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Issue 10, 2019
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MC-1. A “designer” surfactant engineered for peptide synthesis in water at room temperature

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Abstract

Aqueous micellar catalysis has previously been shown to be an enabling technology for green peptide synthesis. Nonetheless, in response to limitations associated with use of selected amino acids in peptide constructions, a new surfactant has been designed, inspired by the commonplace use of the environmentally egregious dipolar aprotic solvent DMSO. A new amphiphile, MC-1, introduces a highly polar sulfone component into the otherwise nonpolar region of a surfactant, and thus, into the inner cores of its derived nanomicelles. This has led not only to a solution to solubility issues, but also to high yields, ease of handling of reaction mixtures, and elimination of co-solvents. Gram scale reactions are also described herein.

Graphical abstract: MC-1. A “designer” surfactant engineered for peptide synthesis in water at room temperature

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Publication details

The article was received on 30 Mar 2019, accepted on 25 Apr 2019 and first published on 08 May 2019


Article type: Communication
DOI: 10.1039/C9GC01050E
Green Chem., 2019,21, 2610-2614

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    MC-1. A “designer” surfactant engineered for peptide synthesis in water at room temperature

    M. Cortes-Clerget, S. E. Spink, G. P. Gallagher, L. Chaisemartin, E. Filaire, J. Berthon and B. H. Lipshutz, Green Chem., 2019, 21, 2610
    DOI: 10.1039/C9GC01050E

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