Details

Autor(en) / Beteiligte

• KITAGAWA, Kouki
• KAWAMOTO, Tatsuhiko
• FUTAKI, Shiroh
• KIYAMA, Shinya
• AKITA, Tadashi
• MORITOKI, Hideki
• KISO, Yoshiaki

Titel

Solution Syntheses of Two Enkephalin-Containing Peptides, Peptide E and Dynorphin(1-24), Using Nin-(2, 4, 6-Triisopropylphenylsulfonyl)tryptophan

Ist Teil von

• Chemical and Pharmaceutical Bulletin, 1989/10/25, Vol.37(10), pp.2631-2638

Ort / Verlag

Tokyo: The Pharmaceutical Society of Japan

Erscheinungsjahr

1989

Quelle

MEDLINE

Beschreibungen/Notizen

• Two enkephalin-containing peptides, peptide E and dynorphin (1-24), were synthesized by conventional solution methods employing a new Trp derivative, Nin-(2, 4, 6-triisopropylphenylsulfonyl)tryptophan [Trp(Tps)]. All protecting groups employed including the Tps group were removed by treatment with 1 M trifluoromethanesulfonic acid (TFMSA)-thioanisole in trifluoroacetic acid (TFA) at the final steps of these syntheses. Subsequent purifications by Sephadex G-25 chromatography, CM-Biogel A ion exchange chromatography, and reversed-phase high-performance liquid chromatography afforded highly purified samples. Both synthetic peptide E and dynorphin (1-24) exhibited high in vitro opioid activity. The usefulness of this new tryptophan derivative for practical peptide synthesis was established through these syntheses of complex Trp-containing peptides.