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An Improved, Versatile, and Easily Scalable Synthesis of Sphingomyelins: Application to Stable Isotope Labeling
Synthesis ( IF 2.2 ) Pub Date : 2020-03-24 , DOI: 10.1055/s-0039-1690863 Nicolas Philippe 1 , Serge Pérard , Franck Le Strat , Jörg Blankenstein , Sébastien Roy
Synthesis ( IF 2.2 ) Pub Date : 2020-03-24 , DOI: 10.1055/s-0039-1690863 Nicolas Philippe 1 , Serge Pérard , Franck Le Strat , Jörg Blankenstein , Sébastien Roy
Affiliation
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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.
中文翻译：
鞘磷脂的改进，多功能和易于扩展的合成：在稳定同位素标记中的应用
为了提供方便地标记的质谱标准物，以2-叠氮基-3- O-苯甲酰鞘氨醇为关键，通过一种新的简便，灵活，耐用，可扩展且高产的合成方案制备了一组氘代鞘磷脂中间。与以前发布的程序不同，这项工作强调了在麻烦但关键的磷酸化步骤中选择叠氮基官能团作为反应性伯胺的掩蔽基团的好处。
更新日期：2020-03-24
中文翻译：
鞘磷脂的改进，多功能和易于扩展的合成：在稳定同位素标记中的应用
为了提供方便地标记的质谱标准物，以2-叠氮基-3- O-苯甲酰鞘氨醇为关键，通过一种新的简便，灵活，耐用，可扩展且高产的合成方案制备了一组氘代鞘磷脂中间。与以前发布的程序不同，这项工作强调了在麻烦但关键的磷酸化步骤中选择叠氮基官能团作为反应性伯胺的掩蔽基团的好处。
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