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Synfacts 2021; 17(11): 1282
DOI: 10.1055/s-0040-1720894
Peptide Chemistry

Selenium Solid Support for the Synthesis of AM-Toxin II

Contributor(s):
Hisashi Yamamoto
,
Isai Ramakrishna
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
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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.


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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.


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Publication History

Article published online:
19 October 2021

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