Fmoc solid phase peptide synthesis of thioesters for the chemical synthesis of proteins via native chemical ligation is a challenge. We have developed a versatile approach for direct synthesis of peptide thioesters from a solid support utilizing Fmoc chemistry. Peptide thioester synthesis is performed by the formation of a cyclic urethane moiety via a selective reaction of the backbone amide ch...

Fmoc solid phase peptide synthesis of thioesters for the chemical synthesis of proteins via native chemical ligation is a challenge. We have developed a versatile approach for direct synthesis of peptide thioesters from a solid support utilizing Fmoc chemistry. Peptide thioester synthesis is performed by the formation of a cyclic urethane moiety via a selective reaction of the backbone amide ch...

This chapter describes the basic protocols for solid-phase peptide synthesis using the Fmoc group as the N (α)-protecting group (Fmoc-SPPS). The chapter introduces resins and their handling, choice of linkers, and the most common methods for peptide chain assembly. The proper choice of resins and linkers for solid-phase synthesis is a key parameter for successful peptide synthesis. This chapter...

A novel integrated continuous-flow microfluidic system was designed and fabricated for solid phase peptide synthesis (SPPS) using conventional reactants. The microfluidic system was composed of a glass-based radial reaction chip, a diffluent chip, amino acid feeding reservoirs and continuous-flow reagent pathways. A tri-row cofferdam-fence structure was designed for solid phase supports trappin...

The reversal of the proteolytic cleavage of the peptide bond by proteases leads to the enzymatic peptide synthesis. In contrast to the chemical synthesis enzymes form the peptide bond without the danger of racemisation. The coupling can be conducted in aqueous buffer, no hazardous chemicals are necessary. Quite often side chain protection of the amino acids can be omitted, thus simplifying the ...

We report the crystal structure of anhydrous form Oxyma-B, a relevant racemization suppressor for peptide synthesis, solved by direct space methodologies from X-Ray Powder Diffraction Data. The structure...

A fast and greensolution-phase peptide synthesis (GSolPPS) via continuous protocol, addressed with propylphosphonic anhydride T3P® as coupling reagent N -benzyloxycarbonyl-protecting group easily removed by hydrogenation is herein reported.

We have developed a convenient method for the direct synthesis of peptide thioesters, versatile intermediates for peptide ligation and cyclic peptide synthesis. The technology uses a modified Boc SPPS strategy that avoids the use of anhydrous HF. Boc in situ neutralization protocols are used in combination with Merrifield hydroxymethyl resin and TFA/TMSBr cleavage. Avoiding HF extends the scope...