Synthesis of Some Analogues of Polymyxin E1 Antibiotic Using Automated Solid Phase Peptide Synthesis Assisted With Microwave Irradiation
Hamza, A., Kalmouch, A., El-Mowafi, S., Rabie, A., Zewail, M. (2019). Synthesis of Some Analogues of Polymyxin E1 Antibiotic Using Automated Solid Phase Peptide Synthesis Assisted With Microwave Irradiation. EKB Journal Management System, 62(Special Issue (Part 2) Innovation in Chemistry), 505-522. doi: 10.21608/ejchem.2019.13547.1839
Asmaa Mohamed Hamza; Atef Abdel Monem Kalmouch; Shaima Ahmed El-Mowafi; Abdel gawad Mohamed Rabie; Mohamed Zewail. "Synthesis of Some Analogues of Polymyxin E1 Antibiotic Using Automated Solid Phase Peptide Synthesis Assisted With Microwave Irradiation". EKB Journal Management System, 62, Special Issue (Part 2) Innovation in Chemistry, 2019, 505-522. doi: 10.21608/ejchem.2019.13547.1839
Hamza, A., Kalmouch, A., El-Mowafi, S., Rabie, A., Zewail, M. (2019). 'Synthesis of Some Analogues of Polymyxin E1 Antibiotic Using Automated Solid Phase Peptide Synthesis Assisted With Microwave Irradiation', EKB Journal Management System, 62(Special Issue (Part 2) Innovation in Chemistry), pp. 505-522. doi: 10.21608/ejchem.2019.13547.1839
Hamza, A., Kalmouch, A., El-Mowafi, S., Rabie, A., Zewail, M. Synthesis of Some Analogues of Polymyxin E1 Antibiotic Using Automated Solid Phase Peptide Synthesis Assisted With Microwave Irradiation. EKB Journal Management System, 2019; 62(Special Issue (Part 2) Innovation in Chemistry): 505-522. doi: 10.21608/ejchem.2019.13547.1839

Synthesis of Some Analogues of Polymyxin E1 Antibiotic Using Automated Solid Phase Peptide Synthesis Assisted With Microwave Irradiation

Egyptian Journal of Chemistry
Article 8, Volume 62, Special Issue (Part 2) Innovation in Chemistry, December 2019, Page 505-522  XML PDF (2.16 MB)
Document Type: Original Article
DOI: 10.21608/ejchem.2019.13547.1839
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Authors
Asmaa Mohamed Hamza1; Atef Abdel Monem Kalmouch email orcid 1; Shaima Ahmed El-Mowafiorcid 1; Abdel gawad Mohamed Rabie2; Mohamed Zewail1
1Peptide Chemistry Department, Chemical Industries Research Division, National Research Centre, Cairo, Egypt
2Faculty of Science, Ain Shams University, Cairo, Egypt
Abstract
Five analogues of Polymyxin E1 antibiotic were synthesized via Fmoc- solid phase peptide synthesis (SPPS) strategy using Biotage® Initiator+Alstra™ microwave peptide synthesizer. The aim of this work is to study the importance of the cyclization conditions of the lactam ring on the purity and yield of the final compounds. For this purpose, replacing L-Thr10 with L-Asp allowed the application of different cyclization methodologies. In all analogues, the Dab5,8,9 residues were replaced with Arg, while the Dab4 residue involved in lactam cyclization was replaced with Lys. Modification of the linear tripeptide tail was applied to two of the analogues. The obtained compounds were characterized with different spectroscopic techniques and will be tested for their antimicrobial activity.
Keywords
Amino acids; Polymyxin E1; Automated Solid Phase Peptide Synthesis; Microwave irradiation; Fmoc- strategy
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