1,8-Naphthalimide derivatives as probes for protein surface hydrophobicity

Betancourt, Frank; Valente, Alyssa; Yan, Hongbin

doi:10.1016/j.jphotochem.2021.113386

Cited by 8 publications

(3 citation statements)

References 53 publications

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“…Typically, the high affinity of the ANS fluorescent probe is exploited to bind to sites of high hydrophobicity on the protein surface (Betancourt et al . 2021). As shown in Figure 5a, treatment with ERY at appropriate concentrations increased the surface hydrophobicity for WPI, indicating that the unfolding of the WPI structure brings to light the hydrophobic amino acid residues (e.g.…”

Section: Resultsmentioning

confidence: 99%

The influence of the interaction between whey protein and erythritol on protein conformation, interfacial properties and stability

Zhang,

Shao

et al. 2024

Int J of Dairy Tech

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This study investigated the impact of erythritol (ERY) on structural and functional properties of whey protein isolate (WPI). FTIR and CD revealed that WPI underwent structural changes, including formation of β‐folds and random coils, upon interaction with 20 mg/mL ERY. SEM showed increased surface roughness of WPI, indicating enhanced protein exposure. Moreover, binding rate exceeded 85%, accompanied by increased surface hydrophobicity. Fluorescence spectroscopy indicated a red shift in fluorescence of WPI and tyrosine (Tyr) residues, altering polarity of Tyr environment due to ERY coordination. Additionally, ERY presence enhanced the functional properties of WPI, including foaming, freeze–thaw stability, rheology and antioxidant activity.

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Section: Resultsmentioning

confidence: 99%

The influence of the interaction between whey protein and erythritol on protein conformation, interfacial properties and stability

Zhang,

Shao

et al. 2024

Int J of Dairy Tech

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“…163-164 • C (lit. 162-163 • C) [48]. 1 H NMR (500 MHz, CDCl 3 ) δ 8.67 (1H, d, J = 7.3 Hz, H9), 8.57 (1H, d, J = 8.5 Hz, H7), 8.41 (1H, d, J = 7.9 Hz, H4), 8.03 (1H, d, J = 7.9 Hz, H5), 7.84 (1H, dd, J = 8.5, 7.3 Hz, H8), 4.41 (2H, t, J = 5.9 Hz, NCH 2 ), 3.71 (2H, t, J = 5.9 Hz, OCH 2 ), 3.35 (3H, s, OMe).…”

Section: Synthesis Of the Fluorescent Probesmentioning

confidence: 99%

Surface Functionalised Optical Fibre for Detection of Hydrogen Sulphide

Baghapour,

Nehema,

Zhang

et al. 2023

Biosensors

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Dysregulated production of hydrogen sulphide in the human body has been associated with various diseases including cancer, underlining the importance of accurate detection of this molecule. Here, we report the detection of hydrogen sulphide using fluorescence-emission enhancement of two 1,8-naphthalimide fluorescent probes with an azide moiety in position 4. One probe, serving as a control, featured a methoxyethyl moiety through the imide to evaluate its effectiveness for hydrogen sulphide detection, while the other probe was modified with (3-aminopropyl)triethoxysilane (APTES) to enable direct covalent attachment to an optical fibre tip. We coated the optical fibre tip relatively homogeneously with the APTES-azide fluorophore, as confirmed via x-ray photoelectron spectroscopy (XPS). The absorption and fluorescence responses of the control fluorophore free in PBS were analysed using UV-Vis and fluorescence spectrophotometry, while the fluorescence emission of the APTES-azide fluorophore-coated optical fibres was examined using a simple, low-cost optical fibre-based setup. Both fluorescent probes exhibited a significant increase (more than double the initial value) in fluorescence emission upon the addition of HS− when excited with 405 nm. However, the fluorescence enhancement of the coated optical fibres demonstrated a much faster response time of 2 min (time for the fluorescence intensity to reach 90% of its maximum value) compared to the control fluorophore in solution (30 min). Additionally, the temporal evolution of fluorescence intensity of the fluorophore coated on the optical fibre was studied at two pH values (7.4 and 6.4), demonstrating a reasonable overlap and confirming the compound pH insensitivity within this range. The promising results from this study indicate the potential for developing an optical fibre-based sensing system for HS− detection using the synthesised fluorophore, which could have significant applications in health monitoring and disease detection.

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“…The ability to self-organize, accompanied by high thermal stability, and chemical and oxidation resistance, render the naphthalimides good acceptor-donor materials [ 19 , 20 , 21 , 22 , 23 , 24 ]. In addition, the 1,8-naphthalimide derivatives were also used as dyes for cell imaging and as probes or sensors [ 25 , 26 , 27 , 28 , 29 , 30 ].…”

Section: Introductionmentioning

confidence: 99%

Six New Unsymmetrical Imino-1,8-naphthalimide Derivatives Substituted at 3-C Position—Photophysical Investigations

et al. 2022

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In this research, six novel unsymmetrical imino-1,8-naphthalimides (AzNI) were synthesized. Comprehensive thermal (thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC), optical (UV-Vis, photoluminescence), and electrochemical (CV, DPV) studies were carried out to characterize these new compounds. The molecules showed the onset of thermal decomposition in the temperature range 283–372 °C and molecular glass behavior. Imino-1,8-naphthalimides underwent reduction and oxidation processes with the electrochemical energy band gap (Eg) below 2.41 eV. The optical properties were evaluated in solvents with different polarities and in the solid-state as a thin films and binary blends with poly(N-vinylcarbazole): (2-tert-butylphenyl-5-biphenyl-1,3,4-oxadiazole) (PVK:PBD). Presented compounds emitted blue light in the solutions and in the green or violet spectral range in the solid-state. Their ability to emit light under external voltage was examined. The devices with guest-host structure emitted light with the maximum located in the blue to red spectral range of the electroluminescence band (EL) depending on the content of the AzNI in the PVK:PBD matrix (guest-host structure).

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1,8-Naphthalimide derivatives as probes for protein surface hydrophobicity

Cited by 8 publications

References 53 publications

The influence of the interaction between whey protein and erythritol on protein conformation, interfacial properties and stability

The influence of the interaction between whey protein and erythritol on protein conformation, interfacial properties and stability

Surface Functionalised Optical Fibre for Detection of Hydrogen Sulphide

Six New Unsymmetrical Imino-1,8-naphthalimide Derivatives Substituted at 3-C Position—Photophysical Investigations

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