Retracted: A Naphthalenediimide‐Based Fluorescent Sensor for Detecting the pH within the Rough Endoplasmic Reticulum of Living Cells

Ghule, Namdev V.; Bhosale, Rajesh S.; Kharat, Kiran; Puyad, Avinash L.; Bhosale, Sheshanath V.

doi:10.1002/cplu.201402307

Cited by 27 publications

(23 citation statements)

References 32 publications

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“…The pH titration, completed using Britton–Robinson buffer, displayed emission enhancement ( λ em,max 625 and 676 nm) when the pH was decreased from 9.00 to 3.50 (Figure b). The significant increase in Φ f from 0.11 (for 15 ) to 0.58 ( 15 .H + , 15 .2H + ) was speculated to be due to the rigidity of the system …”

Section: Core‐substitutionmentioning

confidence: 99%

“…The significant increase in F f from 0.11( for 15)t o 0.58 (15.H + , 15.2H + )w as speculated to be due to the rigidity of the system. [23] Modulation of fluorescencei sa lso possible by externals timuli that is neither protic nor analyte based. Using chemicalo r electrochemical redox reactions can invoke changes in optical brightnesso fN DIs.…”

Section: Secondary Cyclic Arylaminesmentioning

confidence: 99%

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Harnessing Brightness in Naphthalene Diimides

Maniam

Higginbotham

Bell

et al. 2019

Chemistry A European J

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The development of brightly emissive compounds is of great research and commercial interest, with established and emerging applications across chemistry, biology, physics, medicine and engineering. Among the many types of molecules available, naphthalene diimides have been widely used for both fundamental photophysical studies and in practical applications that utilise fluorescence as an information readout. The monomeric naphthalene diimide is weakly fluorescent, however through various methods of core‐derivatisation, it can be developed to be highly fluorescent and further functionalised to add utility. In this review, we highlight recent advances made in naphthalene diimide chemistry that have led to development of molecules with improved optical properties, and the design strategies utilised to produce bright fluorescence emission as small molecules or in supramolecular architectures.

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Section: Core‐substitutionmentioning

confidence: 99%

Section: Secondary Cyclic Arylaminesmentioning

confidence: 99%

Harnessing Brightness in Naphthalene Diimides

Maniam

Higginbotham

Bell

et al. 2019

Chemistry A European J

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“…The N-benzyl analogue was evaluated only in chloroform with trifluoroacetic acid, because its poor solubility in water, which is an important disadvantage, whereas the N-methyl analogue was evaluated in aqueous media as pH hybrid fluorescent nanoprober for real-time cell labelling and endocytosis tracking in a range of pH of 3.4 to 8.4 (39). In order to improve the water solubility and enhance the application of NDIs as intracellular pH (40) and functional cell imaging sensors (41), different polar and ionisable groups were introduced in the NDI core and in the imide group. These cNDIs present the advantage of having absorption and emission bands in the visible region (42).…”

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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“…Among small aromatic molecules, core‐substituted naphthalene diimides (cNDIs) have attracted attention due to their capability for producing an optical readout, color monitoring and redox behaviour during sensing of ions . cNDIs also have been used for various applications such as supramolecular self‐assembly, solide‐state emitter, sensing of anion and cation, artificial photosynthesis, pH sensing, solar cells, medical science and biology …”

Section: Introductionmentioning

confidence: 99%

An Aza‐12‐crown‐4 Ether‐Substituted Naphthalene Diimide Chemosensor for the Detection of Lithium Ion

Hangarge

Boguslavsky

et al. 2017

ChemistrySelect

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We synthesised aza‐12‐crown‐4 ether‐substituted naphthalene diimide (NDI‐12‐C‐4) and demonstrated its properties as an fluorescent and colorimetric sensor. The NDI‐12‐C‐4 uses the aza‐12‐crown‐4 moiety to bind Li+ ion selectively over larger monovalent cation such as Cs+, Na+ and K+. The sensor is chemically stable due to the crown‐ether, and the appended NDI fluorophore allows leads to optical changes exclusively for the monovalent Li+ ion. UV–vis absorption, fluorescence, cyclic voltammetry (CV), 1H NMR and naked eye‐detection clearly demonstrate selective, sensitive binding of Li+ ion with a detection limit of 5.0 μM. Importantly, reversible binding of Li+ by NDI‐12‐C‐4 was also observed upon addition of EDTA, after which the sensor could be recovered via simple centrifugation, indicating suitability for use in a biological sensor device.

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Retracted: A Naphthalenediimide‐Based Fluorescent Sensor for Detecting the pH within the Rough Endoplasmic Reticulum of Living Cells

Cited by 27 publications

References 32 publications

Harnessing Brightness in Naphthalene Diimides

Harnessing Brightness in Naphthalene Diimides

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

An Aza‐12‐crown‐4 Ether‐Substituted Naphthalene Diimide Chemosensor for the Detection of Lithium Ion

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