Horikawa E,
Kodaka M,
Nakahara Y,
Okuno H,
Nakamura K.
*
National Institute of Advanced Industrial Science and Technology (AIST), Tsukuba, Japan
Solid-Phase Synthesis of Dehydropeptide, AM-Toxin II, Using a Novel Selenyl Linker by Side-Chain Tethered Strategy.
Tetrahedron Lett. 2001;
42: 8337-8339
Key words
solid-phase synthesis - selenium-linked solid support - AM-toxins - dehydropeptides
Significance
Side-chain-tethered solid supports are among the critical tools required for solid-phase peptide synthesis. In 2001, Nakamura and co-workers developed an efficient solid-phase route for the synthesis of the cyclic dehydrodepsipeptide AM-toxin II, with the help of a selenium-linked solid support.
Comment
AM-toxin II was successfully synthesized with the help of a selenium-linked solid-support-assisted peptide chain elongation, cyclization, and oxidation sequence. This strategy can also be used for the synthesis of unsaturated amino acids or peptides.