87282-39-1Relevant academic research and scientific papers
Cyclic peptide synthesis with thioacids
Sasaki, Kaname,Crich, David
supporting information; experimental part, p. 3254 - 3257 (2010/10/02)
(Figure Presented) C-Terminal amino acid 9-fluorenylmethylthioesters may be carried through Boc chemistry solution phase peptide synthesis sequences. After insertion of the final residue in the form of an Fmoc carbamate, treatment with piperidine releases a seco-peptide as a C-terminal thioacid that on treatment with Sanger's reagent undergoes cyclization to a cyclic peptide. Cyclic penta- and hexapeptides have been synthesized in this manner, as has a cyclic glycopeptide. Functional group compatibility with alcohols and carboxylic acids is demonstrated.
