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(ii) Synthesis of protected teixobactin (1-7) peptide residues (compound 4).

MH Maytham Hussein
JK John A. Karas
ES Elena K. Schneider-Futschik
FC Fan Chen
JS James Swarbrick
OP Olivia K. A. Paulin
DH Daniel Hoyer
MB Mark Baker
YZ Yan Zhu
JL Jian Li
TV Tony Velkov
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2-Chlorotrityl resin (1.235 g; 1 mmol) was solvated with DCM in a 50-ml tube, followed by the addition of a solution of Fmoc-l-Ile-l-Ser(ψ(Me,Me)pro)-OH (529 mg; 1.1 mmol) in DCM (20 ml). DIEA (1.044 ml; 6 mmol) was then added, and the slurry was agitated for 2 h. Methanol (5 ml) was then added, and the mixture was agitated for a further 30 min. The resin was then filtered in a 25-ml fritted syringe, followed by Fmoc solid-phase peptide synthesis (SPPS) using 1:1 equivalents of the reagent. After peptide assembly, the resin-bound peptide was cleaved with 1% TFA in DCM (100 ml), followed by two brine washes. The solvent was then removed in vacuo, and the oily residue was resolubilized with an acetonitrile-water mixture and lyophilized. A total of 960 mg of crude peptide was recovered (76% yield).

Copyright and License information:  ©2020 Hussein et al.
This is an open-access article distributed under the terms of the Creative Commons Attribution 4.0 International license.This content is distributed under the terms of the Creative Commons Attribution 4.0 International license.This content is distributed under the terms of the Creative Commons Attribution 4.0 International license.This content is distributed under the terms of the Creative Commons Attribution 4.0 International license.This content is distributed under the terms of the Creative Commons Attribution 4.0 International license.This content is distributed under the terms of the Creative Commons Attribution 4.0 International license.This content is distributed under the terms of the Creative Commons Attribution 4.0 International license.This content is distributed under the terms of the Creative Commons Attribution 4.0 International license.

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