Fluorous Mixture Synthesis による簡易ペプチド合成: フルオラス FMOC 試薬の合成とその反応

抄録

We prepared fluorous-FMOC (f-FMOC) reagents bearing C4F9 and C6F13 tag, for peptide synthesis with Fluorous Mixture Synthesis (FMS). The protection of amino acid, and the condensation reaction proceeded in good yields in a similar manner as regular FMOC reagent. The resulting f-FMOC dipeptides were separated from the non-fluorous by-products effectively utilizing Fluorous Solid Phase Extraction (FSPE). In addition, we conducted fluorous-HPLC analysis of the various f-FMOC-dipeptides bearing different fluorous tag. As the result, the remarkable difference was observed among these fluorous dipeptides. The resulting remarkable differences in the retention times of the dipeptides with different fluorous tags indicate that using f-FMOC as a tagging strategy in FMS of polypeptides is a viable strategy.

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