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1.
J Funct Biomater ; 14(7)2023 Jul 12.
Article in English | MEDLINE | ID: mdl-37504860

ABSTRACT

Vascular endothelial growth factor (VEGF), a clinically important biomarker, often plays a key role in angiogenesis, would healing, tumor growth, lung development, and in retinal diseases. Hence, detecting and quantifying VEGF is deemed medically important in clinical diagnosis for many diseases. In this report, a simple yet highly cost-effective platform was proposed for VEGF protein detection using commercially available interdigitated sensors that are surface modified to present DNA optimally for VEGF capture. The dielectric characteristics between the fingers of the sensor were modulated by the negatively charged aptamer-VEGF capture, and the impedance was estimated using an impedance analyzer. Impedance-spectra tests were compared among pristine unmodified surfaces, functionalized monolayer surfaces, and aptamer-grafted surfaces in order to evaluate the efficacy of VEGF detection. From our results, the sensitivity experiments as conducted showed the ability of the interdigitated sensor to detect VEGF at a low concentration of 5 pM (200 pg/mL). The specificity of the functionalized sensor in detecting VEGF was further examined by comparing the impedance to platelet-derived growth factor, and the results confirm the specificity of the sensor. Finally, the Nyquist plot of impedance spectra was also presented to help data visualization and the overall performance of the device was found to be a highly suitable template for a smart biosensor for the detection of VEGF.

2.
Molecules ; 26(20)2021 Oct 13.
Article in English | MEDLINE | ID: mdl-34684747

ABSTRACT

While the sonochemical grafting of molecules on silicon hydride surface to form stable Si-C bond via hydrosilylation has been previously described, the susceptibility towards nucleophilic functional groups during the sonochemical reaction process remains unclear. In this work, a competitive study between a well-established thermal reaction and sonochemical reaction of nucleophilic molecules (cyclopropylamine and 3-Butyn-1-ol) was performed on p-type silicon hydride (111) surfaces. The nature of surface grafting from these reactions was examined through contact angle measurements, X-ray photoelectron spectroscopy (XPS) and atomic force microscopy (AFM). Cyclopropylamine, being a sensitive radical clock, did not experience any ring-opening events. This suggested that either the Si-H may not have undergone homolysis as reported previously under sonochemical reaction or that the interaction to the surface hydride via a lone-pair electron coordination bond was reversible during the process. On the other hand, silicon back-bond breakage and subsequent surface roughening were observed for 3-Butyn-1-ol at high-temperature grafting (≈150 °C). Interestingly, the sonochemical reaction did not produce appreciable topographical changes to surfaces at the nano scale and the further XPS analysis may suggest Si-C formation. This indicated that while a sonochemical reaction may be indifferent towards nucleophilic groups, the surface was more reactive towards unsaturated carbons. To the best of the author's knowledge, this is the first attempt at elucidating the underlying reactivity mechanisms of nucleophilic groups and unsaturated carbon bonds during sonochemical reaction of silicon hydride surfaces.

3.
Molecules ; 25(22)2020 Nov 20.
Article in English | MEDLINE | ID: mdl-33233774

ABSTRACT

In this paper, a modified Cyclotriveratrylene was synthesized and linked to a branched Polyethylenimine, and this unique polymeric material was subsequently examined as a potential supramolecular carrier for Doxorubicin. Spectroscopic analysis in different solvents had shown that Doxorubicin was coordinated within the hollow-shaped unit of the armed Cyclotriveratrylene, and the nature of the host-guest complex revealed intrinsic Van der Waals interactions and hydrogen bonding between the host and guest. The strongest interaction was detected in water because of the hydrophobic effect shared between the aromatic groups of the Doxorubicin and Cyclotriveratrylene unit. Density functional theory calculations had also confirmed that in the most stable coordination of Doxorubicin with the cross-linked polymer, the aromatic rings of the Doxorubicin were localized toward the Cyclotriveratrylene core, while its aliphatic chains aligned closer with amino groups, thus forming a compact supramolecular assembly that may confer a shielding effect on Doxorubicin. These observations had emphasized the importance of supramolecular considerations when designing a novel drug delivery platform.


