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The solid phase now bears a dipeptide. This cycle is repeated to form the desired peptide chain. After all reactions are complete, the synthesised peptide is cleaved from the bead. The protecting groups for the amino groups mostly used in the peptide synthesis are 9-fluorenylmethyloxycarbonyl group and t-butyloxycarbonyl . A number of amino ...
The established method for the production of synthetic peptides in the lab is known as solid phase peptide synthesis (SPPS). [2] Pioneered by Robert Bruce Merrifield, [4] [5] SPPS allows the rapid assembly of a peptide chain through successive reactions of amino acid derivatives on a macroscopically insoluble solvent-swollen beaded resin support.
Traditionally, solid-phase synthesis has relied on polystyrene-based resins for the synthesis of all kinds of peptides. However, due to their high hydrophobicity, these resins have certain limitations, particularly in the synthesis of complex peptides, and in such cases, polyethylene glycol (PEG)-based resins are often found to give superior ...
A peptide library is a tool for studying proteins.Peptide libraries typically contain a large number of peptides that have a systematic combination of amino acids.Usually, solid phase synthesis, e.g. resin as a flat surface or beads, is used for peptide library generation.
Although combinatorial chemistry has only really been taken up by industry since the 1990s, [3] its roots can be seen as far back as the 1960s when a researcher at Rockefeller University, Bruce Merrifield, started investigating the solid-phase synthesis of peptides. Synthesis of peptides in a combinatorial fashion quickly leads to large numbers ...
Fmoc chemistry solid phase peptide synthesis techniques for generating peptide-thioesters are based on the synthesis of peptide hydrazides that are converted to peptide thioesters post-synthetically. Polypeptide C-terminal thioesters can also be produced in situ, using so-called N,S-acyl shift systems.
In general, peptides shorter than 8 amino acids are prepared more economically by solution chemistry. Peptides larger than 8 residues are generally assembled by solid phase chemistry. Solid phase peptide synthesis (SPPS) can be carried out either manually or in a fully automated fashion. Manual synthesis for short peptides is advantageous as it ...
Within solid phase peptide synthesis (SPPS) there exist two strategies for the synthesis of glycopeptides, linear and convergent assembly. Linear assembly relies on the synthesis of building blocks and then the use of SPPS to attach the building block together. An outline of this approach is illustrated below. Scheme 1.