Remarkable high-yielding chemical modification of gold nanoparticles using uncatalyzed click-type 1,3-dipolar cycloaddition chemistry and hyperbaric conditions

2009 ◽  
Vol 87 (12) ◽  
pp. 1708-1715 ◽  
Author(s):  
Hossein Ismaili ◽  
Abdolhamid Alizadeh ◽  
Kristen E. Snell ◽  
Mark S. Workentin
Keyword(s):  
Gold Nanoparticles ◽  
High Pressure ◽  
Dipolar Cycloaddition ◽  
Core Size ◽  
Tem Analysis ◽  
H Nmr ◽  
Gold Core ◽  
High Yields ◽  
Hyperbaric Conditions ◽  
Model Reactions

Azide-terminated alkyl thiolate monolayer-protected gold nanoparticles (1-C12MPN) with a core size of 1.8 ± 0.2 nm were prepared. 1-C12MPN was modified in high yields via an uncatalyzed 1,3-dipolar cycloaddition (click-type reaction) with a variety of terminal acyl–alkynes under hyperbaric conditions at 11 000 atm. The resulting 1,2,3-triazole modified MPNs (2-C12MPN) were characterized using 1H NMR spectroscopy and were verified by comparison of the spectra to those obtained for the products of the model reactions of 1-azidododecane with the same alkynes. TEM analysis showed that the high-pressure conditions did not affect the size of the gold core, suggesting that the only effect is to facilitate the chemical reaction on the particles.

Thermoresponsive Properties ofN-Isopropylacrylamide Oligomer Brushes Grafted to Gold Nanoparticles: Effects of Molar Mass and Gold Core Size

2009 ◽  
Vol 42 (7) ◽  
pp. 2696-2701 ◽  
Author(s):  
Jun Shan ◽  
Yiming Zhao ◽  
Niko Granqvist ◽  
Heikki Tenhu
Keyword(s):  
Gold Nanoparticles ◽  
Molar Mass ◽  
Core Size ◽  
Gold Core

Effects of gold core size on regulating the performance of doxorubicin-conjugated gold nanoparticles

Nano Research ◽  
2018 ◽  
Vol 11 (6) ◽  
pp. 3396-3410 ◽  
Author(s):  
Dongyan Wu ◽  
Huaisong Wang ◽  
Xiaoshuang Hou ◽  
Huan Chen ◽  
Yu Ma ◽  
...  
Keyword(s):  
Gold Nanoparticles ◽  
Core Size ◽  
Gold Core

Ultrasound-assisted aqua-mediated synthesis of multi-substituted tetrahydropyridine-3-carboxylates using N-carboxymethyl-3-pyridinium hydrogensulfate ([N-CH2CO2H-3-pic]+HSO4−) as a new efficient ionic liquid catalyst

2021 ◽  
Vol 3 (6) ◽  
Author(s):  
Kobra Nikoofar ◽  
Fatemeh Shahriyari
Keyword(s):  
Ionic Liquid ◽  
Reaction Times ◽  
Aromatic Aldehydes ◽  
Environmentally Benign ◽  
H Nmr ◽  
Sonic Waves ◽  
Ft Ir ◽  
High Yields ◽  
Work Up ◽  
C Nmr

AbstractA simple, straightforward, and ultrasound-promoted method for the preparation of some highly functionalized tetrahydropyridines reported via pseudo five-component reaction of (hetero)aromatic aldehydes, different anilines, and alkyl acetoacetates in the presence of [N-CH2CO2H-3-pic]+HSO4−, as a novel ionic liquid, in green aqueous medium. The IL was synthesized utilizing simple and easily-handled substrates and characterized by FT-IR, 1H NMR, 13C NMR, GC-MASS, FESEM, EDX, and TGA/DTG techniques. The procedure contains some highlighted aspects which are: (a) performing the MCR in the presence of aqua and sonic waves, as two main important and environmentally benign indexes in green and economic chemistry, (b) high yields of products within short reaction times, (c) convenient work-up procedure, (d) preparing the new IL via simple substrates and procedure.

scholarly journals Synthesis of Gold Nanoparticles by Using Green Machinery: Characterization and In Vitro Toxicity

Nanomaterials ◽  
2021 ◽  
Vol 11 (3) ◽  
pp. 808
Author(s):  
Ahmed Al Saqr ◽  
El-Sayed Khafagy ◽  
Ahmed Alalaiwe ◽  
Mohammed F. Aldawsari ◽  
Saad M. Alshahrani ◽  
...  
Keyword(s):  
Gold Nanoparticles ◽  
Average Particle Size ◽  
In Vitro Cytotoxicity ◽  
In Vitro Toxicity ◽  
Cervical Cancer Cell Line ◽  
Average Particle ◽  
Anticancer Activities ◽  
Tem Analysis ◽  
Benincasa Hispida

