The solid phase synthesis of peptoids was monitored by mass spectrometry.  Cleavage conditions and instrumental methods were optimized for ease of examination.  The synthesis was previously monitored using qualitative methods.  Despite their sensitivity, the ninhydrin and chloranil tests fail to provide specific structural confirmation.  Using mass spectrometry, we were able to examine structural details of cleaved products at any point in the synthesis. Methods for the use of liquid chromatography with tandem mass spectrometry will be presented.  Cleavage methods were also explored to determine the most effective method using reagents compatible with LC-MS/MS.  Such an optimized cleavage method permits identification of synthetic products with efficiency and ease.

Monitoring the solid-phase synthesis of peptoid foldamers

241st National Meeting (2011)

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