Fluorescence emission and polarization analyses for evaluating binding of ruthenium metalloglycoclusters to lectins and tetanus toxin C-fragment

Okada, Tomoko; Minoura, Norihiko

doi:10.1117/1.3558727

Cited by 7 publications

(7 citation statements)

References 10 publications

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“…We also confirmed that our metalloglycocluster is useful for evaluating the specific binding between carbohydrates and lectins using fluorescent correlation spectroscopy, an approach which can measure a single molecular binding event (unpublished data). Furthermore, we confirmed the presence of the clustering effect using metalloglycoclusters with controlled clusterization of the carbohydrate (26).…”

Section: D-1 Affinity Evaluation Using Metalloglycoclusterssupporting

confidence: 70%

Application of Functionalized Metalloglycoclusters

Okada

2011

TIGG

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Metalloglycoclusters, part of the glycocluster family, are an attractive group of functional molecules comprising a metal complex decorated with carbohydrate moieties. Metalloglycoclusters possessing both organic and inorganic components show unique fluorescent, electrochemical and magnetic properties absent in glycoclusters. Despite their unique and diverse functionalities, investigations of metalloglycoclusters have just begun to make progress with the development of applications and methodologies related to biological fields. In this minireview, we describe the potential use of metalloglycoclusters as functional molecules particularly in the light of recent reports (including our reports) pertaining to their application for analyzing carbohydrate binding properties and for imaging living cells. A. IntroductionCarbohydrate molecules play an important role in a plethora of biological processes. Utilizing a characteristic molecular recognition property, a variety of functional carbohydrate molecules have been developed aimed at the discovery of new drugs, and the establishment or improvement of various clinical diagnostic methods. Glycoclusters represent one group of functional carbohydrate molecules which possess a clustered carbohydrate component. The generation of glycoclusters with elaborate structures can be achieved through rigorous organic synthesis. Some of the more wellknown glycoclusters are shown in Fig. 1, and their structures commonly involve a characteristic framework modified with carbohydrate components. For example, so-called "Sugar ball" glycoclusters comprise a dendrimer as the framework with each terminal of the branch possessing a carbohydrate moiety. The size of the ball can be controlled by the generation number (1-4). The distance between carbohydrate moieties of glycoclusters with a cyclodextrin framework can reportedly be varied by changing the ring size (5, 6). Gold nanoparticles (7-10), micelles or liposomes (11)

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Section: D-1 Affinity Evaluation Using Metalloglycoclusterssupporting

confidence: 70%

Application of Functionalized Metalloglycoclusters

Okada

2011

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“…Fluorescence emission spectra of lectins are sensitive to specific and nonspecific ligands. 33 The intrinsic fluorescence of BMSL, originating from the tryptophan and tyrosine residues, was observed at 337 nm. Figure 1A shows that the fluorescence emission intensity located at 337 nm decreases upon titration with AgNPs, suggesting an interaction between BMSL and AgNPs.…”

Section: ■ Results and Discussionmentioning

confidence: 94%

Revealing the Significance of the Glycan Binding Property of Butea monosperma Seed Lectin for Enhancing the Antibiofilm Activity of Silver Nanoparticles against Uropathogenic Escherichia coli

et al. 2019

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The incompetence of conventional antibiotics against bacteria residing in biofilms demands newer therapeutic intervention. In this study, we demonstrated that the interaction between silver nanoparticles (AgNPs) and Butea monosperma seed lectin (BMSL) forms efficient surface-functionalized AgNPs with excellent antibiofilm competency against uropathogenic Escherichia coli (UPEC). The minimum biofilm inhibitory concentration (MBIC) of AgNPs and the BMSL−AgNP conjugate (BAgNP) against UPEC was 75 and 9.37 μM, respectively. The eight-fold reduction in the MBIC of AgNPs was attributed to lectin functionalization. The chemical modification of serine amino acids affects the hemagglutination activity of BMSL but not its interaction with the AgNPs. At the same time, AgNPs surface-functionalized with modified BMSL display poor antibiofilm activity. Molecular docking studies revealed that BMSL binds to galactose with a free energy of −5.72 kcal/mol, whereas the serine residue-modified BMSL showed the lowest free energy values, suggesting incompetence for binding galactose. These results showcase that the sugar binding site of BMSL aids in the adhesion of AgNPs to the biofilm matrix and disturbs the formation of the biofilm, which was confirmed by light microscopy using crystal violet staining. At 37.5 μM, BAgNPs also have the capability to eradicate preformed biofilm. As a proof of concept, UPEC biofilm prevention and eradication were demonstrated on a urinary catheter. A scanning electron microscopy study showed that BAgNPs prevent bacterial colonization and thereby curtail biofilm growth. In addition to antibiofilm activity, BAgNPs exert antibacterial activity at 18.75 μM, which is four-fold lower than the MIC of AgNPs. A mechanistic study revealed that BAgNPs affect the integrity of the bacterial outer membrane and generate an imbalance in the antioxidant defense, which induces cell death. The results highlight that lectin functionalization can be extended to other nanoparticles and different antibiotics to enhance their efficacy against drug-resistant bacteria.

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“…274,282 Multivalent metal-based glycoclusters have been synthesized using Ru(II) complexes with three bi-pyridine moieties conjugated with lactose or maltose (Figure 100). 283,284 The complexes displayed a red-shifted emission peak in the presence of selective lectins, probably as a result of binding of the Ru(II) complex to a hydrophobic pocket of the lectin. A supramolecular strategy was described using a host-guest interaction between an adamantyl-Ru(II) complex and heptamannosylated β-CD to provide fluorescence sensors with up to 42 carbohydrate copies.…”

Section: Glycoconjugates Based On Metal-centered Cores For Biomedicalmentioning

confidence: 99%