4.4 Article

Total synthesis of α-conotoxin MII using a soluble-tag-assisted method

Journal

TETRAHEDRON
Volume 69, Issue 12, Pages 2555-2559

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2013.01.068

Keywords

alpha-Conotoxin MII; Soluble tag; Liquid-phase peptide synthesis; Hydrophobic benzyl amine; Disulfide bond

Funding

  1. Ministry of Education, Culture, Sports, Science and Technology of Japan
  2. Grants-in-Aid for Scientific Research [23780113] Funding Source: KAKEN

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Oxidative disulfide bond formations have been applied to soluble-tag-assisted method successfully to realize the total synthesis of alpha-conotoxin MII (4) that comprises 16 amino acid residues and possesses 2 disulfide bonds. Orthogonal peptide folding using DEAD and iodine oxidations in combination with Mmt and Acm groups for the side chain protection of cysteines could be carried out with no peptide aggregation. (C) 2013 Elsevier Ltd. All rights reserved.

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