pH‐responsive fluorescence chemical sensor constituted by conjugated polymers containing pyridine rings

Adachi, Naoya; Kaneko, Yuki; Sekiguchi, Kaneo; Sugiyama, Hiroki; Sugeno, Masafumi

doi:10.1002/bio.2898

Cited by 17 publications

(11 citation statements)

References 44 publications

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“…Adachi et al developed a pH-responsive fluorescent chemical sensor constituted by conjugated polymers containing pyridine rings as H + receptors (44 …”

Section: Spectroscopic Measurementsmentioning

confidence: 99%

Photoinduced electron transfer inN,N-bis(pyridylmethyl)naphthalenediimides: study of their potential as pH chemosensors

Martinez‐Quiroz

Ochoa-Terán

Pina‐Luis

et al. 2016

Supramolecular Chemistry

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a centro de Graduados e investigación, instituto tecnológico de tijuana, tijuana, méxico; b Departamento de investigación en polímeros y materiales, universidad de Sonora, hermosillo, méxico ABSTRACT The change in fluorescent properties of a series of N,N-bis(pyridylmethyl)naphthalenediimides (BIPy-NDIs) as function of pH were investigated. The naphthalenediimide dyes displayed OFF-ON pH sensing properties owing to photoinduced electron transfer in the pH range from 1.7 to 4.1. The fluorescence enhancement of the chemosensors studied is based on the hindering of photoinduced energy-electron transfer (PET) from pyridine ring to the naphthalene fluorophore by protonation. Moreover, using density functional theory theoretical calculations of molecular orbitals, it was verified that protonation nitrogen atom in pyridine ring inhibits the PET process. The best selective response for monitoring pH in the presence of different metal ions, was exhibited by BIPy-NDI 1B. In addition, 1B was applied for determination of pH in real samples of commercial vinegars. The results were consistent with those obtained by glass electrode method, indicating that the new probe could be a practical pH indicator in strongly acidic conditions.

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“…Adachi et al developed a pH-responsive fluorescent chemical sensor constituted by conjugated polymers containing pyridine rings as H + receptors (44 …”

Section: Spectroscopic Measurementsmentioning

confidence: 99%

Photoinduced electron transfer inN,N-bis(pyridylmethyl)naphthalenediimides: study of their potential as pH chemosensors

Martinez‐Quiroz

Ochoa-Terán

Pina‐Luis

et al. 2016

Supramolecular Chemistry

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“…Smart chromic materials have the capability to be responsive to one or more external stimuli, such as heat, pH, light, solvent polarity, and electricity. [46][47][48][49][50][51][52][53][54][55][56][57][58][59][60] In this study, we developed a simple method to produce smart coating with the ability to respond to light. The long-lasting phosphorescence formula was prepared using several components including resins, lanthanide-doped strontium aluminate phosphor at different total contents (0.01, 0.05, 0.1, 0.25 and 0.5 wt%), alkali, mineral oil, and a dryer.…”

Section: Assessment Of Photochromic Propertiesmentioning

confidence: 99%

Photochromic and fluorescent ink using photoluminescent strontium aluminate pigment and screen printing towards anticounterfeiting documents

et al. 2020

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“…After lowering the pH to 5.5, the tubular structures disassemble into their constituent macrocycles by electrostatic repulsion because the pyridinium group is partially protonated and imparts positive charge to the interior. [87][88][89] Conversely, 2D sheets maintain their structure with a negatively charged surface. When mixed under neutral conditions, amphiphiles 11 and 12 self-sort into tubules and flat sheets, respectively.…”

Section: Application Of Static 2d Materialsmentioning

confidence: 99%

Supramolecular Two‐Dimensional Systems and Their Biological Applications

et al. 2020

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the construction of functional 2D materials by the self-assembly of synthetic building blocks such as amphiphilic block copolymers, [10] lipid molecules, [11] deoxyribonucleic acids (DNAs), [12] rod-coil amphiphiles, [13] and oligopeptides. [14] Among diverse self-assembling modules, aromatic amphiphiles can serve as remarkable candidates for the creation of well-defined supramolecular 2D structures owing to their rigidity and the π-π stacking of aromatic groups. [15-17] In self-assembled 2D structures composed of aromatic amphiphiles, the rigid aromatic segments surrounded by hydrophilic flexible chains can form relatively stable noncovalent interactions in a preferred direction. [18] Besides, the packing arrangements of aromatic segments can reversibly transform into a different equilibrium state when subjected to subtle environmental changes, demonstrating a distinct adaptive capability of dynamic shape alterations. [19] Therefore, the supramolecular 2D materials formed by aromatic amphiphiles hold promise in biological applications because the physical and chemical properties of the supramolecular 2D structure, which are attributed to the large surface area of these materials, can enhance the detection sensitivity of target molecules and increase the molecular loading and bio-conjugation efficiency. Furthermore, the flexibility, low toxicity, dispersibility, and permeability offered by 2D materials can contribute to the development of the next generation of functional materials in biological systems. [20-25] In this regard, several types of studies have been conducted on supramolecular 2D materials with biological applicability because supramolecular systems are more convenient for the fabrication of materials with multiple functionalities for biology applications. [26-34] Herein, we summarize supramolecular 2D materials based on the corresponding aromatic amphiphiles and discuss several of their biological applications (Figure 1). We classified the strategies of self-assembly of the 2D structure as follows: direct assembly of monomers and assembly in a stepwise manner via primary structures. In the direct assembly strategy, the aromatic amphiphilic blocks are assembled into 2D structures without transition into an intermediate state, in which the monomers are directly arranged in parallel, zigzag, or hexagonal conformations through hydrophobic, hostguest, and electrostatic interactions. However, in the stepwise assembly strategy, the monomers are assembled into primary structures such as dimeric micelles and fibers in the initial state, which is followed by lateral interactions to 2D structures. Various biological systems rely on the supramolecular assembly of biomolecules through noncovalent bonds for performing sophisticated functions. In particular, cell membranes, which are 2D structures in biological systems, have various characteristics such as a large surface, flexibility, and molecule-recognition ability. Supramolecular 2D materials based on biological systems provide a novel perspective for the deve...

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pH‐responsive fluorescence chemical sensor constituted by conjugated polymers containing pyridine rings

Cited by 17 publications

References 44 publications

Photoinduced electron transfer inN,N-bis(pyridylmethyl)naphthalenediimides: study of their potential as pH chemosensors

Photoinduced electron transfer inN,N-bis(pyridylmethyl)naphthalenediimides: study of their potential as pH chemosensors

Photochromic and fluorescent ink using photoluminescent strontium aluminate pigment and screen printing towards anticounterfeiting documents

Supramolecular Two‐Dimensional Systems and Their Biological Applications

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