Which amino acid derivatives can be used for Fmoc-SPPS?

Mar 16, 2021

The side-chain protecting groups have to withstand repetitive treatments with piperidine.

Derivatives of trifunctional amino acids used in “standard” Fmoc-SPPS:

  • Fmoc-Arg(Pbf)-OH, Fmoc-Arg(Pmc)-OH
  • Fmoc-Asp(OtBu)-OH
  • Fmoc-Asn(Trt)-OH, Fmoc-Asn(Mtt)-OH (for N-terminal Asn)
  • Fmoc-Cys(Trt)-OH (single S-S-bridge, or “folding”)
  • Fmoc-Gln(Trt)-OH
  • Fmoc-Glu(OtBu)-OH
  • Fmoc-His(1-Trt)-OH (Fmoc-His(Trt)-OH)
  • Fmoc-Lys(Boc)-OH
  • Fmoc-Ser(tBu)-OH
  • Fmoc-Thr(tBu)-OH
  • Fmoc-Trp(Boc)-OH
  • Fmoc-Tyr(tBu)-OH

All lateral protecting groups can be removed with TFA.