Nanoparticles based on the zwitterionic pillar[5]arene and Ag⁺: synthesis, self-assembly and cytotoxicity in the human lung cancer cell line A549

• Dmitriy N. Shurpik,
• Denis A. Sevastyanov,
• Pavel V. Zelenikhin,
• Pavel L. Padnya,
• Vladimir G. Evtugyn,
• Yuriy N. Osin and
• Ivan I. Stoikov

Beilstein J. Nanotechnol. 2020, 11, 421–431, doi:10.3762/bjnano.11.33

• nanoparticles with Ag+ ions using controlled supramolecular self-assembly. Results and Discussion Synthesis of decasubstituted pillar[5]arenes containing sulfobetaine fragments We previously developed a method [29] for introducing tertiary amino groups into the structure of pillar[5]arene. Diamines containing

• both primary and tertiary amino groups were used as aminating agents [30]. In this work, we used commercially available N,N-dimethylethylenediamine, because there are no side reactions due to the presence of two methyl groups, and the process of further quaternization proceeds under mild conditions [31

Brome mosaic virus-like particles as siRNA nanocarriers for biomedical purposes

• Alfredo Nuñez-Rivera,
• Pierrick G. J. Fournier,
• Danna L. Arellano,
• Ana G. Rodriguez-Hernandez,
• Rafael Vazquez-Duhalt and
• Ruben D. Cadena-Nava

Beilstein J. Nanotechnol. 2020, 11, 372–382, doi:10.3762/bjnano.11.28

• CCMV capsids for 20 min. The virus capsids were also rendered fluorescent by the covalent conjugation of the free amino groups of proteins with fluorescein-5-isothiocyanate (FITC). The FITC conjugation was carried out according to Douglas et al. [27] as follows: 400 µg of viral capsid were labeled in a

Fully amino acid-based hydrogel as potential scaffold for cell culturing and drug delivery

• Dávid Juriga,
• Evelin Sipos,
• Orsolya Hegedűs,
• Gábor Varga,
• Miklós Zrínyi,
• Krisztina S. Nagy and
• Angéla Jedlovszky-Hajdú

Beilstein J. Nanotechnol. 2019, 10, 2579–2593, doi:10.3762/bjnano.10.249

• dihydrochloride (LYS·2HCl) at different ratios in DMSO (Table 1). During cross-linking, the free primary amino groups of the cross-linkers react with the imide groups of the succinimide rings in a nucleophilic addition reaction (Figure 1, step 1). Dibutylamine (DBA) was added to the reaction mixture in order to

Evaluation of click chemistry microarrays for immunosensing of alpha-fetoprotein (AFP)

• Seyed Mohammad Mahdi Dadfar,
• Sylwia Sekula-Neuner,
• Vanessa Trouillet,
• Hui-Yu Liu,
• Ravi Kumar,
• Annie K. Powell and
• Michael Hirtz

Beilstein J. Nanotechnol. 2019, 10, 2505–2515, doi:10.3762/bjnano.10.241

• reagents are the simplest and most frequently used reagents for labeling proteins like antibodies. Within a pH range of 7–9, succinimidyl-ester reacts efficiently with the primary amino groups (–NH2) in the side chain of the lysine (K) residues of proteins to form stable amide bonds. This reaction results

pH-Controlled fluorescence switching in water-dispersed polymer brushes grafted to modified boron nitride nanotubes for cellular imaging

• Saban Kalay,
• Yurij Stetsyshyn,
• Volodymyr Donchak,
• Khrystyna Harhay,
• Ostap Lishchynskyi,
• Halyna Ohar,
• Yuriy Panchenko,
• Stanislav Voronov and
• Mustafa Çulha

Beilstein J. Nanotechnol. 2019, 10, 2428–2439, doi:10.3762/bjnano.10.233

• under acidic conditions [42]. In our previous work [12], we have reported a two-step method for preparation of a responsive surface layer on oligoperoxide-functionalized BNNTs, where amino groups on BNNTs form at the ends and defects. Additional amine groups can be easily introduced with ammonia plasma

• irradiation [43], by mechanical milling [44] or with the iminoborane treatment [45]. The first step in covalent bonding of oligoperoxide to BNNT surfaces is to bind pyromellitic chloroanhydride moieties through available amino groups. The second step involves the grafting polymerization “from the surface” of

