Improved solid-phase peptide synthesis of ‘difficult peptides’ by altering the microenvironment of the developing sequence |
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| Authors: | Nikos Zinieris Nicolas Ferderigos |
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| Institution: | a Laboratory of Organic Chemistry, Chemistry Department, University of Athens, Athens 157 71, Greece
b Laboratory of Immunopeptide Chemistry IRRP, National Centre for Scientific Research ‘Demokritos’, Athens 153 10, Greece |
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| Abstract: | Three types of resins, related to the spacer, environmental and microenvironmental models were prepared by grafting commercial AMP polymer with 2-2-(2-aminoethylamino)-2-oxoethoxy]acetic acid. All resins were highly loaded and functionalized with Rink-amide linker. A comparative synthesis of the classic difficult sequence ACP (65-74) on the prepared resins by Fmoc/t-Bu chemistry is presented. The ‘microenviromental’ model resin afforded the crude peptide in the highest purity (98%). |
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| Keywords: | Solid-phase peptide synthesis Difficult sequences Grafting aminomethylpolystyrene resins |
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