Fmoc-Trp(Boc)-OH can be used for the synthesis of analogs of glucagon-like peptide-1 (GLP-1) for the treatment of type 2 diabetes and various peptides by Fmoc solid phase peptide synthesis (SPPS).
Fmoc-Trp(Boc)-OH is a very useful synthetic intermediate. It is used to prepare Trp containing-peptides.
The use of Fmoc-Trp(Boc)-OH overcomes most of the problems associated with the preparation of Trp containing-peptides by Fmoc SPPS [1]. Cleavage with TFA generates an N-in-carboxy indole which protects the Trp from alkylation [1, 2, 3] and sulfonation [1, 4, 5, 6, 7]. The N-in-carboxy group is removed under aqueous conditions during normal work-up of the peptide.
reaction type: Fmoc solid-phase peptide synthesis
The synthesis of Fmoc-Trp(Boc)-OH typically begins with tryptophan, which is then selectively protected using the Boc group. The Fmoc group is introduced through a reaction with 9-fluorenylmethoxycarbonyl chloride.
