Carbohydrate‐Modified Gold Nanoparticles

Thygesen, Mikkel B.; Jensen, Knud J.

doi:10.1002/9781118860212.ch3

Cited by 11 publications

(5 citation statements)

References 227 publications

(337 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…As mentioned above, carbohydrates have been used for the surface modification of AuNPs since they are major targeting molecules due to their unique molecular characteristics and actions in living systems . Many types of carbohydrates have been conjugated with AuNPs to study carbohydrate–carbohydrate and carbohydrate–protein interactions ex vivo and in vivo or in vitro. , Carbohydrates cannot link AuNPs surfaces directly, thus the linkage between carbohydrates and AuNPs can be established through a thiol group –SH . In this study, it was aimed to conjugate AuNPs with glucose, mannose, lactose, and maltose via Au–S bond formation.…”

Section: Resultsmentioning

confidence: 99%

“…24,42 Carbohydrates cannot link AuNPs surfaces directly, thus the linkage between carbohydrates and AuNPs can be established through a thiol group −SH. 43 In this study, it was aimed to conjugate AuNPs with glucose, mannose, lactose, and maltose via Au−S bond formation. The reason they were chosen was that glucose and mannose were epimers at the second carbon, and the free units of lactose and maltose were galactose and glucose, which were epimers at C4, as shown in Figure 2.…”

Section: Surface Modification Of Aunps With Carbohydratesmentioning

confidence: 99%

See 1 more Smart Citation

Systematic Investigation of Cellular Response to Hydroxyl Group Orientation Differences on Gold Glyconanoparticles

Sarıçam,

Ercan Ayra,

Culha

2023

ACS Omega

View full text Add to dashboard Cite

Nanoparticle (NP) surfaces act as the interface as they interact with living systems and play a critical role in defining their cellular response. The nature of these interactions should be well understood to design safer and more effective NPs to be used in a wide range of biomedical applications. At the moment, it is not clear how a subtle change in surface chemistry will affect an NP's behavior in a biological system. Thus, understanding the role of such a small change is critical and may allow one to fine-tune a biological response. In this study, the cellular response to −OH orientation differences generated on gold glyconanoparticles, which are recently considered promising therapeutic agents as they mimic a glycocalyx, is investigated. As model molecules, glucose and mannose (C2 epimer) as monosaccharides and lactose and maltose (galactose and glucose as free units, C4 epimer) as disaccharides were chosen to monitor the cellular response in A549, BEAS-2b, and MDA-MB-231 cells through cellular uptake, cytotoxicity, and cell cycle progression. The three cell lines gave various and remarkable cellular responses to the same subtle −OH differences on gold glyconanoparticles, and it is determined that not only −OH orientation differences but also the number of saccharides on gold glyconanoparticles affect the cellular response. It was shown that mannose (C2 epimer to glucose) was significant with the promise of being a therapeutic agent for lung cancer therapy, whereas the toxicological profile of MDA-MB-231 cells was affected by AuNPs− glucose the most. This study demonstrates that clearly small chemical alterations on a NP surface can result in a significant cellular response. It can be concluded that the −OH orientation at the second and fourth carbon of a carbohydrate ring has a critical role in designing and engineering novel gold glyconanoparticles (consisting of monolayer mono-or disaccharides) for a specific cancer therapy.

show abstract

Section: Resultsmentioning

confidence: 99%

Section: Surface Modification Of Aunps With Carbohydratesmentioning

confidence: 99%

Systematic Investigation of Cellular Response to Hydroxyl Group Orientation Differences on Gold Glyconanoparticles

Sarıçam,

Ercan Ayra,

Culha

2023

ACS Omega

View full text Add to dashboard Cite

show abstract

“…After removing the unreacted disulfide 17, the UV/Vis spectra of the resulting Fc-Lac-functionalized AuNPs (AuNPs@Fc-Lac) revealed a bathochromic shift of 8 nm of the SPR band. Redshift is a distinct indication of sulfur anchoring and has been attributed to changes in the electronic environment on the surface of AuNPs [36,45,53,54]. No broadening in the SPR band was observed, which excluded ligand-induced AuNPs aggregation.…”

