An Improved, Versatile, and Easily Scalable Synthesis of Sphingomyelins: Application to Stable Isotope Labeling
Keyword(s):
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.
2007 ◽
Vol 50
(11-12)
◽
pp. 1124-1136
◽
2018 ◽
Vol 90
(3)
◽
pp. 1852-1860
◽
2012 ◽
Vol 26
(6)
◽
pp. 659-669
◽
2021 ◽
Vol 403
◽
pp. 123612
◽
2019 ◽
Vol 7
◽
2012 ◽
Vol 18
(8)
◽
pp. 2342-2348
◽
Keyword(s):
2012 ◽
Vol 75
(10)
◽
pp. 3050-3062
◽
Keyword(s):
2000 ◽
Vol 14
(18)
◽
pp. 1677-1681
◽
2005 ◽
Vol 19
(5)
◽
pp. 683-688
◽
Keyword(s):