A selective glucose sensor: the cooperative effect of monoboronic acid-modified poly(amidoamine) dendrimers

Tsai, Ching Hua; Tang, Yi Hsuan; Chen, Hui Ting; Yao, Yi Wen; Chien, Tun Cheng; Kao, Ching Huei

doi:10.1039/c8cc00914g

Cited by 14 publications

(10 citation statements)

References 29 publications

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“…Dendrimers are a class of well-defined nanostructured macromolecules consisting of three critical architectural domains: the multivalent surface, the interior shells surrounding the core, and the core. These domains can be tailored for a specific purpose, such as a dendritic sensor [ 222 , 223 ] or a payload carrier, the encapsulation of molecules in their interior shell being the most used application of dendrimers [ 224 , 225 ]. One of the most common dendrimers is based on the chemical structure poly (amidoamine) (PAMAM), which has a large number of reactive amine groups on the periphery, making them an excellent platform to construct nanomaterials for biomedical applications [ 226 – 228 ].…”

Section: Functionalization Of Ionpsmentioning

confidence: 99%

Magnetic Nanoparticles as MRI Contrast Agents

et al. 2020

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Iron oxide nanoparticles (IONPs) have emerged as a promising alternative to conventional contrast agents (CAs) for magnetic resonance imaging (MRI). They have been extensively investigated as CAs due to their high biocompatibility and excellent magnetic properties. Furthermore, the ease of functionalization of their surfaces with different types of ligands (antibodies, peptides, sugars, etc.) opens up the possibility of carrying out molecular MRI. Thus, IONPs functionalized with epithelial growth factor receptor antibodies, short peptides, like RGD, or aptamers, among others, have been proposed for the diagnosis of various types of cancer, including breast, stomach, colon, kidney, liver or brain cancer. In addition to cancer diagnosis, different types of IONPs have been developed for other applications, such as the detection of brain inflammation or the early diagnosis of thrombosis. This review addresses key aspects in the development of IONPs for MRI applications, namely, synthesis of the inorganic core, functionalization processes to make IONPs biocompatible and also to target them to specific tissues or cells, and finally in vivo studies in animal models, with special emphasis on tumor models.

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Section: Functionalization Of Ionpsmentioning

confidence: 99%

Magnetic Nanoparticles as MRI Contrast Agents

et al. 2020

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“… 12 Currently, results indicated that the size of the dendrimer is a decisive factor in their selective binding to glucose. 13 However, the binding mechanism for selective affinity to a given carbohydrate remains unclear. 14 The requirement of boronic acids’ allocation was not studied well due to the difficulty of synthesizing the designed products.…”

Section: Results and Discussionmentioning

confidence: 99%

Facile Solid-Phase Synthesis of Well-Defined Defect Lysine Dendrimers

et al. 2022

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An efficient solid-phase method has been reported to prepare well-defined lysine defect dendrimers. Using orthogonally protected lysine residues, pure G2 to G4 lysine defect dendrimers were prepared with 48–95% yields within 13 h. Remarkably, high-purity products were collected via precipitation without further purification steps. This method was applied to prepare a pair of 4-carboxyphenylboronic acid-decorated defect dendrimers ( 16 and 17 ), which possessed the same number of boronic acids. The binding affinity of 16 , in which the ε-amines of G1 lysine are fractured, for glucose and sorbitol was 4 times that of 17 . This investigation indicated the role of allocation and distribution of peripheries for the dendrimer’s properties and activity.

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“…Boronic acids are well-known to have affinity for the diol groups of carbohydrates; however, binding selectivity between sugars is often poor and binding affinity is often prohibitively weak in water. The multivalency of PAMAM dendrimers modified with boronic acid groups has been shown to mitigate this limitation. , In these examples, the fluorescent dyes alizarin red S (ARS) and 4-methylesculetin (ML), which show a significant increase in QY upon complexation with boronic acids, enabled PL-based signaling with the dendrimer. One study showed that cooperative binding between two boronic acid groups on a G3 PAMAM dendrimer enabled detection of glucose (in organic solvent) with high selectivity (between 70- and 1300-fold) versus other sugars .…”

Section: Chemical Analysis and Bioanalysismentioning

confidence: 99%

“…The multivalency of PAMAM dendrimers modified with boronic acid groups has been shown to mitigate this limitation. , In these examples, the fluorescent dyes alizarin red S (ARS) and 4-methylesculetin (ML), which show a significant increase in QY upon complexation with boronic acids, enabled PL-based signaling with the dendrimer. One study showed that cooperative binding between two boronic acid groups on a G3 PAMAM dendrimer enabled detection of glucose (in organic solvent) with high selectivity (between 70- and 1300-fold) versus other sugars . In another study, a fluorescent array was developed with G3 PAMAM dendrimers modified with either o - or m -boronic acids, with either ARS or ML as a fluorescent reporter, and measured at one of two pH conditions (Figure ).…”

Section: Chemical Analysis and Bioanalysismentioning

confidence: 99%

Photoluminescent Nanoparticles for Chemical and Biological Analysis and Imaging

et al. 2021

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Research related to the development and application of luminescent nanoparticles (LNPs) for chemical and biological analysis and imaging is flourishing. Novel materials and new applications continue to be reported after two decades of research. This review provides a comprehensive and heuristic overview of this field. It is targeted to both newcomers and experts who are interested in a critical assessment of LNP materials, their properties, strengths and weaknesses, and prospective applications. Numerous LNP materials are cataloged by fundamental descriptions of their chemical identities and physical morphology, quantitative photoluminescence (PL) properties, PL mechanisms, and surface chemistry. These materials include various semiconductor quantum dots, carbon nanotubes, graphene derivatives, carbon dots, nanodiamonds, luminescent metal nanoclusters, lanthanidedoped upconversion nanoparticles and downshifting nanoparticles, triplet−triplet annihilation nanoparticles, persistent-luminescence nanoparticles, conjugated polymer nanoparticles and semiconducting polymer dots, multi-nanoparticle assemblies, and doped and labeled nanoparticles, including but not limited to those based on polymers and silica. As an exercise in the critical assessment of LNP properties, these materials are ranked by several application-related functional criteria. Additional sections highlight recent examples of advances in chemical and biological analysis, point-of-care diagnostics, and cellular, tissue, and in vivo imaging and theranostics. These examples are drawn from the recent literature and organized by both LNP material and the particular properties that are leveraged to an advantage. Finally, a perspective on what comes next for the field is offered.

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A selective glucose sensor: the cooperative effect of monoboronic acid-modified poly(amidoamine) dendrimers

Cited by 14 publications

References 29 publications

Magnetic Nanoparticles as MRI Contrast Agents

Magnetic Nanoparticles as MRI Contrast Agents

Facile Solid-Phase Synthesis of Well-Defined Defect Lysine Dendrimers

Photoluminescent Nanoparticles for Chemical and Biological Analysis and Imaging

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