Subject(s)
Doxorubicin/chemistry , Drug Carriers/chemistry , Macromolecular Substances/chemistry , Polycyclic Compounds/chemistry , Polyethyleneimine/chemistry , Cross-Linking Reagents/chemistry , Doxorubicin/administration & dosage , Drug Delivery Systems , Magnetic Resonance Spectroscopy , Models, Theoretical , Molecular Conformation , Molecular Structure , Polymers/chemistry , Spectroscopy, Fourier Transform Infrared
4.
Sci Rep ; 10(1): 8758, 2020 05 29.
Article in English | MEDLINE | ID: mdl-32472042

ABSTRACT

In this manuscript, a series of amine tagged short cyclic molecules (cyclopropylamine, cyclobutylamine, cyclopentylamine and cyclohexylamine) were thermally grafted onto p-type silicon (111) hydride surfaces via nucleophilic addition. The chemistries of these grafting were verified via XPS, AFM and sessile droplet measurements. Confocal microscopy and cell viability assay was performed on these surfaces incubated for 24 hours with triple negative breast cancer cells (MDA-MB 231), gastric adenocarcinoma cells (AGS) endometrial adenocarcinoma (Hec1A). All cell types had shown a significant reduction when incubated on these ring-strain cyclic monolayer surfaces than compared to standard controls. The expression level of focal adhesion proteins (vinculin, paxilin, talin and zyxin) were subsequently quantified for all three cell types via qPCR analysis. Cells incubate on these surface grafting were observed to have reduced levels of adhesion protein expression than compared to positive controls (collagen coating and APTES). A potential application of these anti-adhesive surfaces is the maintenance of the chondrocyte phenotype during in-vitro cell expansion. Articular chondrocytes cultured for 6 days on ring strained cyclopropane-modified surfaces was able to proliferate but had maintained a spheroid/aggregated phenotype with higher COL2A1 and ACAN gene expression. Herein, these findings had help promote grafting of cyclic monolayers as an viable alternative for producing antifouling surfaces.

5.
Sci Rep ; 9(1): 12762, 2019 09 04.
Article in English | MEDLINE | ID: mdl-31484973

ABSTRACT

In this report, the substitution of the oxygen group (=O) of Tetraphenylcyclopentadienone with =CR2 group (R = methyl ester or nitrile) was found to have tuned the electro-optical properties of the molecule. Although both groups are electrons withdrawing in nature, their absorption from UV-vis spectra analysis was observed to have been blue-shifted by methyl ester substitution and red-shifted by nitrile substitution. Interestingly, these substitutions helped to enhance the overall intensity of emission, especially in the context of methyl ester substitution whereby the emission was significantly boosted at higher concentrations due to hypothesized restrictions of intramolecular motions. These observations were explained through detailed descriptions of the electron withdrawing capability and steric properties of the substituents on the basis of density functional theory calculations.

