Chiral Gold Nanoparticles Decorated with Pseudopeptides

Fanelli, Rossana; Milli, Lorenzo; Cornia, Andrea; Moretto, Alessandro; Castellucci, Nicola; Zanna, Nicola; Malachin, Giulia; Tavano, Regina; Tomasini, Claudia

doi:10.1002/ejoc.201500549

Cited by 10 publications

(10 citation statements)

References 43 publications

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“…We compared the gelation ability of Boc-D-F 2 -Phe-OH (Boc = tert -butoxycarbonyl) with that of dipeptides where it was coupled with L-Oxd or D-Oxd (Oxd = 4-methyl-5-carboxy-oxazolidin-2-one) and we found out that Boc-D-F 2 Phe-L-Oxd-OH has the best performance among them. We used the Oxd moiety because we could demonstrate that its introduction in a peptide sequence strongly enhances the tendency of the molecule to self-assemble to form supramolecular materials [ 28 , 29 , 30 , 31 , 32 , 33 , 34 , 35 , 36 ].…”

Section: Introductionmentioning

confidence: 99%

Fluorine Effect in the Gelation Ability of Low Molecular Weight Gelators

Ravarino

Domenico

Barbalinardo

et al. 2022

Gels

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The three gelators presented in this work (Boc-D-Phe-L-Oxd-OH F0, Boc-D-F1Phe-L-Oxd-OH F1 and Boc-D-F2Phe-L-Oxd-OH F2) share the same scaffold and differ in the number of fluorine atoms linked to the aromatic ring of phenylalanine. They have been applied to the preparation of gels in 0.5% or 1.0% w/v concentration, using three methodologies: solvent switch, pH change and calcium ions addition. The general trend is an increased tendency to form structured materials from F0 to F1 and F2. This property ends up in the formation of stronger materials when fluorine atoms are present. Some samples, generally formed by F1 or F2 in 0.5% w/v concentration, show high transparency but low mechanical properties. Two gels, both containing fluorine atoms, show increased stiffness coupled with high transparency. The biocompatibility of the gelators was assessed exposing them to fibroblast cells and demonstrated that F1 and F2 are not toxic to cells even in high concentration, while F0 is not toxic to cells only in a low concentration. In conclusion, the presence of even only one fluorine atom improves all the gelators properties: the gelation ability of the compound, the rheological properties and the transparency of the final materials and the gelator biocompatibility.

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Section: Introductionmentioning

confidence: 99%

Fluorine Effect in the Gelation Ability of Low Molecular Weight Gelators

Ravarino

Domenico

Barbalinardo

et al. 2022

Gels

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“…Therefore, CD spectroscopy is a strong tool to report the handedness and conformational changes of chiral molecules. However, the weak chiroptical responses of natural molecules located in the ultraviolet (UV) hinders the applicability of such molecules in biosensing and selective chemistry. − Chiral nanoparticles that are chemically synthesized, self-assembled, and fabricated provide strong chiroptical responses in the visible region of electromagnetic spectrum. ,− The optical properties of these plasmonic nanoparticles, such as stronger and tunable chiroptical responses in the visible and infrared regions, need to be characterized. ,,− …”

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confidence: 99%

Experimental and Theoretical Observation of Photothermal Chirality in Gold Nanoparticle Helicoids

et al. 2020

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Single-particle spectroscopy is central to the characterization of plasmonic nanostructures and understanding of light–matter interactions in chiral nanosystems. Although chiral plasmonic nanostructures are generally characterized by their circular differential extinction and scattering, single-particle absorption studies can extend our understanding of light–matter interactions. Here, we introduce an experimental observation of photothermal chirality which originated from circular differential absorption of chiral plasmonic nanostructures. Using luminescence ratio thermometry, we identify the optical and photothermal handedness and an absolute temperature difference of 6 K under the right and left circularly polarized light. We observe a circular differential extinction parameter (g ext) of −0.13 in colloidally prepared gold helicoids and compare our findings with numerical simulations using finite element methods. The simulated data showed that circular differential absorption and the maximum temperature of a small cluster of helical nanoparticles are polarization-dependent. We observed an intensity-dependent photothermal g-factor from chiral helicoids that decreases slightly at higher temperatures. We also measure a range of optical g-factors from several gold helicoids, which are attributed to the heterogeneity of helicoids in nanoparticles during synthesis. The principles of differential photothermal response of chiral nanomaterials and heat generation described here can be potentially used for thermal photocatalysis, energy conversion, and electronic applications.

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“…The peptide functionalized NPs can also be directly synthesized through the chemical reduction method [ 66 , 67 , 68 , 69 , 70 , 71 ]. The general operation steps of chemical reduction method are as follows: (1) pre-mixing the metal ion precursor and peptide in reaction solution, (2) adding a small quantity of reducing agent if required, (3) purifying as-prepared peptide functionalized NPs.…”

Section: Synthesis Of Peptide Functionalized Nanoparticlesmentioning

confidence: 99%

The Peptide Functionalized Inorganic Nanoparticles for Cancer-Related Bioanalytical and Biomedical Applications

Jian

Sun

et al. 2021

Molecules

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In order to improve their bioapplications, inorganic nanoparticles (NPs) are usually functionalized with specific biomolecules. Peptides with short amino acid sequences have attracted great attention in the NP functionalization since they are easy to be synthesized on a large scale by the automatic synthesizer and can integrate various functionalities including specific biorecognition and therapeutic function into one sequence. Conjugation of peptides with NPs can generate novel theranostic/drug delivery nanosystems with active tumor targeting ability and efficient nanosensing platforms for sensitive detection of various analytes, such as heavy metallic ions and biomarkers. Massive studies demonstrate that applications of the peptide–NP bioconjugates can help to achieve the precise diagnosis and therapy of diseases. In particular, the peptide–NP bioconjugates show tremendous potential for development of effective anti-tumor nanomedicines. This review provides an overview of the effects of properties of peptide functionalized NPs on precise diagnostics and therapy of cancers through summarizing the recent publications on the applications of peptide–NP bioconjugates for biomarkers (antigens and enzymes) and carcinogens (e.g., heavy metallic ions) detection, drug delivery, and imaging-guided therapy. The current challenges and future prospects of the subject are also discussed.

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Chiral Gold Nanoparticles Decorated with Pseudopeptides

Cited by 10 publications

References 43 publications

Fluorine Effect in the Gelation Ability of Low Molecular Weight Gelators

Fluorine Effect in the Gelation Ability of Low Molecular Weight Gelators

Experimental and Theoretical Observation of Photothermal Chirality in Gold Nanoparticle Helicoids

The Peptide Functionalized Inorganic Nanoparticles for Cancer-Related Bioanalytical and Biomedical Applications

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