An Alkyne-functionalized Arginine for Solid-Phase Synthesis Enabling “Bioorthogonal” Peptide Conjugation

Solvents for solid-phase peptide synthesis.

An arginine-functionalized stationary phase for hydrophilic interaction liquid chromatography.

An arginine-functionalized stationary phase for hydrophilic interaction liquid chromatography (HILIC) has been prepared for the first time by clicking arginine onto silica gel. It offers an efficient separation of organic acids, nucleotides and sugars. More interestingly, it exhibited excellent selectivity and enrichment toward acidic glycopeptides, even at a ratio of 1 : 150 to non-glycopeptides.

Combinatorial solid phase peptide synthesis and bioassays.

Solid phase peptide synthesis method, which was introduced by Merrifield in 1963, has spawned the concept of combinatorial chemistry. In this review, we summarize the present technologies of solid phase peptide synthesis (SPPS) that are related to combinatorial chemistry. The conventional methods of peptide library synthesis on polymer support are parallel synthesis, split and mix synthesis and...

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...

Solid-phase synthesis of peptide-viologen conjugates.

This paper presents a robust method for the conjugation of viologens to peptides using an amide coupling strategy that is compatible with standard Fmoc solid-phase peptide synthesis. Methodology is presented for monitoring the milligram scale process quantitatively by UV spectroscopy. This chemistry enables the synthesis of a broad range of asymmetric viologens in high yield at room temperature...