Rational design and synthesis of Oreoch-2 analogues as efficient broad-spectrum antimicrobial peptides

Zhang, Na; Gu, Xiaotong; Song, Di; Zhang, Panpan; Chen, Weijin; Ji, Shengli; Qi, Yun‐Kun; Ma, Shutao

doi:10.1016/j.bioorg.2021.105583

Cited by 9 publications

(5 citation statements)

References 26 publications

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“…Furthermore, after 21 days of exposure, capitellacin did not generate resistance in E. coli with the AMP also preventing and destroying mature E. coli biofilm [107]. Finally, with respect to aquatic life, Piscidin AMPs are derived from several species of fish with Zhang et al investigating six analogues of Oreoch-2 that were derived from tilapia (Oreochromis niloticus) [108]. This species ranks as one of the most farmed fish species globally.…”

Section: Amp Type 251 Single Amp Typementioning

confidence: 99%

A Comprehensive Review of Recent Research into the Effects of Antimicrobial Peptides on Biofilms—January 2020 to September 2023

Fontanot,

Ellinger,

Unger

et al. 2024

Antibiotics

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Microbial biofilm formation creates a persistent and resistant environment in which microorganisms can survive, contributing to antibiotic resistance and chronic inflammatory diseases. Increasingly, biofilms are caused by multi-drug resistant microorganisms, which, coupled with a diminishing supply of effective antibiotics, is driving the search for new antibiotic therapies. In this respect, antimicrobial peptides (AMPs) are short, hydrophobic, and amphipathic peptides that show activity against multidrug-resistant bacteria and biofilm formation. They also possess broad-spectrum activity and diverse mechanisms of action. In this comprehensive review, 150 publications (from January 2020 to September 2023) were collected and categorized using the search terms ‘polypeptide antibiotic agent’, ‘antimicrobial peptide’, and ‘biofilm’. During this period, a wide range of natural and synthetic AMPs were studied, of which LL-37, polymyxin B, GH12, and Nisin were the most frequently cited. Furthermore, although many microbes were studied, Staphylococcus aureus and Pseudomonas aeruginosa were the most popular. Publications also considered AMP combinations and the potential role of AMP delivery systems in increasing the efficacy of AMPs, including nanoparticle delivery. Relatively few publications focused on AMP resistance. This comprehensive review informs and guides researchers about the latest developments in AMP research, presenting promising evidence of the role of AMPs as effective antimicrobial agents.

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Section: Amp Type 251 Single Amp Typementioning

confidence: 99%

A Comprehensive Review of Recent Research into the Effects of Antimicrobial Peptides on Biofilms—January 2020 to September 2023

Fontanot,

Ellinger,

Unger

et al. 2024

Antibiotics

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show abstract

“…Ma and co-workers used PC4 as a tag for the synthesis of semaglutide (31-mer) and TP4 (or Oreoch-2; 25-mer) and its analogues via fragment synthesis (convergent strategy). − During the synthesis, the formation of viscous gel instead of precipitate hindered the purification at each intermediate step. The addition of a moderate amount of diatomite to the viscous precipitate allowed the precipitation of the diatomite-labeled tagged peptide.…”

Section: Polycarbon Protocol For Lppsmentioning

confidence: 99%

“…The hydrophobic tagged peptide was easily recovered in the filtrate, which was used directly for the next step. This strategy of diatomite mixing wash, also referred to as “capture and release”, significantly improved the isolation of tagged peptides as fine precipitates. − …”

Section: Polycarbon Protocol For Lppsmentioning

confidence: 99%

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Liquid-Phase Peptide Synthesis (LPPS): A Third Wave for the Preparation of Peptides

et al. 2022

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Since the last century, peptides have gained wide acceptance as drugs, with almost 100 already in the market and a large number in the pipeline. In this context, peptide synthesis has grown massively as a stringent field for pharmaceuticals around the globe. Three methodologies, namely, classical solution peptide synthesis (CSPS), solid-phase peptide synthesis (SPPS), and liquid-phase peptide synthesis (LPPS), have made significant contributions to the field. This review provides a comprehensive and integrated vision of LPPS as the third wave for peptide synthesis. LPPS combines the advantages of CSPS and SPPS, where peptide elongation is carried out in solution and the growing peptide chain is supported on a soluble tag, which confers characteristic properties. LPPS protocols allow the large-scale production of peptides and reduce the use of excess reagents and solvents, thus meeting the principles of green chemistry. In this review, tags associated with LPPS are broadly discussed under the following headings: polydisperse polyethylene glycol (PEG), membrane-enhanced peptide synthesis (MEPS), fluorous technology, ionic liquids (ILs), PolyCarbon, hydrophobic polymers, and group-assisted purification (GAP). It also highlights the signature accomplishments of LPPS tags and the limitations of the same. CONTENTS 1. Introduction 13516 2. Polyethylene Glycol (PEG) for LPPS 13518 3. Membrane-Enhanced Peptide Synthesis (MEPS) 13520 4.

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“…Scientists have devoted considerable efforts to develop new antibiotics, especially those with novel mechanism of actions and chemical scaffolds important to reduce the emergence of antimicrobial resistance 8–15 . However, discovering novel and effective antibiotics presents a tremendous challenge for medicinal scientists 16–19 .…”

Section: Introductionmentioning

confidence: 99%

Discovery, synthesis, and optimization of teixobactin, a novel antibiotic without detectable bacterial resistance

Tang

Wang

et al. 2022

Journal of Peptide Science

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Discovering new antibiotics with novel chemical scaffolds and antibacterial mechanisms presents a challenge for medicinal scientists worldwide as the ever‐increasing bacterial resistance poses a serious threat to human health. A new cyclic peptide‐based antibiotic termed teixobactin was discovered from a screen of uncultured soil bacteria through iChip technology in 2015. Teixobactin exhibits excellent antibacterial activity against all the tested gram‐positive pathogens and Mycobacterium tuberculosis, including drug‐resistant strains. Given that teixobactin targets the highly conserved lipid II and lipid III, which induces the simultaneous inhibition of both peptidoglycan and teichoic acid synthesis, the emergence of resistance is considered to be rather difficult. The novel structure, potent antibacterial activity, and highly conservative targets make teixobactin a promising lead compound for further antibiotic development. This review provides a comprehensive treatise on the advances of teixobactin in the areas of discovery processes, antibacterial activity, mechanisms of action, chemical synthesis, and structural optimizations. The synthetic methods for the key building block l‐allo‐End, natural teixobactin, representative teixobactin analogs, as well as the structure–activity relationship studies will be highlighted and discussed in details. Finally, some insights into new trends for the generation of novel teixobactin analogs and tips for future work and directions will be commented.

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Rational design and synthesis of Oreoch-2 analogues as efficient broad-spectrum antimicrobial peptides

Cited by 9 publications

References 26 publications

A Comprehensive Review of Recent Research into the Effects of Antimicrobial Peptides on Biofilms—January 2020 to September 2023

A Comprehensive Review of Recent Research into the Effects of Antimicrobial Peptides on Biofilms—January 2020 to September 2023

Liquid-Phase Peptide Synthesis (LPPS): A Third Wave for the Preparation of Peptides

Discovery, synthesis, and optimization of teixobactin, a novel antibiotic without detectable bacterial resistance

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