6.
Nanomaterials (Basel) ; 9(1)2019 Jan 05.
Article in English | MEDLINE | ID: mdl-30621291

ABSTRACT

The specific delivery of messenger RNA (mRNA) is an excellent alternative to plasmid DNA, due to the latter's potential risk for random integration into the host genome. In this study, we propose the use of specially tailored polyplex nanomicelles for the intravenous delivery of mRNA into the brain of mice. In brief, along the backbone of a polyaspartamide polymer that is terminated with a 42k Polyethylene glycol chain (PEG), aminoethylene-repeating groups (two, three, and four units, respectively) were conjugated to side-chains to promote electrostatic interactions with mRNA. This structural configuration would ultimately condense into a polyplex nanomicelle ranging between 24 and 34 nm, as was confirmed by transmission electron microscopy (TEM) and dynamic light scattering (DLS) while the chemistry of the synthesis was validated through NMR analysis. Subsequently, we hypothesized an important correlation pertaining to the role of hydrogen bonding between the interaction of polyamine and mRNA in due course. As a proof of concept, we encapsulated the luciferase (Luc2) mRNA as a reporter gene through in vitro transcription (IVT) and subsequently infused the polyplex nanomicelles into mouse brains via an intracerebroventricular (ICV) injection to bypass the blood⁻brain barriers (BBB). Data revealed that PEGylated polyplex nanomicelles possessing four repeating units of aminoethylene groups had exhibited the best Luc2 mRNA delivery efficiency with no significant immune response registered.

7.
Molecules ; 23(10)2018 Oct 21.
Article in English | MEDLINE | ID: mdl-30347868

ABSTRACT

Following on from our previous study on the resonance/inductive structures of ethynylaniline, this report examines similar effects arising from resonance structures with aromatic aminothiophenol with dual electron-donating substituents. In brief, 2- and 3-aminothiophenol were thermally grafted on silicon (111) hydride substrate at 130 °C under nonpolar aprotic mesitylene. From the examination of high resolution XPS Si2p, N1s, and S2p spectrum, it was noticed that there was a strong preference of NH2 over SH to form Si⁻N linkage on the silicon hydride surface for 2-aminothiophenol. However, for 3-aminothiophenol, there was a switch in reactivity of the silicon hydride toward SH group. This was attributed to the antagonistic and cooperative resonance effects for 2- and 3-aminothiophenol, respectively. The data strongly suggested that the net resonance of the benzylic-based compound could have played an important role in the net distribution of negative charge along the benzylic framework and subsequently influenced the outcome of the surface reaction. To the best of the authors' knowledge, this correlation between dual electron-donating substituents and the outcome of the nucleophilic addition toward silicon hydride surfaces has not been described before in literature.


Subject(s)
Aniline Compounds/chemistry , Phenols/chemistry , Silicon/chemistry , Sulfhydryl Compounds/chemistry , Electrons , Surface Properties
8.
Materials (Basel) ; 11(7)2018 Jul 09.
Article in English | MEDLINE | ID: mdl-29987236

ABSTRACT

Photodynamic therapy (PDT) is a cancer treatment that employs the production of cytotoxic reactive oxygen species (ROS), subsequently triggering tumor apoptosis and tumor size reduction. However, this approach suffers from insufficient light penetration depth. In order to mitigate this issue, pollen-structured gold clusters (PSGCs) were designed for mediating X-ray-induced PDT for radiotherapy enhancement. The structure of PSGCs provides a large surface area that is able to generate ROS upon X-ray irradiation. The synthesized PSGCs were exposed to different X-ray doses and the generated ROS was then quantified by dihydroethidium (DHE) assay. Furthermore, at the cellular level, the PDT efficacy of PSGCs was evaluated via immunofluorescence staining with γ-H2AX and comet assay. The results demonstrated that PSGCs possess a significantly high ROS-generating capacity and a remarkable PDT efficacy in the treatment of breast cancer cells, thus showing potential clinical uses in deep-tissue cancer treatment.

9.
Chemistry ; 24(50): 13270-13277, 2018 Sep 06.
Article in English | MEDLINE | ID: mdl-29932257

ABSTRACT

This work reports the outcome of thermal grafting of 2-ethynylaniline, 3-ethynylaniline, and 4-ethynylaniline on a hydrogenated Si(100) surface. Using high-resolution XPS and AFM, it was found that the grafting of these compounds could be attributed to resonating structures that arise from the position of an electron-donating NH2 group and an electron-withdrawing acetylene group. For the ortho- and para-positioned acetylene group, surface reactions were observed to proceed predominantly via the acetylene to form a Si-C bond, whereas the meta-positioned acetylene group was found to have undergone nucleophilic grafting through the NH2 group onto the silicon surface to form a Si-N bond. Furthermore, a tert-butoxycarbonyl-protected derivative for a meta-positioned ethynylaniline was synthesized to exclusively force the reaction to react with the acetylene group and subsequent analysis confirmed that unprotected 3-ethynylaniline had indeed reacted through the nucleophilic NH2 group as hypothesized. Thus, for the first time, the interplay between resonance structures and their effects on silicon surface modifications were systematically catalogued.

