Abstract
Aromatic ethers, such as anisole or phenetole, were cleaved smoothly with methanesulphonic acid (MSA) or trifluoromethanesulphonic acid in the presence of Met to form methionine-S-methyl (or ethyl) sulphonium salt (I). When the protecting group of Z-Met-OH or Boc-Met-OH was cleaved in the MSA-anisole system, (I) was found as a major product, besides a samll amount of S-benzyl or S-tert-butyl derivative. Thus a Met-containing peptide, H-Tyr-Gly-Gly-Gly-Lys-Met-Gly-OH named endorphin, was synthesized after deprotection of Z (OMe)-Tyr-Gly-Gly-Gly-Lys (Z)-Met (O)-Gly-OH by the MSA-anisole procedure followed by reduction of the Met (O) moiety to the parent amino acid residue with dithiothreitol.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
