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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.
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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.
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Publikationsverlauf
Artikel online veröffentlicht:
20. April 2022
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