Green synthesis of gold nanoparticles (GNPs) with plant extracts has gained considerable interest in the field of biomedicine. Recently, the bioreduction nature of herbal extracts has helped to synthesize spherical GNPs of different potential from gold salt. In this study, a fast ecofriendly method was adopted for the synthesis of GNPs using fresh peel (aqueous) extracts of Benincasa hispida, which acted as reducing and stabilizing agents. The biosynthesized GNPs were characterized by UV–VIS and Fourier transform infrared spectroscopy, transmission electron microscopy (TEM), and dynamic light scattering. In addition, the in vitro antibacterial and anticancer activities of synthesized GNPs were investigated. The formation of gold nanoparticles was confirmed by the existence of a sharp absorption peak at 520 nm, corresponding to the surface plasmon resonance (SPR) band of the GNPs. TEM analysis revealed that the prepared GNPs were spherical in shape and had an average particle size of 22.18 ± 2 nm. Most importantly, the synthesized GNPs exhibited considerable antibacterial activity against different Gram-positive and Gram-negative bacteria. Furthermore, the biosynthesized GNPs exerted remarkable in vitro cytotoxicity against human cervical cancer cell line, while sparing normal human primary osteoblast cells. Such cytotoxic effect was attributed to the increased production of reactive oxygen species (ROS) that contributed to the damage of HeLa cells. Collectively, peel extracts of B. hispida can be efficiently used for the synthesis of GNPs, which can be adopted as a natural source of antimicrobial and anticancer agent.

scholarly journals Synthesis and Antibacterial Activity of New Spiro[thiadiazoline-(pyrazolo[3,4-d]pyrimidine)] Derivatives

2015 ◽  
Vol 2015 ◽  
pp. 1-6 ◽  
Author(s):  
Mohammed El Fal ◽  
Youssef Ramli ◽  
Abdelfettah Zerzouf ◽  
Ahmed Talbaoui ◽  
Youssef Bakri ◽  
...  
Keyword(s):  
Staphylococcus Aureus ◽  
Antibacterial Activity ◽  
Spectroscopic Data ◽  
Heterocyclic Compounds ◽  
Dipolar Cycloaddition ◽  
Bacterial Strains ◽  
Pyrimidine Derivatives ◽  
H Nmr ◽  
Biological Interest ◽  
Mic Value

New heterocyclic compounds spiroderivatives of allopurinol of biological interest were prepared from allopurinol via thionation and 1,3-dipolar cycloaddition and were produced in high to excellent yields. These compounds were characterized on the basis of spectral and spectroscopic data (1H NMR,13C, IR, and MS). The antibacterial activity of the synthesized products was studied using bacterial strains:Staphylococcus aureus,Enterococcus faecalis,Escherichia coli, andPseudomonas aeruginosa. Compounds having an ethyl group showed the best activity with MIC value of 31.25 µg/mL againstStaphylococcus aureusandStreptococcus fasciens.

scholarly journals Protected Gold Nanoparticles with Thioethers and Amines As Surrogate Ligands

2013 ◽  
Vol 2013 ◽  
pp. 1-4 ◽  
Author(s):  
M. Rafiq H. Siddiqui
Keyword(s):  
Gold Nanoparticles ◽  
Variable Temperature ◽  
Size Control ◽  
Analytical Techniques ◽  
High Resolution Electron Microscopy ◽  
Phase Method ◽  
Two Phase ◽  
H Nmr ◽  
Resolution Electron ◽  
Vis Spectroscopy

Dodecyl sulfide, dodecyl amine, and hexylamine were shown to act as surrogate ligands (L) via metastable gold nanoparticles. By collating analytical and spectroscopic data obtained simultaneously, empirical formula Au24L was assigned. These impurity-free nanoparticles obtained in near quantitative yields showing exceptional gold assays (up to 98%Au) were prepared by a modification of the two-phase method. Replacement reactions on the Au24L showed that Au:L ratios may be increased (up to Au55:L (L= (H25C12)2S)) or decreased (Au12:L (L= H2NC12H25and H2NC6H13)) as desired. This work encompassing the role of analytical techniques used, that is, elemental analysis, variable temperature1H NMR, FAB mass spectrometry, UV-Vis spectroscopy, thin film X-ray diffraction, and high-resolution electron microscopy (HREM) has implications in the study of size control, purity, stability, and metal assays of gold nanoparticles.

scholarly journals Nitrone Modified Gold Nanoparticles: Synthesis, Characterization and Their Potential as 18F-Labeled PET Probes via I-SPANC

2019 ◽  
Author(s):  
Sara Ghiassian ◽  
Lihai Yu ◽  
Pierangelo Gobbo ◽  
Ali nazemi ◽  
Tommaso Romagnoli ◽  
...  
Keyword(s):  
Gold Nanoparticles ◽  
Nmr Spectroscopy ◽  
Gold Nanoparticle ◽  
Molecular Level ◽  
Prosthetic Group ◽  
H Nmr ◽  
Nanoparticles Synthesis ◽  
Interfacial Strain ◽  
Pet Probes ◽  
High Degree

A bioorthogonal gold nanoparticle template displaying interfacial nitrone functional groups for bioorthogonal interfacial strain-promoted alkyne-nitrone cycloaddition (I-SPANC) reactions has been synthesized. The Nitrone-AuNPs were characterized in detail using <sup>1</sup>H NMR spectroscopy, TEM, TGA, and XPS and a nanoparticle raw formula was calculated. The ability to control the conjugation of molecules of interest at the molecular level onto the Nitrone-AuNPs template allowed us to create a methodology for the synthesis of AuNP-based radiolabeled probes with a high degree of loading using copper free, strained-promoted cycloaddition. To this end, we also describe the synthesis of a new prosthetic group containing a strained-alkyne capable of clicking hot <sup>18</sup>F-label onto complementary azide or nitrone labelled agents.

Sign in / Sign up

Export Citation Format

Share Document