Issue 8, 2015

Peptide synthesis beyond DMF: THF and ACN as excellent and friendlier alternatives

Abstract

To date, DMF has been considered as the only solvent suitable for peptide synthesis. Here we demonstrate the capacity of THF and ACN, which are friendlier solvents than DMF, to yield the product in higher purity than DMF. Using various peptide models, both THF and ACN reduced racemization in solution-phase and solid-phase synthesis when compared with DMF. Moreover, the use of ACN and THF in the solid-phase peptide synthesis of hindered peptides, such as Aib-enkephalin pentapeptide and Aib-ACP decapeptide, in combination with a complete polyethylene glycol resin (ChemMatrix), gave a better coupling efficiency than DMF.

Graphical abstract: Peptide synthesis beyond DMF: THF and ACN as excellent and friendlier alternatives

Supplementary files

Article information

Article type
Paper
Submitted
26 Sep 2014
Accepted
11 Dec 2014
First published
16 Dec 2014

Org. Biomol. Chem., 2015,13, 2393-2398

Author version available

Peptide synthesis beyond DMF: THF and ACN as excellent and friendlier alternatives

Y. E. Jad, G. A. Acosta, S. N. Khattab, B. G. de la Torre, T. Govender, H. G. Kruger, A. El-Faham and F. Albericio, Org. Biomol. Chem., 2015, 13, 2393 DOI: 10.1039/C4OB02046D

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements