Post synthetic modification of Zr-MOF with phenylboronic acid: Fluorescence sensing of sialic acid

Cao, Qi; Peng, Yu; Yu, Qingya; Shi, Zhongzhi; Jia, Qingxuan

doi:10.1016/j.dyepig.2021.109839

Cited by 23 publications

(7 citation statements)

References 58 publications

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“…In addition, the binding energy of pyridine nitrogen for QBA-Eu-VMA increased to 401.89 eV, while the corresponding percentage content decreased from 17.36 to 6.54%, and there was no difference in binding energy of C–N–, demonstrating the existence of hydrogen bonding between VMA molecules and partial pyridine nitrogen atoms . The binding energy of O 1s spectra in QBA-Eu could be divided into two peaks at 531.46 and 533.42 eV, which was attributed to CO and C–O . After treatment with VMA, there was increased percentage content for the C–O band (from 8.26 to 39.76%) and CO band shifted to 532.23 eV, suggesting the adsorption of VMA and the presence of the hydrogen bond between VMA molecules and carbonyl groups in QBA-Eu .…”

Section: Resultsmentioning

confidence: 90%

“…58 The binding energy of O 1s spectra in QBA-Eu could be divided into two peaks at 531.46 and 533.42 eV, which was attributed to C�O and C−O. 59 After treatment with VMA, there was increased percentage content for the C−O band (from 8.26 to 39.76%) and C�O band shifted to 532.23 eV, suggesting the adsorption of VMA and the presence of the hydrogen bond between VMA molecules and carbonyl groups in QBA-Eu. 60 Meanwhile, the adsorption of VMA on QBA-Eu could be also revealed by the comparison of TGA curves between QBA-Eu and QBA-Eu-VMA (Figure S36d).…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

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Novel Lanthanide-Based Metal–Organic Framework Isomer as a Double Ratiometric Fluorescent Probe for Vanillymandelic Acid

Fan

Liu²,

Cheng

et al. 2023

ACS Appl. Mater. Interfaces

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The concentration of vanillymandelic acid (VMA) in urine is closely related with pheochromocytoma diagnosis. Thus, it is essential to develop more accurate and convenient fluorescence sensing strategies toward VMA. Until now, the design of double ratiometric detection methods for VMA was still in the unexplored stage. In this work, novel Ln3+-based metal–organic frameworks (QBA-Eu and QBA-Gd0.875Eu0.125) possessing dual emission peaks was fabricated successfully, which served as isomers of YNU-1 and exhibited more excellent water stability in fluorescence and structure than the ones of YNU-1. The formation of the complex between QBA ligands and VMA molecules via hydrogen bonds within QBA-Eu frameworks produced a new emission band centered at 450 nm and resulted in the decline of monomer emission intensity for QBA at 390 nm. Owing to the reduced energy gap [ΔE (S1 – T1)], the antenna effect was hampered and luminescence of Eu3+ ions also decreased. The developed double ratiometric (I 615nm/I 475nm, I 390nm/I 475nm) fluorescence sensors based on QBA-Eu and QBA-Gd0.875Eu0.125 possessed the advantages of fast response (4 min), low detection limits (0.58 and 0.51; 0.22 and 0.31 μM), and wide linear ranges (2–100 and 2–80 μM), which met the requirements of pheochromocytoma diagnosis. We also applied them to determine VMA in an artificial urine sample and diluted human urine sample and obtained satisfactory results. They will become prospective fluorescence sensing platforms for VMA.

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Section: Resultsmentioning

confidence: 90%

Section: ■ Experimental Sectionmentioning

confidence: 99%

Novel Lanthanide-Based Metal–Organic Framework Isomer as a Double Ratiometric Fluorescent Probe for Vanillymandelic Acid

Fan

Liu²,

Cheng

et al. 2023

ACS Appl. Mater. Interfaces

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“…To further endow HPS with the BC targeting ability, CPBA was conjugated to the amine group of HPS NPs based on the EDC/NHS reaction, forming CHPS NPs. 11,20,[33][34][35] The X-ray diffraction spectra of HS, HPS and CHPS NPs revealed a strong and broad peak appearing at 2θ = 22°(Fig. S1 †), indicating the characteristic amorphous feature of silica.…”

Section: Resultsmentioning

confidence: 99%

Targeted hollow pollen silica nanoparticles for enhanced intravesical therapy of bladder cancer

Wang

Fan

et al. 2023

Biomater. Sci.

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“…86 The MOF taking the role of the acylating agent has also been reported for chiralization, by trapping diol-bearing sialic acid with boronic acid presenting a solid phase, with favorable selectivity under mild conditions. 92 All of these examples boast natural stock-derived chiralizing agents. Post-synthetic covalent chiralization is less prevalent via alkylation, reported with a chiral epoxide.…”

Section: Post-synthetic Chiralizaitonmentioning

confidence: 99%

Using imine chemistry for post-synthetical covalent chiralization of MOF surfaces

Novotny,

Majumdar,

Ortega-Guerrero

et al. 2024

Preprint

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Homochiral metal-organic frameworks (MOFs) are exceptional media for heterogenous enantiodifferentation processes. Their rational design, however, is challenging. An available solution for this is moving from constitutive, structure-bearing, homochiral ligands to separating chiral selector and structural roles. This introduces combinatorial modulability, which is the independent change of parts. Such modulability circumvents limitations of designability. Further considerations narrow emphasis to covalent post-synthetic methods. Covalent post-synthetic methods to introduce chirality are reported broadly, yet the diversity of pertaining linkage chemistry is modest. The present work explored the adaptation of imine chemistry for post-synthetic chiralization. A chiral aldehyde and a chiral ketone have been probed, with respective achiral controls, on two accessible amine-functionalized MOF substrates. Modifying UiO-66 NH2 with the natural product derived (R)-2,2-dimethyl-1,3-dioxolane-4-carboxaldehyde ((R)-1 aldehyde) was found to be the best-performing combination. The modification was shown to be covalent, chiral, and characteristically proceeding through imine formation. A molecular-level inquiry has furthermore revealed that the modification consists of oligomer-rich structures on the surface. In silico modeling was shown to predict the localization of the modification correctly. Recent advances in the characterization of MOF color were used to track the imine formation. A strategic approach has yielded a new synthetically facile MOF chiralization method. The modification was shown to result in a surface barrier formation. Thereby, restricted diffusion lengths in the solid phase infer good retention of resolving power in ascending van Deemter régimes in chromatography. This makes the yielding material a promising stationary phase candidate for performant chromatographic enantioseparations.

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Post synthetic modification of Zr-MOF with phenylboronic acid: Fluorescence sensing of sialic acid

Cited by 23 publications

References 58 publications

Novel Lanthanide-Based Metal–Organic Framework Isomer as a Double Ratiometric Fluorescent Probe for Vanillymandelic Acid

Novel Lanthanide-Based Metal–Organic Framework Isomer as a Double Ratiometric Fluorescent Probe for Vanillymandelic Acid

Targeted hollow pollen silica nanoparticles for enhanced intravesical therapy of bladder cancer

Using imine chemistry for post-synthetical covalent chiralization of MOF surfaces

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