Cryptand-imidazolium supported total synthesis of the lasso peptide BI-32169 and its<scp>d</scp>-enantiomer

Chen, Ming; Wang, Shuanglong; Yu, Xihan

doi:10.1039/c8cc10301a

Cited by 25 publications

(28 citation statements)

References 18 publications

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“…Recently, a cryptand-imidazolium complex was designed, and applied to the chemical synthesis of the lasso peptide. However, the proposed method is not generalized, and requires an individualized design cryptand and for each lasso peptides [17].…”

Section: Introductionmentioning

confidence: 99%

Attempting to synthesize lasso peptides using high pressure

et al. 2020

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Lasso peptides are unique in that the tail of the lasso peptide threads through its macrolactam ring. The unusual structure and biological activity of lasso peptides have generated increased interest from the scientific community in recent years. Because of this, many new types of lasso peptides have been discovered. These peptides can be synthesized by microorganisms efficiently, and yet, their chemical assembly is challenging. Herein, we investigated the possibility of high pressure inducing the cyclization of linear precursors of lasso peptides. Unlike other molecules like rotaxanes which mechanically interlock at high pressure, the threaded lasso peptides did not form, even at pressures the high pressure up to 14 000 kbar.

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Section: Introductionmentioning

confidence: 99%

Attempting to synthesize lasso peptides using high pressure

et al. 2020

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“…4 The total synthesis of lasso peptides is in its infancy, with the first chemical synthesis of a lasso peptide having only very recently been reported. 5 However, it has been established that the conformationally constrained amino acids displayed in the "loop region" (see Fig. 1) are important in determining the biological activity of a lasso peptide.…”

Section: Introductionmentioning

confidence: 99%

An amide hydrogen bond templated [1]rotaxane displaying a peptide motif – demonstrating an expedient route to synthetic mimics of lasso peptides

2020

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“…While the data on their use as antibiotics obtained in the past few years from in vivo experiments is encouraging, there are key questions regarding their suitability as therapeutics that have yet to be resolved. First, only preliminary data are available on the effect of bacteriocins on the patient in terms of toxicity or immune response [ 40 ]. However, the available information does not report negative or toxic effects against the body.…”

Section: Antimicrobial Activity Of Bacteriocinsmentioning

confidence: 99%

Overview of Global Trends in Classification, Methods of Preparation and Application of Bacteriocins

et al. 2020

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This paper summarizes information about the division of bacteriocins into classes (Gram-negative bacteria, Gram-positive bacteria, and archaea). Methods for producing bacteriocins have been studied. It is known that bacteriocins, most successfully used today are products of secondary metabolism of lactic acid bacteria. It is established that the main method of bacteriocin research is PCR analysis, which makes it possible to quickly and easily identify the presence of bacteriocin encoding genes. The mechanism of cytotoxic action of bacteriocins has been studied. It is proved that the study of cytotoxic (antitumor) activity in laboratory conditions will lead to the clinical use of bacteriocins for cancer treatment in the near future. It is established that the incorporation of bacteriocins into nanoparticles and targeted delivery to areas of infection may soon become an effective treatment method. The delivery of bacteriocins in a concentrated form, such as encapsulated in nanoparticles, will increase their effectiveness and minimize potential toxic side effects. The analysis of publications on this topic confirmed that diverse research on bacteriocins is relevant.

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Cryptand-imidazolium supported total synthesis of the lasso peptide BI-32169 and itsd-enantiomer

Cited by 25 publications

References 18 publications

Attempting to synthesize lasso peptides using high pressure

Attempting to synthesize lasso peptides using high pressure

An amide hydrogen bond templated [1]rotaxane displaying a peptide motif – demonstrating an expedient route to synthetic mimics of lasso peptides

Overview of Global Trends in Classification, Methods of Preparation and Application of Bacteriocins

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