2013
DOI: 10.1002/chem.201301324
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Modular Columnar Supramolecular Polymers as Scaffolds for Biomedical Applications

Abstract: Self-assembly of discotic molecules into supramolecular polymers offers a flexible approach for the generation of multicomponent one-dimensional columnar architectures with tuneable biomedical properties. Decoration with ligands induces specific binding of the self-assembled scaffold to biological targets. The modular design allows the easy co-assembly of different discotics for the generation of probes for targeted imaging and cellular targeting with adjustable ligand density and composition.

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Cited by 31 publications
(31 citation statements)
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References 67 publications
(40 reference statements)
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“…[24f] It is possible that the close proximity of the NDI psurface to the negative charges played an important role in the effective interactions with Cht as the protein surface contains hydrophobic patches around the active site.Considering the immense interest in protein-receptor interactions in biological science and technology,our results should provide inspiration for the further exploration of supramolecular assemblies of p-amphiphiles in biological settings. [28] Overall, we have established ah ydrogen-bonding-based effective supramolecular strategy that can steer unidirectional alignment of unsymmetric bolaamphiphiles and also fully control the preferred direction of the monolayer curvature, implying the segregation of adesired functional group either at the inner or at the outer wall of the monolayer vesicle.As the hydrogen bonding could prevail over traditional structure-determining factors in amphiphiles,such as electrostatic interactions or head-group volume,afunctional moiety that is attached to the same arm as the hydrogen-bonding motifs is encapsulated inside the vesicle whereas af unctional group that is attached to the other arm is displayed very effectively at the outer wall of the vesicle.Remarkable differences in the enzyme activity regulation assays of the two twin amphiphiles undoubtedly established the importance of an appropriate surface functional-group display for their relevance in biological applications.T uning the structures of the appended functional groups would be as ubject worthy of investigation for further exploring the functional utility of such chromophore-conjugated vesicles.…”
Section: Methodsmentioning
confidence: 85%
See 1 more Smart Citation
“…[24f] It is possible that the close proximity of the NDI psurface to the negative charges played an important role in the effective interactions with Cht as the protein surface contains hydrophobic patches around the active site.Considering the immense interest in protein-receptor interactions in biological science and technology,our results should provide inspiration for the further exploration of supramolecular assemblies of p-amphiphiles in biological settings. [28] Overall, we have established ah ydrogen-bonding-based effective supramolecular strategy that can steer unidirectional alignment of unsymmetric bolaamphiphiles and also fully control the preferred direction of the monolayer curvature, implying the segregation of adesired functional group either at the inner or at the outer wall of the monolayer vesicle.As the hydrogen bonding could prevail over traditional structure-determining factors in amphiphiles,such as electrostatic interactions or head-group volume,afunctional moiety that is attached to the same arm as the hydrogen-bonding motifs is encapsulated inside the vesicle whereas af unctional group that is attached to the other arm is displayed very effectively at the outer wall of the vesicle.Remarkable differences in the enzyme activity regulation assays of the two twin amphiphiles undoubtedly established the importance of an appropriate surface functional-group display for their relevance in biological applications.T uning the structures of the appended functional groups would be as ubject worthy of investigation for further exploring the functional utility of such chromophore-conjugated vesicles.…”
Section: Methodsmentioning
confidence: 85%
“…Considering the immense interest in protein-receptor interactions in biological science and technology, our results should provide inspiration for the further exploration of supramolecular assemblies of p-amphiphiles in biological settings. [28] Overall, we have established a hydrogen-bonding-based effective supramolecular strategy that can steer unidirectional alignment of unsymmetric bolaamphiphiles and also fully control the preferred direction of the monolayer curvature, implying the segregation of a desired functional group either at the inner or at the outer wall of the monolayer vesicle. As the hydrogen bonding could prevail over traditional structure-determining factors in amphiphiles, such as electrostatic interactions or head-group volume, a functional moiety that is attached to the same arm as the hydrogen-bonding motifs is encapsulated inside the vesicle whereas a functional group that is attached to the other arm is displayed very effectively at the outer wall of the vesicle.…”
mentioning
confidence: 92%
“…This property helped the facile tracking of HeLa cells for as long as four passages, which can be considered am uch superior performance compared with commercial cellular trackers, which lose efficiency after one or two passages.Asuitable noncytotoxic dye for long-term cell tracking either in vitro or in vivo is of increasing demandf or biomedical research because it has enormous potentialf or monitoring variousc ellular events such as cell division, migration, fusion, lysis as well as transplantation. The excellent biocompatibilitya nd long-term cell trackinga bility of P1,w eb elieve, makes it ap romising supramolecular biomaterial [23] with great prospect for use not only as an in vitro cell trackerbut also for in vivo imagingi nb iomedical research.…”
Section: Resultsmentioning
confidence: 99%
“…[6][7][8][9] Some examples of supramolecular polymers include materials based on discotic benzene tricarboxamides, 10 porphyrins, 11 carbohydrate conjugated aromatics, 12 and peptide amphiphiles. 13 However, few examples exist on the use of 1D supramolecular polymers for use in intracellular delivery, [14][15][16] while they can serve as a potentially attractive platform.…”
Section: 5mentioning
confidence: 99%