Synthesis of antimicrobial peptoids
1Department of Drug Design and Pharmacology, Faculty of Health and Medical Sciences, University of Copenhagen, Copenhagen, Denmark.
Methods in Molecular Biology (Clifton, N.J.)
|August 15, 2013
Summary
Peptoids, peptide mimics, show potential as antibiotics against resistant bacteria. This study details the synthesis of a novel antimicrobial peptoid using submonomer solid-phase methods.
Area of Science:
- Medicinal Chemistry
- Biochemistry
- Organic Synthesis
Background:
- Peptoids (N-substituted glycines) are peptide mimics with side chains on the backbone nitrogen.
- They offer protease stability and retain biological activity, making them promising for therapeutics.
- Peptoids are emerging as potential antibiotics against multidrug-resistant bacteria.
Purpose of the Study:
- To describe the submonomer solid-phase synthesis of a specific antimicrobial peptoid.
- To explore the potential of peptoids as novel antibacterial agents.
Main Methods:
- Submonomer solid-phase synthesis was employed.
- The synthesis involved building the peptoid chain step-by-step on a solid support.
- The target molecule was H-Nmbn-Nlys-Nlys-Nnap-Nbut-Nmbn-Nlys-NH2.
Main Results:
- Successful synthesis of the target antimicrobial peptoid was achieved.
- The study demonstrates a viable method for creating peptoid-based drug candidates.
Conclusions:
- Submonomer solid-phase synthesis is an effective strategy for producing antimicrobial peptoids.
- Peptoids represent a promising class of compounds for combating antibiotic resistance.
Related Concept Videos
01:28Peptidoglycan Synthesis
Structure of PeptidoglycanPeptidoglycan is a vital structural component of the bacterial cell wall, providing mechanical strength and shape to the cell. It consists of repeating units of two sugars—N-acetylglucosamine (NAG) and N-acetylmuramic acid (NAM)—linked by β-1,4 glycosidic bonds. These sugar chains are cross-linked by short peptide chains, forming a mesh-like polymer that surrounds the bacterial plasma membrane.Cytoplasmic Phase – Precursor SynthesisPeptidoglycan biosynthesis begins in...
01:23Inhibitors of Gram-positive Cell Wall Synthesis
Bacterial cell walls are typically rigid structures composed mainly of peptidoglycan, a mesh-like polymer that provides mechanical strength and maintains cell shape. The synthesis of peptidoglycan is a crucial process in bacterial growth and serves as a primary target for many antibiotics.Mechanism of Action of Beta-Lactam AntibioticsBeta-lactam antibiotics, such as penicillin, inhibit peptidoglycan synthesis in actively growing cells. These antibiotics share a characteristic four-membered...
01:25Inhibitors of Bacterial Protein Synthesis
Aminoglycosides constitute a highly potent class of bactericidal antibiotics that exert their antimicrobial effects by targeting the bacterial ribosome, specifically disrupting protein synthesis. These polycationic molecules consist of amino-modified sugars linked via glycosidic bonds to an aminocyclitol core such as 2-deoxystreptamine or streptamine. Their strong positive charges facilitate tight binding to the negatively charged phosphate backbone of ribosomal RNA (rRNA), primarily at the 16S...
01:23Antimicrobial Proteins
Antimicrobial proteins are important components of the immune system. They aid the body in combating pathogens by either killing them directly or hindering their replication processes. Four main types of antimicrobial substances are interferons, the complement system, iron-binding proteins, and antimicrobial proteins.
Interferons
Interferons (IFNs) are proteins produced by lymphocytes, macrophages, and fibroblasts infected with viruses. While IFNs cannot prevent viruses from entering and...
Interferons
Interferons (IFNs) are proteins produced by lymphocytes, macrophages, and fibroblasts infected with viruses. While IFNs cannot prevent viruses from entering and...