Synthesis of the first self-immobilizing, fluorogenic unnatural amino acid that mimics phosphotyrosine (pTyr) is reported. By using solid-phase peptide synthesis, it was subsequently incorporated into peptide-based probes which found applications in bioimaging and fluorescence-activated cell sorting (FACS).

A simple acid-resistant hydrophobic tag, which can be removed rapidly in a single-step procedure after overall peptide synthesis, has been developed to accomplish practical solution-phase synthesis of a 15-mer antagonistic peptide of TNF-α (A-TNF-α). Hydrophobically tagged peptides can be separated as precipitates at each step by addition of a polar organic solvent.

Nonglycosylated erythropoietin bearing acetamidomethyl protecting groups at the cysteine residues has been synthesized via chemical methods. Alanine ligation was used to assemble four peptide fragments, themselves prepared by solid phase peptide synthesis. This work outlines a route for the synthesis of homogeneous glycosylated erythropoietin.

The synthesis of novel chiral coumarins functionalized with proteinogenic amino acid side chains via N-protected γ-amino-β-keto esters and their incorporation into the cell permeable HIV-1 TAT peptide through the modified solid phase peptide synthesis are described.

The present work describes the synthesis of a new class glycolipids with systematic variation in linkage region as well aglycon part using Cu(I) catalyzed click reaction. between sugar and was diversified amide, amido-triazole, 5-benzoyl triazole moieties. structural diversity further amplified by incorporating several polar peptide foldamer groups such triazole, peptide, or N-aryl peptoid it. ...

N,N?-linked oligoureas are a class of enantiopure, sequence-defined peptidomimetic oligomers without amino acids that form well-defined and predictable helical structures akin to the peptide ?-helix. Oligourea-based foldamers combine number features—such as synthetic accessibility, sequence modularity, folding fidelity—that bode well for their use in range applications from medicinal chemistry ...

The synthesis of the antimicrobial cyclic peptide xenematide was accomplished by Fmoc solid phase peptide synthesis and the key esterification reaction was achieved using a modified Yamaguchi esterification. Comparison of the optical rotation and NMR data of the synthesized diastereomers to that of the natural product confirmed the structure of xenematide to be PA-L-[Thr-L-Trp-D-Trp-β-Ala]. (PA...

A new cyanosulfur-ylide based linker makes possible the synthesis of C-terminal peptide alpha-ketoacids by solid phase synthesis. The preparation of the requisite linker and its application to a variety of C-terminal peptide alpha-ketoacids with unprotected side chains is reported.

Given the potential of peptide selenoesters for protein total synthesis and the paucity of methods for the synthesis of these sensitive peptide derivatives, we sought to explore the usefulness of the bis(2selenylethyl)amido (SeEA) group, i.e. the selenium analog of the bis(2-sulfanylethyl)amido (SEA) group, for accelerating peptide bond formation. A chemoselective exchange process operating in ...