• BNNT surface via a simple two-step process as outlined in Scheme 1 and described in detail in the Experimental section. The first step: a multifunctional radical initiator (oligoperoxide) was grafted to the BNNT surface by means of interaction of amino groups (at the defects on the BNNT surface) with

Doxorubicin-loaded human serum albumin nanoparticles overcome transporter-mediated drug resistance in drug-adapted cancer cells

• Hannah Onafuye,
• Sebastian Pieper,
• Dennis Mulac,
• Jindrich Cinatl Jr.,
• Mark N. Wass,
• Klaus Langer and
• Martin Michaelis

Beilstein J. Nanotechnol. 2019, 10, 1707–1715, doi:10.3762/bjnano.10.166

• prepared by desolvation as previously described [13][14][15][16][17]. The nanoparticles were stabilised by the cross-linking of free amino groups present in albumin. Three different nanoparticle preparations were produced using glutaraldehyde at amounts that corresponded to a theoretical cross-linking of

• 40% (HSA 40% nanoparticles), 100% (HSA 100% nanoparticles), or 200% (HSA 200% nanoparticles) of the amino groups that are available in the HSA molecules. A nonstabilised (0% cross-linking) formulation was used as a control. The resulting particle sizes and polydispersity indices are shown in Table 1

• doxorubicin (UKF-NB-3rDOX20) and vincristine (UKF-NB-3rVCR1), which both display ABCB1 activity and resistance to doxorubicin. The HSA nanoparticles were prepared by desolvation and stabilised by glutaraldehyde, which crosslinks amino groups present in albumin molecules [13][14][15][16][17]. Glutaraldehyde

Janus-micromotor-based on–off luminescence sensor for active TNT detection

• Ye Yuan,
• Changyong Gao,
• Daolin Wang,
• Chang Zhou,
• Baohua Zhu and
• Qiang He

Beilstein J. Nanotechnol. 2019, 10, 1324–1331, doi:10.3762/bjnano.10.131

•  3a schematically illustrates the Janus UCNP capsule motor based, real time luminescence on–off detection of TNT. The luminescence quenching mechanism involves the Janus UCNP capsule micromotor and TNT. Owing to the active motion of the motors, the amino groups of the PAA chains modified on the

A biomimetic nanofluidic diode based on surface-modified polymeric carbon nitride nanotubes

• Kai Xiao,
• Baris Kumru,
• Lu Chen,
• Lei Jiang,
• Bernhard V. K. J. Schmidt and
• Markus Antonietti

Beilstein J. Nanotechnol. 2019, 10, 1316–1323, doi:10.3762/bjnano.10.130

• terminal amino groups. The typical stretching modes of CN heterocycles were found at 1200 to 1600 cm−1, and the characteristic breathing mode of the triazine units was found at approximately 800 cm−1 after polymerization, thus indicating the formation of carbon nitride nanotubes [30][31][32]. Beyond that

• -hybridized nitrogen in the tri-s-triazine rings. The peak at 399.7 eV indicates the tertiary nitrogen N–C3 groups. In addition, the terminal amino groups on the surface are also confirmed by the peak at 400.9 eV. All these results are consistent with graphitic carbon nitride powder reported before [28][33

• +0.5 V increased from 0.3 μA to 0.6 μA while ionic current at −0.5 V did not change after modification (Figure 5b). The asymmetric ion transport can be ascribed to the asymmetric surface distribution of negatively charged amino groups. Overall, the deviation from the reference material is shifted

Scavenging of reactive oxygen species by phenolic compound-modified maghemite nanoparticles

• Małgorzata Świętek,
• Yi-Chin Lu,
• Rafał Konefał,
• Liliana P. Ferreira,
• M. Margarida Cruz,
• Yunn-Hwa Ma and
• Daniel Horák

Beilstein J. Nanotechnol. 2019, 10, 1073–1088, doi:10.3762/bjnano.10.108

• and chitosans modified with phenolic compounds was confirmed. Due to the presence of primary amino groups (pKa = 6.3), chitosans with high and medium molecular weight are water-insoluble, but they can be readily dissolved under mild acidic conditions [21]. After free-radical grafting, both Mn and Mw

Polydopamine-coated Au nanorods for targeted fluorescent cell imaging and photothermal therapy

• Boris N. Khlebtsov,
• Andrey M. Burov,
• Timofey E. Pylaev and
• Nikolai G. Khlebtsov

