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Solid-phase peptide synthesis (revision 1)

Old revision·06:30, 25 Jun 2024·SupplyWatchSuri

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Solid-phase peptide synthesis
AbbreviationSPPS
Introduced1963
SupportPolystyrene or polyethylene glycol resin
Dominant chemistryFmoc
Analytical method infobox · conventions

Solid-phase peptide synthesis (SPPS) assembles a peptide on an insoluble polymeric support. Because the growing chain is anchored, excess reagents and soluble by-products are removed simply by washing, which is what makes stepwise synthesis of long sequences practical.[1]

The cycle is: remove the temporary N-terminal protecting group, wash, couple the next protected amino acid in excess, wash. Excess reagent drives each coupling towards completion, and the washing that removes it is the operation solution-phase synthesis cannot perform cheaply.[2]

References

  1. ^ Merrifield RB. "Solid phase peptide synthesis. I. The synthesis of a tetrapeptide." Journal of the American Chemical Society 85(14):2149–2154 (1963). DOI:10.1021/ja00897a025.
  2. ^ Behrendt R, White P, Offer J. "Advances in Fmoc solid-phase peptide synthesis." Journal of Peptide Science 22(1):4–27 (2016). PMID 26785684.