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Synthesis of diazo functionalized solid supports and their application towards the enrichment of phosphorylated peptides†
Samantha M. Frawley Cass,Gavin E. Reid,Jetze J. Tepe
Organic & Biomolecular Chemistry Pub Date : 06/25/2009 00:00:00 , DOI:10.1039/B906577F
Abstract

We describe herein the synthesis and application of a range of diazo-functionalized materials as platforms for the solid phase enrichment of phosphorylated peptides from protein digests. Diazo-functionalized solid phase resins are employed to bind covalently and specifically with the phosphate moiety of a peptide substrate, allowing for non-phosphorylated peptides to be efficiently removed by filtration. The technique described herein is compatible with enrichment of phospho-serine, threonine and tyrosine residues and was used to successfully enrich phosphorylated substrates from β-casein and ovalbumin digests in low-picomolar quantities.

Graphical abstract: Synthesis of diazo functionalized solid supports and their application towards the enrichment of phosphorylated peptides
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