Beilstein J. Nanotechnol. 2019, 10, 794–803, doi:10.3762/bjnano.10.79

• microscopy. Note, both folic acid and rhodamine 123 have amino groups and can be easily loaded to PDA by click conjugation [27]. In contrast, the loading efficiency for other well-known fluorescent FITC molecules into the PDA layer is decreased (data not shown). Figure 1C shows the extinction spectra of

Removal of toxic heavy metals from river water samples using a porous silica surface modified with a new β-ketoenolic host

• Said Tighadouini,
• Smaail Radi,
• Abderrahman Elidrissi,
• Khadija Haboubi,
• Maryse Bacquet,
• Stéphanie Degoutin,
• Mustapha Zaghrioui and
• Yann Garcia

Beilstein J. Nanotechnol. 2019, 10, 262–273, doi:10.3762/bjnano.10.25

• from ethyl pyridine-2-carboxylate and 2-acetylfuran via in situ Claisen condensation reaction [49]. The reaction of the activated silica gel with (3-aminopropyl)trimethoxysilane in toluene afforded amino groups onto the silica surface (SiNH2), which were then reacted with L1 under gentle conditions

Targeting strategies for improving the efficacy of nanomedicine in oncology

• Gonzalo Villaverde and
• Alejandro Baeza

Beilstein J. Nanotechnol. 2019, 10, 168–181, doi:10.3762/bjnano.10.16

• ]. Tertiary amino groups in these polymers bring protons into the endosomes producing osmotic alterations that provoke endosomal rupture (proton sponge effect) [54]. The incorporation of peptides such as the GALA peptide (WEAALAEALAEALAEHLAEALAEALEALAA) capable to fuse with the endosomal/liposomal membrane is

Colloidal chemistry with patchy silica nanoparticles

• Pierre-Etienne Rouet,
• Cyril Chomette,
• Laurent Adumeau,
• Etienne Duguet and
• Serge Ravaine

Beilstein J. Nanotechnol. 2018, 9, 2989–2998, doi:10.3762/bjnano.9.278

• two-step approach (Figure 2a). First, amine groups were grafted onto the silica surface by reaction with (3-aminopropyl)triethoxysilane (APTES). In a second step, the amine groups were subsequently treated with succinic anhydride in the presence of triethylamine (TEA) to convert amino groups into

• colloidal molecules The binding of the aminated dimpled particles with the satellites is based on amide bonding, i.e., peptidic coupling, extensively studied in biochemistry for the modification of amino acids [25]. The carboxylic groups are not reactive enough toward amino groups, and a simple and well

• cycles of centrifugation (12,000g; 20 min) and redispersion in ethanol and two extra cycles in water. After having made the amino groups protonated using few drops of HCl, we centrifuged the dispersion and redispersed the nanoparticles in DMF. Assembly of the aminated dimpled particles with the

Layered calcium phenylphosphonate: a hybrid material for a new generation of nanofillers

• Kateřina Kopecká,
• Ludvík Beneš,
• Klára Melánová,
• Vítězslav Zima,
• Petr Knotek and
• Kateřina Zetková

Beilstein J. Nanotechnol. 2018, 9, 2906–2915, doi:10.3762/bjnano.9.269

• shifted to smaller angles, which indicates an enlargement of the basal spacing up to 15.6 Å. To determine which component of the film influences the basal spacing of CaPhP, the X-ray diffraction patterns of CaPhP with amino groups containing curing and dispersing agents used in the preparation of the

• present amine groups interact with the phenyl groups on the edge of the particles and prevent them from free movement. This leads to a slight rearrangement inside the layers and thus to a small increase of the basal spacing. The presence of the amino groups seems to be important because no change of the

Non-agglomerated silicon–organic nanoparticles and their nanocomplexes with oligonucleotides: synthesis and properties

• Asya S. Levina,
• Marina N. Repkova,
• Nadezhda V. Shikina,
• Zinfer R. Ismagilov,
• Svetlana A. Yashnik,
• Dmitrii V. Semenov,
• Yulia I. Savinovskaya,
• Natalia A. Mazurkova,
• Inna A. Pyshnaya and
• Valentina F. Zarytova

Beilstein J. Nanotechnol. 2018, 9, 2516–2525, doi:10.3762/bjnano.9.234

• of low molecular weight polymer chains with [─Si(OH)(C3H6NH2)O─] monomer units. Oligonucleotides (ODN) were conjugated to the prepared Si–NH2 nanoparticles using the electrostatic interaction between positively charged amino groups of nanoparticles and negatively charged internucleotide phosphate

