Practical Protocols for Solid-Phase Peptide Synthesis 4.0

A special issue of Methods and Protocols (ISSN 2409-9279). This special issue belongs to the section "Biochemical and Chemical Analysis & Synthesis".

Deadline for manuscript submissions: closed (25 June 2023) | Viewed by 5944

Special Issue Editors


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Guest Editor
1. School of Chemistry and Physics, University of KwaZulu-Natal, Durban, South Africa
2. Department of Organic Chemistry, University of Barcelona, Barcelona, Spain
Interests: antimicrobial peptides; solid-phase chemistry; combinatorial chemistry; drug delivery systems; peptide drug conjugates; orthogonal chemistry; drug discovery; biomaterials
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Guest Editor
School of Laboratory Medicine and Medical Sciences, University of KwaZulu-Natal, Durban 4001, South Africa
Interests: peptides; solid-phase synthesis; cell penetrating peptides; antimicrobial peptides; oligonucleotides; peptide nucleic acids; drug discovery; peptide–drug conjugates
Special Issues, Collections and Topics in MDPI journals

Special Issue Information

Dear Colleagues,

We are currently celebrating the 60th anniversary of the first public announcement by the Laurate Nobel Prize, R. Bruce Merrifield, of the solid-phase peptide synthesis (SPPS) technique at the Federation Meeting of 1962 in Atlantic City. The first publication (J. Am. Chem. Soc. 1963, 85, 2149–2154) took place one year later.

Although the strategy initially raised several critics and skeptics, mainly from the most established peptide chemists, over the years the SPPS has become the chemical method of choice for the preparation of peptides at the milligram scale in a research mode to multiKg as an active pharmaceutical ingredient.

This scientific “miracle” has been possible thanks to the contributions of a considerable number of colleagues who, both in academia and in industry, have optimized both the synthesis and purification steps. Many of these chemical advances have been published in scientific journals, but they are scattered throughout the vast network of scientific information.

The objective of this Special Issue of Materials and Protocols entitled "Practical Protocols for Solid-Phase Peptide Synthesis 4.0" is to bring together the state of the art in SPPS in a single publication. "Practical Protocols for Solid-Phase Peptide Synthesis 4.0" will cover all the practical aspects of peptide synthesis, purification, and characterization, including: resins; protecting groups; coupling agents; cleavage cocktails and their scavengers; solvents for synthesis and purification; synthesis of linear, cyclic, stapled, branched peptides with post-translational modifications; peptide–drug conjugates; and all purification and analysis methods. Special consideration is taken for green chemistry approaches.

Hopefully, the scientific community will share those little tricks that make the difference, so that in the end, the target peptide is obtained with great yield and purity.

Prof. Dr. Fernando Albericio
Prof. Dr. Beatriz G. De la Torre
Guest Editors

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Keywords

  • SPPS
  • protected amino acids
  • resins
  • coupling reagents
  • glycopeptides
  • nucleopeptides
  • lipopeptides
  • peptide–drug conjugates
  • green chemistry
  • liquid chromatography–mass spectrometry

Published Papers (2 papers)

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4 pages, 200 KiB  
Editorial
Practical Protocols for Solid-Phase Peptide Synthesis 4.0
by Beatriz G. de la Torre and Fernando Albericio
Methods Protoc. 2022, 5(6), 85; https://doi.org/10.3390/mps5060085 - 24 Oct 2022
Cited by 1 | Viewed by 2436
Abstract
According to the Food and Drug Administration (FDA), there are two kinds of drugs, namely New Chemical Entities (NCEs) and Biologics [...] Full article
(This article belongs to the Special Issue Practical Protocols for Solid-Phase Peptide Synthesis 4.0)

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13 pages, 4305 KiB  
Protocol
A Practical Peptide Synthesis Workflow Using Amino-Li-Resin
by Damilola Caleb Akintayo, Srinivasa Rao Manne, Beatriz G. de la Torre, Yongfu Li and Fernando Albericio
Methods Protoc. 2022, 5(5), 72; https://doi.org/10.3390/mps5050072 - 20 Sep 2022
Cited by 3 | Viewed by 2556
Abstract
Herein we report a practical approach for peptide synthesis using second-generation fibrous polyacrylamide resin (Li-resin, “Li” is coming from the name of its inventor, Yongfu Li). This resin with the corresponding handle was used for solid phase peptide synthesis (SPPS) using a fluorenylmethoxycarbonyl [...] Read more.
Herein we report a practical approach for peptide synthesis using second-generation fibrous polyacrylamide resin (Li-resin, “Li” is coming from the name of its inventor, Yongfu Li). This resin with the corresponding handle was used for solid phase peptide synthesis (SPPS) using a fluorenylmethoxycarbonyl (Fmoc) approach. We reveal that the most appropriate mixing and filtration strategy when using amino-Li-resin in SPPS is via shaking and gravity filtration, instead of mechanical stirring and suction filtration used with other resins. The strategy was demonstrated with the SPPS of H-Tyr-Ile-Ile-Phe-Leu-NH2, which contains the difficult sequence Ile-Ile. The peptide was obtained with excellent purity and yield. We are confident that this strategy will be rapidly implemented by other peptide laboratories. Full article
(This article belongs to the Special Issue Practical Protocols for Solid-Phase Peptide Synthesis 4.0)
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