High Efficiency Synthesis of Phosphopeptides

Introduction

Highly efficient synthesis of difficult phosphopeptides is demonstrated using the Liberty Blue^TM automated microwave peptide synthesizer with CarboMAX^TM coupling methodology. The use of microwave energy proved powerful for coupling bulky phosphoamino acid derivatives while the use of CarboMAX coupling methodology stabilized the acid-labile protected phosphate group at high temperature thereby minimizing side reactions. Using this approach the following phosphopeptides were each assembled in less than 2 hours: CTEDQY(pS) LVED-NH₂ (82% purity), CPSPA(pT)DPSLY-NH₂ (73% purity), and CSDGG(pY)MDMSK-NH₂ (62% purity).