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39770

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

Article

Last updated: 01 Jan 2025

OverviewSimilar Items

Subjects

-

Tags

Organic chemistry

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.

DOI

10.21608/ejchem.2019.13547.1839

Keywords

Amino acids, Polymyxin E1, Automated Solid Phase Peptide Synthesis, Microwave irradiation, Fmoc- strategy

Authors

First Name

Asmaa

Last Name

Hamza

MiddleName

Mohamed

Affiliation

Peptide Chemistry Department, Chemical Industries Research Division, National Research Centre, Cairo, Egypt

Email

asmaa.hamzanrc@gmail.com

City

-

Orcid

-

First Name

Atef

Last Name

Kalmouch

MiddleName

Abdel Monem

Affiliation

Peptide Chemistry Department, Chemical Industries Research Division, National Research Centre, Cairo, Egypt

Email

atefkalmoush@gmail.com

City

-

Orcid

0000-0002-0680-5507

First Name

Shaima

Last Name

El-Mowafi

MiddleName

Ahmed

Affiliation

Peptide Chemistry Department, Chemical Industries Research Division, National Research Centre, Cairo, Egypt

Email

shaimamowafi@gmail.com

City

Cairo

Orcid

0000-0002-3493-101X

First Name

Abdel gawad

Last Name

Rabie

MiddleName

Mohamed

Affiliation

Faculty of Science, Ain Shams University, Cairo, Egypt

Email

mohamed.gawad@hotmail.com

City

-

Orcid

-

First Name

Mohamed

Last Name

Zewail

MiddleName

-

Affiliation

Peptide Chemistry Department, Chemical Industries Research Division, National Research Centre, Cairo, Egypt

Email

zewail40@gmail.com

City

-

Orcid

-

Volume

62

Article Issue

Special Issue (Part 2) Innovation in Chemistry

Related Issue

10565

Issue Date

2019-12-01

Receive Date

2019-06-11

Publish Date

2019-12-01

Page Start

505

Page End

522

Print ISSN

0449-2285

Online ISSN

2357-0245

Article File

EJCHEM_Volume 62_Issue Special Issue (Part 2) Innovation in Chemistry_Pages 505-522.pdf

PDF . 2.3MB

Link

https://ejchem.journals.ekb.eg/article_39770.html

Detail API

https://ejchem.journals.ekb.eg/service?article_code=39770

Order

8

Type

Original Article

Type Code

297

Publication Type

Journal

Publication Title

Egyptian Journal of Chemistry

Publication Link

https://ejchem.journals.ekb.eg/

MainTitle

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

Details

Type

Article

Created At

22 Jan 2023