrometry standards available, a
set of deuterated sphingomyelins were prepared by a new expedient, flexible, robust,
scalable, and high-yielding synthetic scheme starting from 2-azido-3-O-benzoylsphingosine as the key intermediate. Unlike previously published procedures,
this work emphasizes the benefit arising from the choice of the azido function as
a masking group for the reactive primary amine during the troublesome, though crucial,
phosphorylation step.
Key words
sphingomyelin - sphingosine - stable isotope - deuterium - mass spectrometry standard
- chemical synthesis