• formation of TiO2·PL–DNA nanocomposites [1][2]. Silica nanoparticles can also be used as vehicles to deliver nucleic acid fragments into cells [3][4]. SiO2 nanoparticles bearing amino groups on the surface were shown to bind plasmid DNA, allowing the nanoparticles to penetration into cells, and even nuclei

• is a clear aqueous solution containing nanoparticles in the form of low molecular weight polymer chains consisting of the [–Si(OH)(C3H6NH2)O–] monomer units as shown below. Due to the positively charged amino groups in Si–NH2 at the neutral pH values, the nanoparticles can be electrostatically

Nanocellulose: Recent advances and its prospects in environmental remediation

• Katrina Pui Yee Shak,
• Yean Ling Pang and
• Shee Keat Mah

Beilstein J. Nanotechnol. 2018, 9, 2479–2498, doi:10.3762/bjnano.9.232

• nanocellulose surfaces can improve their function as magnetite-based adsorbents for arsenic removal. It is proven that amino groups accessible for iron coordination result in a larger number of adsorption sites on the nanocellulose surface as compared to MFC. In addition, nanocellulose has also been proposed as

• sulphate groups. Alternatively, amine modification aids the chelating action on the desired pollutant anions, thereby enhancing the adsorption capacity of the nanocellulose adsorbent materials. Metal ions can adsorb onto the adsorbent via electrostatic interaction and ion exchange since amino groups are

Preparation of micro/nanopatterned gelatins crosslinked with genipin for biocompatible dental implants

• Reika Makita,
• Tsukasa Akasaka,
• Seiichi Tamagawa,
• Yasuhiro Yoshida,
• Saori Miyata,
• Hirofumi Miyaji and
• Tsutomu Sugaya

Beilstein J. Nanotechnol. 2018, 9, 1735–1754, doi:10.3762/bjnano.9.165

Colorimetric detection of Cu²⁺ based on the formation of peptide–copper complexes on silver nanoparticle surfaces

• Gajanan Sampatrao Ghodake,
• Surendra Krishna Shinde,
• Rijuta Ganesh Saratale,
• Avinash Ashok Kadam,
• Ganesh Dattatraya Saratale,
• Asad Syed,
• Fuad Ameen and
• Dae-Young Kim

Beilstein J. Nanotechnol. 2018, 9, 1414–1422, doi:10.3762/bjnano.9.134

• and NH2) while the higher binding energy (BE) peak at 402.0 eV corresponds to protonated amino groups [18]. The Ag 3d XPS spectrum (Figure 2b) shows two prominent spin–orbit pairs at 367.6 (Ag 3d5/2) and 373.5 (Ag 3d3/2) eV, separated by 5.9 eV, and a broadening at high BE values also occurred. The

Electrodeposition of reduced graphene oxide with chitosan based on the coordination deposition method

• Mingyang Liu,
• Yanjun Chen,
• Chaoran Qin,
• Zheng Zhang,
• Shuai Ma,
• Xiuru Cai,
• Xueqian Li and
• Yifeng Wang

Beilstein J. Nanotechnol. 2018, 9, 1200–1210, doi:10.3762/bjnano.9.111

• plate. Chitosan possesses the capability to coordinate to transition metal ions (e.g., Cu2+ and Ag+ ions). This coordination capability is related to the existence of amino groups in chitosan. Consequently, chitosan molecules close to the copper plate are able to coordinate to these Cu2+ ions to form a

Enzymatically promoted release of organic molecules linked to magnetic nanoparticles

• Chiara Lambruschini,
• Silvia Villa,
• Luca Banfi,
• Fabio Canepa,
• Fabio Morana,
• Annalisa Relini,
• Paola Riani,
• Renata Riva and
• Fulvio Silvetti

Beilstein J. Nanotechnol. 2018, 9, 986–999, doi:10.3762/bjnano.9.92

• and the ε-lysine amino groups. Particularly crucial is the latter, since it was planned to be removed as the last step after linking to the nanoparticles. We selected tert-butyloxycarbonyl (Boc) thanks to its easy removal that releases no side products. Moreover, we chose to perform the synthesis from

L-Lysine-grafted graphene oxide as an effective adsorbent for the removal of methylene blue and metal ions