Section: Synthesismentioning

confidence: 98%

Multivalent Lactose–Ferrocene Conjugates Based on Poly (Amido Amine) Dendrimers and Gold Nanoparticles as Electrochemical Probes for Sensing Galectin-3

et al. 2020

View full text Add to dashboard Cite

Galectin-3 is considered a cancer biomarker and bioindicator of fibrosis and cardiac remodeling and, therefore, it is desirable to develop convenient methods for its detection. Herein, an approach based on the development of multivalent electrochemical probes with high galectin-3 sensing abilities is reported. The probes consist of multivalent presentations of lactose–ferrocene conjugates scaffolded on poly (amido amine) (PAMAM) dendrimers and gold nanoparticles. Such multivalent lactose–ferrocene conjugates are synthesized by coupling of azidomethyl ferrocene–lactose building blocks on alkyne-functionalized PAMAM, for the case of the glycodendrimers, and to disulfide-functionalized linkers that are then used for the surface modification of citrate-stabilized gold nanoparticles. The binding and sensing abilities toward galectin-3 of both ferrocene-containing lactose dendrimers and gold nanoparticles have been evaluated by means of isothermal titration calorimetry, UV–vis spectroscopy, and differential pulse voltammetry. The highest sensitivity by electrochemical methods to galectin-3 was shown by lactosylferrocenylated gold nanoparticles, which are able to detect the lectin in nanomolar concentrations.

show abstract

Section: Synthesismentioning

confidence: 98%

Multivalent Lactose–Ferrocene Conjugates Based on Poly(Amido Amine) Dendrimers and Gold Nanoparticles as Electrochemical Probes for Sensing Galectin-3

Martos-Maldonado

Quesada-Soriano

Garcı́a-Fuentes

et al. 2020

Preprint

View full text Add to dashboard Cite

Galectin-3 is considered a cancer biomarker and bioindicator of fibrosis and cardiac remodeling, and, therefore, it is desirable to develop convenient methods for its detection. Herein, an approach based on the development of multivalent electrochemical probes with high galectin-3 sensing abilities is reported. The probes consist of multivalent presentations of lactose-ferrocene conjugates scaffolded on poly(amido amine) (PAMAM) dendrimers and gold nanoparticles. Such multivalent lactose-ferrocene conjugates are synthesized by coupling of azidomethylferrocene-lactose building blocks on alkyne-functionalized PAMAM, for the case of the glycodendrimers, and to disulfide-functionalized linkers that are then used for the surface modification of citrate-stabilized gold nanoparticles. The binding and sensing abilities towards galectin 3 of both ferrocene-containing lactose dendrimers and gold nanoparticles have been evaluated by means of isothermal titration calorimetry, UV-vis spectroscopy, and differential pulse voltammetry. The highest sensitivity by electrochemical methods to galectin-3 was shown by lactosylferrocenylated gold nanoparticles, which are able to detect the lectin in nanomolar concentrations.

show abstract

Carbohydrate‐Modified Gold Nanoparticles

Cited by 11 publications

References 227 publications

Systematic Investigation of Cellular Response to Hydroxyl Group Orientation Differences on Gold Glyconanoparticles

Systematic Investigation of Cellular Response to Hydroxyl Group Orientation Differences on Gold Glyconanoparticles

Multivalent Lactose–Ferrocene Conjugates Based on Poly (Amido Amine) Dendrimers and Gold Nanoparticles as Electrochemical Probes for Sensing Galectin-3

Multivalent Lactose–Ferrocene Conjugates Based on Poly(Amido Amine) Dendrimers and Gold Nanoparticles as Electrochemical Probes for Sensing Galectin-3

Contact Info

Product

Resources

About