Effects of salts on the self-assembly behavior and antibacterial activity of a surfactant-like peptide

Chen, Cuixia; Chen, Jiaxi; Yu, Qizhi; Zhang, Jiangyu; Niu, Xiaoya; Liyun, Hao; Yang, Limin; Zhao, Yurong

doi:10.1039/d0sm01519a

Cited by 6 publications

(5 citation statements)

References 42 publications

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“…First, we investigated the electrostatic interaction between the dendrimer probes and the bacterial surface ( Figure 2 ). As S. aureus [ 32 , 33 ] and E. coli [ 34 , 35 ] had negatively charged surfaces, a quaternary ammonium cation (betaine) group was introduced on B-PAMAM. The obtained product (Bt-B-PAMAM) was used for S. aureus and E. coli recognition at pH 3.0–10.5.…”

Section: Resultsmentioning

confidence: 99%

Rapid Bacterial Recognition over a Wide pH Range by Boronic Acid-Based Ditopic Dendrimer Probes for Gram-Positive Bacteria

Mikagi

Manita²,

Yoyasu³

et al. 2021

Molecules

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We have developed a convenient and selective method for the detection of Gram-positive bacteria using a ditopic poly(amidoamine) (PAMAM) dendrimer probe. The dendrimer that was modified with dipicolylamine (dpa) and phenylboronic acid groups showed selectivity toward Staphylococcus aureus. The ditopic dendrimer system had higher sensitivity and better pH tolerance than the monotopic PAMAM dendrimer probe. We also investigated the mechanisms of various ditopic PAMAM dendrimer probes and found that the selectivity toward Gram-positive bacteria was dependent on a variety of interactions. Supramolecular interactions, such as electrostatic interaction and hydrophobic interaction, per se, did not contribute to the bacterial recognition ability, nor did they improve the selectivity of the ditopic dendrimer system. In contrast, the ditopic PAMAM dendrimer probe that had a phosphate-sensing dpa group and formed a chelate with metal ions showed improved selectivity toward S. aureus. The results suggested that the targeted ditopic PAMAM dendrimer probe showed selectivity toward Gram-positive bacteria. This study is expected to contribute to the elucidation of the interaction between synthetic molecules and bacterial surface. Moreover, our novel method showed potential for the rapid and species-specific recognition of various bacteria.

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Section: Resultsmentioning

confidence: 99%

Rapid Bacterial Recognition over a Wide pH Range by Boronic Acid-Based Ditopic Dendrimer Probes for Gram-Positive Bacteria

Mikagi

Manita²,

Yoyasu³

et al. 2021

Molecules

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“…The results in Figure 4 A indicate that turbidity does not change under all pH conditions for BenzoB-PAMAM(−). As S. aureus [ 44 , 45 ] and E. coli [ 46 , 47 ] have negatively charged surfaces, in the same manner as general bacteria, the results indicate that electrostatic repulsion between the anionic terminus of BenzoB-PAMAM(−) and the bacterial surface disturbed any saccharide recognition. In contrast, BenzoB-PAMAM(+) selectively recognized Gram-positive S. aureus under wide pH conditions, as seen in Figure 4 B (from a pH of 5 or 6 to 10).…”

Section: Resultsmentioning

confidence: 99%

Aggregation-Based Bacterial Separation with Gram-Positive Selectivity by Using a Benzoxaborole-Modified Dendrimer

et al. 2023

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Antimicrobial-resistant (AMR) bacteria have become a critical global issue in recent years. The inefficacy of antimicrobial agents against AMR bacteria has led to increased difficulty in treating many infectious diseases. Analyses of the environmental distribution of bacteria are important for monitoring the AMR problem, and a rapid as well as viable pH- and temperature-independent bacterial separation method is required for collecting and concentrating bacteria from environmental samples. Thus, we aimed to develop a useful and selective bacterial separation method using a chemically synthesized nanoprobe. The metal-free benzoxaborole-based dendrimer probe BenzoB-PAMAM(+), which was synthesized from carboxy-benzoxaborole and a poly(amidoamine) (PAMAM) dendrimer, could help achieve Gram-positive bacterial separation by recognizing Gram-positive bacterial surfaces over a wide pH range, leading to the formation of large aggregations. The recognition site of benzoxaborole has a desirable high acidity and may therefore be responsible for the improved Gram-positive selectivity. The Gram-positive bacterial aggregation was then successfully collected by using a 10 μm membrane filter, with Gram-negative bacteria remaining in the filtrate solution. BenzoB-PAMAM(+) will thus be useful for application in biological analyses and could contribute to further investigations of bacterial distributions in environmental soil or water.

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“…aureus IAM1011 suspensions. The results indicate that negatively charged dendrimer probes fail to recognize bacteria because of the repulsive force produced between the probes and bacteria having a negatively charged surface. − In Figure B, a long alkyl chain was additionally introduced to B-PAMAM(−) to enhance the hydrophobic interaction between the probe and bacterial membrane. However, this did not result in any change in turbidity, as in the case shown in Figure A.…”

Section: Resultsmentioning

confidence: 99%

“…aureus , is higher than that of E. coli. , Therefore, we focused on the differences in bacterial surface constituents. LTA is a surface constituent specific to Gram-positive bacteria and contains saccharides that function as recognition targets .…”

Section: Resultsmentioning

confidence: 99%

Boronic Acid-Based Dendrimers with Various Surface Properties for Bacterial Recognition with Adjustable Selectivity

Mikagi

Manita

Tsuchido

et al. 2022

ACS Appl. Bio Mater.

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The need for a selective bacterial recognition method is evident to overcome the global problem of antibiotic resistance. Even though researchers have focused on boronic acid-based nanoprobes that immediately form boronate esters with saccharides at room temperature, the mechanism has not been well studied. We have developed boronic acid-modified poly(amidoamine) (PAMAM) dendrimers with various surface properties to investigate the mechanism of bacterial recognition. The boronic acid-based nanoprobes showed selectivity toward strains, species, or a certain group of bacteria by controlling their surface properties. Our nanoprobes showed selectivity toward Gram-positive bacteria or Escherichia coli K12W3110 without having to modify the boronic acid recognition sites. The results were obtained in 20 min and visible to the naked eye. Selectivity toward Gram-positive bacteria was realized through electrostatic interaction between the bacterial surface and the positively charged nanoprobes. In this case, the recognition target was lipoteichoic acid on the bacterial surface. On the other hand, pseudo-zwitterionic nanoprobes showed selectivity for E. coli K12W3110, indicating that phenylboronic acid did not recognize the outermost O-antigen on the lipopolysaccharide layer. Boronic acid-based nanoprobes with optimized surface properties are expected to be a powerful clinical tool to recognize multidrug-resistant strains or highly pathogenic bacteria.

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Effects of salts on the self-assembly behavior and antibacterial activity of a surfactant-like peptide

Abstract: Self-assembling peptides have become one of the most promising antibacterial agents due to their superior properties, such as simple molecular composition, favorable assembly structures, and rich designability. For maximum application...

Cited by 6 publications

References 42 publications

Rapid Bacterial Recognition over a Wide pH Range by Boronic Acid-Based Ditopic Dendrimer Probes for Gram-Positive Bacteria

Rapid Bacterial Recognition over a Wide pH Range by Boronic Acid-Based Ditopic Dendrimer Probes for Gram-Positive Bacteria

Aggregation-Based Bacterial Separation with Gram-Positive Selectivity by Using a Benzoxaborole-Modified Dendrimer

Boronic Acid-Based Dendrimers with Various Surface Properties for Bacterial Recognition with Adjustable Selectivity

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