Bypassing Osmotic Shock Dilemma in a Polystyrene Resin Using the Green Solvent Cyclopentyl methyl Ether (CPME): A Morphological Perspective.

green solvent osmotic shock solid-phase peptide synthesis

Journal

Polymers
ISSN: 2073-4360
Titre abrégé: Polymers (Basel)
Pays: Switzerland
ID NLM: 101545357

Informations de publication

Date de publication:
13 May 2019
Historique:
received: 13 04 2019
revised: 02 05 2019
accepted: 11 05 2019
entrez: 16 5 2019
pubmed: 16 5 2019
medline: 16 5 2019
Statut: epublish

Résumé

The "osmotic shock" phenomenon is the main thing that is responsible for morphological structure alteration, which can jeopardize the use of a polymer in a chemical process. This is extremely important in solid-phase peptide synthesis (SPPS), which is the method of choice for the preparation of these important biologically active compounds. Herein, we have used Hildebrand solubility parameters (δ) to investigate the influence of different ethers that are used in the precipitation step of the SPPS using a polystyrene resin. The green cyclopentyl methyl ether (CPME) has shown to be slightly superior to 2-methyltetrahydrofurane, which is also a green ether and clearly better than the hazardous diethyl ether and

Identifiants

pubmed: 31086118
pii: polym11050874
doi: 10.3390/polym11050874
pmc: PMC6571811
pii:
doi:

Types de publication

Journal Article

Langues

eng

Subventions

Organisme : King Saud University
ID : ISPP# 0061
Organisme : National Research Foundation
ID : Blue Sky's Research Programme # 110960
Organisme : Ministry of Science Research and Technology
ID : CTQ2015-67870-P
Organisme : Generalitat de Catalunya
ID : 2017 SGR 1439

Déclaration de conflit d'intérêts

The authors declare no conflict of interest.

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Auteurs

Othman Al Musaimi (O)

Peptide Science Laboratory, School of Chemistry and Physics, University of KwaZulu-Natal, Durban 4001, South Africa. musamiau@gmail.com.
KwaZulu-Natal Research Innovation and Sequencing Platform (KRISP), School of Laboratory Medicine and Medical Sciences, College of Health Sciences, University of KwaZulu-Natal, Durban 4041, South Africa. musamiau@gmail.com.

Ayman El-Faham (A)

Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia. aymanel_faham@hotmail.com.
Department of Chemistry, Faculty of Science, Alexandria University, P.O. Box 426, Alexandria 21321, Egypt. aymanel_faham@hotmail.com.

Zainab Almarhoon (Z)

Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia. zalmarhoon@ksu.edu.sa.

Alessandra Basso (A)

Purolite, Llantrisant Business Park, Llantrisant, CF72 8LF, UK. alessandra.basso@purolite.com.

Beatriz G de la Torre (BG)

KwaZulu-Natal Research Innovation and Sequencing Platform (KRISP), School of Laboratory Medicine and Medical Sciences, College of Health Sciences, University of KwaZulu-Natal, Durban 4041, South Africa. garciadelatorreb@ukzn.ac.za.

Fernando Albericio (F)

Peptide Science Laboratory, School of Chemistry and Physics, University of KwaZulu-Natal, Durban 4001, South Africa. albericio@ukzn.ac.za.
Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia. albericio@ukzn.ac.za.
CIBER-BBN, Networking Centre on Bioengineering, Biomaterials and Nanomedicine, Barcelona Science Park, University of Barcelona, 08028 Barcelona, Spain. albericio@ukzn.ac.za.
Department of Organic Chemistry, University of Barcelona, 08028 Barcelona, Spain. albericio@ukzn.ac.za.

Classifications MeSH