10.
Materials (Basel) ; 11(5)2018 May 02.
Article in English | MEDLINE | ID: mdl-29724039

ABSTRACT

In this report, utraviolent (UV) photoionization of cyclopropylamine on silicon (100) hydride was employed to examine interfacing with three different epithelial cell types (MDA-MB 231, AGS and HEC1A). The cellular viability using this novel methodology had been quantified to evaluate the bioactivating potential of this ring-opening chemistry when compared to standardized controls (aminopropyltriethoxylamine, collagen and poly-L lysine). X-ray photospectroscopy (XPS) and atomic force microscopy (AFM) were used to characterize surface chemistry composition, while cell viability and confocal microscopy after 24 h of incubation were performed. Based on the results acquired from this novel ring-opening metastasis process, the promotion of cell adhesion and viability was found to be higher using this chemistry when compared to other conventional control groups, even for the collagen coating, without any observable issues of cytotoxicity.

11.
Sci Rep ; 7(1): 793, 2017 04 11.
Article in English | MEDLINE | ID: mdl-28400564

ABSTRACT

Measuring at ~30 nm, a fully customizable holliday junction DNA nanoconstruct, was designed to simultaneously carry three unmodified SiRNA strands for apoptosis gene knockout in cancer cells without any assistance from commercial transfection kits. In brief, a holliday junction structure was intelligently designed to present one arm with a cell targeting aptamer (AS1411) while the remaining three arms to carry different SiRNA strands by means of DNA/RNA duplex for inducing apoptosis in cancer cells. By carrying the three SiRNA strands (AKT, MDM2 and Survivin) into triple negative breast MDA-MB-231 cancer cells, cell number had reduced by up to ~82% within 24 hours solely from one single administration of 32 picomoles. In the immunoblotting studies, up-elevation of phosphorylated p53 was observed for more than 8 hours while the three genes of interest were suppressed by nearly half by the 4-hour mark upon administration. Furthermore, we were able to demonstrate high cell selectivity of the nanoconstruct and did not exhibit usual morphological stress induced from liposomal-based transfection agents. To the best of the authors' knowledge, this system represents the first of its kind in current literature utilizing a short and highly customizable holliday DNA junction to carry SiRNA for apoptosis studies.


Subject(s)
Apoptosis/genetics , DNA , Nanostructures , RNA , Triple Negative Breast Neoplasms/genetics , Biomarkers, Tumor , Cell Line, Tumor , DNA/chemistry , DNA/genetics , Female , Gene Expression , Humans , Nanostructures/chemistry , RNA/chemistry , RNA/genetics , Time Factors
12.
Adv Colloid Interface Sci ; 226(Pt B): 166-86, 2015 Dec.
Article in English | MEDLINE | ID: mdl-26589704

ABSTRACT

In the past decade, zwitterionic-based anti-biofouling layers had gained much focus as a serious alternative to traditional polyhydrophilic films such as PEG. In the area of assembling silica nanoparticles with stealth properties, the incorporation of zwitterionic surface film remains fairly new but considering that silica nanoparticles had been widely demonstrated as useful biointerfacing nanodevice, zwitterionic film grafting on silica nanoparticle holds much potential in the future. This review will discuss on the conceivable functional chemistry approaches, some of which are potentially suitable for the assembly of such stealth systems.