• Yan Yan,
• Jie Li,
• Fangbei Kong,
• Kuankuan Jia,
• Shiyu He and
• Baorong Wang

Beilstein J. Nanotechnol. 2017, 8, 2680–2688, doi:10.3762/bjnano.8.268

• ) used as an adsorbent for the removal of methyl orange and amaranth in 2017 [22]. The maximum adsorption capacities of PFGA for methyl orange and amaranth were as high as 3059.2 mg/g and 2043.7 mg/g, respectively. Herein, we inferred that grafting amino groups onto graphene might enhance the performance

Strategy to discover full-length amyloid-beta peptide ligands using high-efficiency microarray technology

• Clelia Galati,
• Natalia Spinella,
• Lucio Renna,
• Danilo Milardi,
• Francesco Attanasio,
• Michele Francesco Maria Sciacca and
• Corrado Bongiorno

Beilstein J. Nanotechnol. 2017, 8, 2446–2453, doi:10.3762/bjnano.8.243

• can be reactive against several environmental species, e.g., water; the silanization process may instead generate a certain number of reactive epoxide groups, randomly oriented at the silicon surface, which may react with the basic amino groups of the full-length amyloid peptide and therefore

Advances and challenges in the field of plasma polymer nanoparticles

• Andrei Choukourov,
• Pavel Pleskunov,
• Daniil Nikitin,
• Valerii Titov,
• Artem Shelemin,
• Mykhailo Vaidulych,
• Anna Kuzminova,
• Pavel Solař,
• Jan Hanuš,
• Jaroslav Kousal,
• Ondřej Kylián,
• Danka Slavínská and
• Hynek Biederman

Beilstein J. Nanotechnol. 2017, 8, 2002–2014, doi:10.3762/bjnano.8.200

• of the plasma and that amino groups overwhelmingly reported for plasma polymers are actually other nitrogen-containing functionalities [70]. The data obtained for the NPs confirm that plasma polymerization of n-hexane in N2 does not lead to the substantial retention of amines as can be seen from the

Carbon nano-onions as fluorescent on/off modulated nanoprobes for diagnostics

• Stefania Lettieri,
• Marta d’Amora,
• Adalberto Camisasca,
• Alberto Diaspro and
• Silvia Giordani

Beilstein J. Nanotechnol. 2017, 8, 1878–1888, doi:10.3762/bjnano.8.188

• a variation of the intramolecular electron redistribution of the molecule. Accordingly, the amino groups of the dye attract electrons due to their electron-withdrawing characteristic, which led to an emission of BODIPY 3 at longer wavelengths (Table 1). This effect is reversed when the amino groups

• are protonated (BODIPY 4). Despite the desired NIR window emission spectrum of BODIPY 3, its quantum yield (ΦF) in DMSO is very low (ΦF = 0.05), due to the active PET groups (amino groups), which causes a pH-dependent quenching of the fluorescent dyes. Overall, the non-protonated form of the dye

Self-assembly of chiral fluorescent nanoparticles based on water-soluble L-tryptophan derivatives of p-tert-butylthiacalix[4]arene

• Pavel L. Padnya,
• Irina A. Khripunova,
• Olga A. Mostovaya,
• Timur A. Mukhametzyanov,
• Vladimir G. Evtugyn,
• Vyacheslav V. Vorobev,
• Yuri N. Osin and
• Ivan I. Stoikov

Beilstein J. Nanotechnol. 2017, 8, 1825–1835, doi:10.3762/bjnano.8.184

• -butylthiacalix[4]arene with the subsequent interaction of the resulting amine with various alkylating reagents by the Menshutkin reaction. In order to obtain quaternary ammonium salts, the macrocycles 4–7, containing both secondary amide and tertiary amino groups at the lower rim in cone and 1,3-alternate

• acetonitrile under 8 h reflux. In the case of the initial tetraamines 4 and 5, the ammonium derivatives 8 and 9 were obtained with high yields. The dimethyl-substituted tertiary amino groups at the lower rim in thiacalix[4]arenes 4 and 5 were found to be more reactive than the analogous diethyl-substituted

• amino groups in compounds 6 and 7. This is probably caused by the different steric hindrance at the tertiary amino groups. Increasing the reaction time from 8 to 40 h afforded compounds 10 and 11 in high yields (Scheme 1). It should be noted that despite of the bulk lipophilic indole fragment in the