Synthesis and Self-Assembly of [60]Fullerene Containing Sulfobetaine Polymer in Aqueous Solution

Ravi, Palaniswamy; Dai, Sheng; Tam, Kam Chiu

doi:10.1021/jp053088h

Cited by 30 publications

(24 citation statements)

References 44 publications

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“…Modification of pDMAEMA: varying degrees of DMAEMA quaternization [50] and sulfobetainization [51] were obtained using methods previously reported in the literature.…”

Section: Methodsmentioning

confidence: 99%

Polymers for binding of the gram-positive oral pathogen Streptococcus mutans

et al. 2017

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Streptococcus mutans is the most significant pathogenic bacterium implicated in the formation of dental caries and, both directly and indirectly, has been associated with severe conditions such as multiple sclerosis, cerebrovascular and peripheral artery disease. Polymers able to selectively bind S. mutans and/or inhibit its adhesion to oral tissue in a non-lethal manner would offer possibilities for addressing pathogenicity without selecting for populations resistant against bactericidal agents. In the present work two libraries of 2-(dimethylamino)ethyl methacrylate (pDMAEMA)-based polymers were synthesized with various proportions of either N,N,N-trimethylethanaminium cationic- or sulfobetaine zwitterionic groups. These copolymers where initially tested as potential macromolecular ligands for S. mutans NCTC 10449, whilst Escherichia coli MG1655 was used as Gram-negative control bacteria. pDMAEMA-derived materials with high proportions of zwitterionic repeating units were found to be selective for S. mutans, in both isolated and S. mutans–E. coli mixed bacterial cultures. Fully sulfobetainized pDMAEMA was subsequently found to bind/cluster preferentially Gram-positive S. mutans and S. aureus compared to Gram negative E. coli and V. harveyi. A key initial stage of S. mutans pathogenesis involves a lectin-mediated adhesion to the tooth surface, thus the range of potential macromolecular ligands was further expanded by investigating two glycopolymers bearing α-mannopyranoside and β-galactopyranoside pendant units. Results with these polymers indicated that preferential binding to either S. mutans or E. coli can be obtained by modulating the glycosylation pattern of the chosen multivalent ligands without incurring unacceptable cytotoxicity in a model gastrointestinal cell line. Overall, our results allowed to identify a structure–property relationship for the potential antimicrobial polymers investigated, and suggest that preferential binding to Gram-positive S. mutans could be achieved by fine-tuning of the recognition elements in the polymer ligands.

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“…Modification of pDMAEMA: varying degrees of DMAEMA quaternization [50] and sulfobetainization [51] were obtained using methods previously reported in the literature.…”

Section: Methodsmentioning

confidence: 99%

Polymers for binding of the gram-positive oral pathogen Streptococcus mutans

et al. 2017

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“…New pH-sensitive amphoteric microgels composed of poly(2-dimethylaminoethyl methacrylate) and methacrylic acid were also reported. [84,85] DLS data in water revealed sizes of 140 and 170 nm, respectively, at pH ¼ 2 and pH ¼ 10.…”

Section: Stimuli-responsive Amphoteric Gelsmentioning

confidence: 98%

Natural and Synthetic Polyampholytes, 2

Kudaibergenov

Ciferri

2007

Macromol. Rapid Commun.

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The ability of natural and synthetic polyampholytes to exist in globular, coil, helix, stretched, and ordered conformations is reviewed and transformations and transitions between the respective states upon variation of conditions are highlighted. The properties of polyampholytes in solution, condensed, and gel state as well as at various interfaces are discussed in order to clarify the principles of the structural organization of proteins, model the function of biomembranes, and study the biocompatibility of modified materials. Application aspects of polyampholytes in protein separation, desalination, catalysis, the oil industry, biotechnology, nanotechnology, and medicine are given.magnified image

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“…Reproduced with permission. [ 39 ] Copyright 2005, American Chemical Society. from 5.4 to 8.8 due the overall charge neutralization near its isoelectric point (IEP), [ 126 , 127 ] and the water-soluble P(MAA -b -DMAEMA)-C 60 retained its pholyampholyte behavior of P(MAA-b -DMAEMA).…”

Section: Multiresponsive C 60 -Containing Polymersmentioning

confidence: 99%

“…Reproduced with permission. [ 39 ] Copyright 2005, American Chemical Society. micelle size at pH 3 was much larger due to the highly stretched corona resulting from the repulsive positive charge between the protonated amino groups.…”

Section: Multiresponsive C 60 -Containing Polymersmentioning

confidence: 99%

“…C 60 modifi ed with these kinds of polymers combines the unique properties of C 60 with the stimuli characteristics of the polymers that may extend their end-use applications in the fi elds of biotechnology and biomedicine. In recent years, a variety of stimuliresponsive water-soluble fullerene systems have been reported such as PMAA-C 60 , [ 36 ] PDMAEMA-C 60 [ 37 , 38 ] and its betainization derivative, [ 39 ] P(MAA-bDMAEMA)-C 60 , [ 40 ] PAA-C 60 , [41][42][43] and PNIPAM-C 60 systems. [44][45][46][47] Over the last two decades, various C 60 -containing polymers, including hydrophobic and hydrophilic polymers have been prepared and their structures are shown schematically in Figure 1 .…”

Section: Introductionmentioning

confidence: 99%

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Stimuli‐Responsive Water‐Soluble Fullerene (C₆₀) Polymeric Systems

Yao

Tam

2011

Macromol. Rapid Commun.

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This review documents the advances in stimuli-responsive water-soluble fullerene (C(60)) polymeric systems. Stimuli-responsive polymers, when grafted onto C(60) impart "smart" and "responsive" characteristics, and these novel materials adopt various morphologies when subjected to external stimuli, such as pH, temperature, and salt. Various synthetic approaches for producing C(60)-polymers are outlined and discussed. The responsive behavior, water solubility, and self-assembly characteristics of these C(60)-polymers make them attractive for applications such as drug delivery, temperature sensors, and personal care.

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Synthesis and Self-Assembly of [60]Fullerene Containing Sulfobetaine Polymer in Aqueous Solution

Cited by 30 publications

References 44 publications

Polymers for binding of the gram-positive oral pathogen Streptococcus mutans

Polymers for binding of the gram-positive oral pathogen Streptococcus mutans

Natural and Synthetic Polyampholytes, 2

Stimuli‐Responsive Water‐Soluble Fullerene (C₆₀) Polymeric Systems

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Synthesis and Self-Assembly of [60]Fullerene Containing Sulfobetaine Polymer in Aqueous Solution

Cited by 30 publications

References 44 publications

Polymers for binding of the gram-positive oral pathogen Streptococcus mutans

Polymers for binding of the gram-positive oral pathogen Streptococcus mutans

Natural and Synthetic Polyampholytes, 2

Stimuli‐Responsive Water‐Soluble Fullerene (C60) Polymeric Systems

Contact Info

Product

Resources

About

Stimuli‐Responsive Water‐Soluble Fullerene (C₆₀) Polymeric Systems