Subject(s)
Biofouling/prevention & control , Nanoparticles/chemistry , Silicon Dioxide/chemistry , Particle Size , Porosity , Surface Properties
13.
Beilstein J Nanotechnol ; 6: 19-26, 2015.
Article in English | MEDLINE | ID: mdl-25671148

ABSTRACT

In this letter, we report results of a hydrosilylation carried out on bifunctional molecules by using two different approaches, namely through thermal treatment and photochemical treatment through UV irradiation. Previously, our group also demonstrated that in a mixed alkyne/alcohol solution, surface coupling is biased towards the formation of Si-O-C linkages instead of Si-C linkages, thus indirectly supporting the kinetic model of hydrogen abstraction from the Si-H surface (Khung, Y. L. et al. Chem. - Eur. J. 2014, 20, 15151-15158). To further examine the probability of this kinetic model we compare the results from reactions with bifunctional alkynes carried out under thermal treatment (<130 °C) and under UV irradiation, respectively. X-ray photoelectron spectroscopy and contact angle measurements showed that under thermal conditions, the Si-H surface predominately reacts to form Si-O-C bonds from ethynylbenzyl alcohol solution while the UV photochemical route ensures that the alcohol-based alkyne may also form Si-C bonds, thus producing a monolayer of mixed linkages. The results suggested the importance of surface radicals as well as the type of terminal group as being essential towards directing the nature of surface linkage.

14.
Chemistry ; 20(46): 15151-8, 2014 Nov 10.
Article in English | MEDLINE | ID: mdl-25257858

ABSTRACT

In a stringent and near oxygen-free environment, Si-H surfaces were introduced to a trifluoroalkyne, an alcohol-derivatized alkyne, as well as an equal mixture of both alkynes at a temperature of 130 °C. Contact angle measurements, high-resolution X-ray photoelectron spectroscopy (XPS), and angle-resolved XPS were performed to examine the system. Si-H surfaces were found to have a strong preference towards the formation of Si-O-C rather than Si-C bonds when the alcohol and alkyne reactivities were compared.


Subject(s)
Alkynes/chemistry , Silicon/chemistry , Halogenation , Hydrogen/chemistry , Photoelectron Spectroscopy , Surface Properties , Temperature
15.
Adv Healthc Mater ; 1(2): 159-63, 2012 Mar.
Article in English | MEDLINE | ID: mdl-23184718

ABSTRACT

A polymeric microcapsule that can house different drug-loaded particles using a simple emulsion packaging technique is presented. Compared to the neat microparticles, microcapsules simultaneously release multiple drugs in a sustained manner. These microcapsules could provide a means of controlling release of multiple drugs.


Subject(s)
Capsules/chemical synthesis , Delayed-Action Preparations/chemistry , Drug Combinations , Fluorescent Dyes/chemistry , Microscopy, Fluorescence/methods , Pharmaceutical Preparations/chemistry , Diffusion , Materials Testing , Particle Size
16.
Biotechnol Prog ; 22(5): 1388-93, 2006.
Article in English | MEDLINE | ID: mdl-17022678

ABSTRACT

In this study, we demonstrate that porous silicon films can be ablated by the pulsed nitrogen laser of a commercial MALDI mass spectrometer. The extent of laser-induced ablation was found to depend on the doping level and surface chemistry of the porous silicon film. Using direct laser writing with or without a mask, micropatterns were generated on the porous silicon surface. These micropatterns were subsequently used to guide the growth of mammalian cells including neuroblastoma. Excellent selectivity of cell growth toward the laser-ablated regions was established.


Subject(s)
Biotechnology/methods , Cell Culture Techniques/instrumentation , Nitrogen/chemistry , Silicon/chemistry , Cell Adhesion , Cell Culture Techniques/methods , Cell Line, Tumor , Cells, Cultured , Chemical Engineering , Humans , Lasers , Microscopy, Atomic Force , Microscopy, Electron, Scanning , Microscopy, Fluorescence , Nanostructures , Porosity , Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization , Spectroscopy, Fourier Transform Infrared
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