Facile Synthesis of Internal and C-Terminal Peptide α -Ketoamides with Fmoc-Solid Phase Peptide Synthesis

Fmoc-Compatible Solid Phase Peptide Synthesis of Long C-Terminal Peptide Thioesters

Advances in Fmoc solid‐phase peptide synthesis

Today, Fmoc SPPS is the method of choice for peptide synthesis. Very-high-quality Fmoc building blocks are available at low cost because of the economies of scale arising from current multiton production of therapeutic peptides by Fmoc SPPS. Many modified derivatives are commercially available as Fmoc building blocks, making synthetic access to a broad range of peptide derivatives straightforwa...

Fast conventional Fmoc solid-phase peptide synthesis with HCTU.

1H-Benzotriazolium 1-[bis(dimethyl-amino)methylene]-5-chloro-hexafluorophosphate (1-),3-oxide (HCTU) is a nontoxic, nonirritating and noncorrosive coupling reagent. Seven biologically active peptides (GHRP-6, (65-74)ACP, oxytocin, G-LHRH, C-peptide, hAmylin(1-37), and beta-amyloid(1-42)) were synthesized with reaction times reduced to deprotection times of 3 min or less and coupling times of 5 ...

Acid cleavage/deprotection in Fmoc/tBu solid-phase peptide synthesis.

In general, a solid-phase peptide synthesis (SPPS) consists of the assembly of a protected peptide chain on a polymeric support (=synthetic step) and the subsequent cleavage/deprotection to release the crude, deprotected peptide from the solid support (=cleavage step). Usually, these two steps are followed by chromatographic purification of the crude peptide (see Chapters 1,2,4, and 5, PAP). Th...

Cysteine Pseudoprolines for Thiol Protection and Peptide Macrocyclization Enhancement in Fmoc-Based Solid-Phase Peptide Synthesis

Contrary to other studies, here we describe cysteine (Cys) pseudoproline-containing peptides with short deprotection times in TFA. The deprotection times fell in the same range as other protecting groups commonly used in SPPS (e.g., 1-3 h). Moreover, when using Cys pseudoprolines as peptide macrocyclization-enhancing moieties a considerable reduction in reaction time was observed compared to a ...