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DOI: 10.1055/s-0041-1737568
Design and Synthesis of a Thiazolium-Based Coupling Reagent for Peptide Synthesis
A Novel Thiazolium Type Peptide Coupling Reagent for Hindered Amino Acids.
Tetrahedron Lett. 1999;
40: 8301-8304
DOI: 10.1016/S0040-4039(99)01763-3
Significance
The development of efficient and novel coupling reagents for peptide-bond formation is the backbone of the peptide industry and has attracted extreme attention for the last three decades. In 1999, Xu and Li developed an efficient thiazolium-type peptide coupling agent for the synthesis of peptides containing N-allyl amino acid residues.
Comment
2-Bromo-3-ethyl-4-methylthiazolium tetrafluoroborate (BEMT) is an efficient coupling agent for the synthesis of oligopeptides bearing N-alkyl or α-C-dialkyl amino acids. This coupling agent can produce a series of hindered peptides in high yields with negligible racemization. The mechanism of the coupling reaction was studied with the help of NMR, HPLC, and IR spectroscopy.
Publikationsverlauf
Artikel online veröffentlicht:
20. April 2022
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