![]() ![]() Berninamycin-B, Berninamycin-C, and Berninamycin-D, minor metabolites from Streptomyces bernensis. Biosynthesis and mode of action of lantibiotics. However, once SecPh is in hand, the time required for the preparation of peptides is significantly shorter and comparable to that for any peptide synthesis.Ĭhatterjee, C., Paul, M., Xie, L. The preparation of Dha-containing peptides, including the synthesis of SecPh, peptide elongation and oxidative treatment of phenylselenocysteine-containing peptides can be completed by one person in approximately 3–5 weeks. ![]() Dha residues are electrophilic handles for the preparation of glycopeptides, lipopeptides or other peptide conjugates one such transformation will be outlined here. Globally deprotected peptides containing phenylselenocysteine can be converted to dehydrated peptides following a chemoselective, mild oxidation with hydrogen peroxide or sodium periodate (i.e., the phenylselenocysteine side chain is converted to that of Dha). A nonproteinogenic amino acid, Fmoc- Se-phenylselenocysteine (SecPh), can be prepared in high yield over four synthetic steps and be conveniently incorporated into peptides by standard solid-phase peptide synthesis techniques. This protocol describes the methodology for the synthesis of dehydroalanine (Dha)-containing peptides and illustrates their use in convergent ligation strategies for the preparation of peptide conjugates. ![]()
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