Post-functionalization of drug-loaded nanoparticles prepared by polymerization-induced self-assembly (PISA) with mitochondria targeting ligands

• Janina-Miriam Noy,
• Fan Chen and
• Martina Stenzel

Beilstein J. Org. Chem. 2021, 17, 2302–2314, doi:10.3762/bjoc.17.148

• the SW982 MCTS model. The spheroids were treated with the nano-objects at a drug concentration c = 11.25 µM and the size and morphology of the MCTS were traced after 3 and 6 days. The chosen concentration was based on IC50 values of various PENAO formulations measured in earlier works, which typically

Constrained thermoresponsive polymers – new insights into fundamentals and applications

• Patricia Flemming,
• Alexander S. Münch,
• Andreas Fery and
• Petra Uhlmann

Beilstein J. Org. Chem. 2021, 17, 2123–2163, doi:10.3762/bjoc.17.138

• understanding of the polymer–solvent (–surface) interactions and the influence of the polymer morphology is essential for the generation of new polymer-equipped devices with tailored properties for specific applications. At the end of the review article all abbreviations are explained in a separate list. Review

• will be briefly introduced concerning the relationship between their morphology and the temperature-induced phase transition. These polymer arrangements of constrained mobility include star polymers, micelles and grafted linear polymers on flat surfaces as well as on nanoparticles. In general, these

An initiator- and catalyst-free hydrogel coating process for 3D printed medical-grade poly(ε-caprolactone)

• Jochen Löblein,
• Thomas Lorson,
• Miriam Komma,
• Tobias Kielholz,
• Maike Windbergs,
• Paul D. Dalton and
• Robert Luxenhofer

Beilstein J. Org. Chem. 2021, 17, 2095–2101, doi:10.3762/bjoc.17.136

• ), however, this morphology is highly irregular. A change in wetting behavior could be demonstrated, and toluidine blue staining indicates successful SIPGP of HEMA on PCL scaffolds. However, to prove that this material is indeed PHEMA, we performed confocal Raman microscopy on the samples, which allows a

Chemical approaches to discover the full potential of peptide nucleic acids in biomedical applications

• Nikita Brodyagin,
• Martins Katkevics,
• Venubabu Kotikam,
• Christopher A. Ryan and
• Eriks Rozners

Beilstein J. Org. Chem. 2021, 17, 1641–1688, doi:10.3762/bjoc.17.116

Recent advances in the application of isoindigo derivatives in materials chemistry

• Andrei V. Bogdanov and
• Vladimir F. Mironov

Beilstein J. Org. Chem. 2021, 17, 1533–1564, doi:10.3762/bjoc.17.111

• the morphology of thin films of the photovoltaic cells. To date, the maximum efficiency of 12.05% has been shown by an OSC based on a composite of a donor polythiophene and an acceptor polymeric dicyanoindanone derivative [13]. Among the derivatives of isoindigo, the leading compounds are polymers 1–3

• % N-methylpyrrolidone (Scheme 7). As the authors believe [21], the addition of this viscous solvent made it possible to provide a better surface morphology of a thin-film layer since without it, the efficiency was almost two times lower (2.8%). Therein, the key role of the structure of the acceptor

• thermal cleavage of Boc groups [42]. Without studying the main characteristics of the OSCs, they showed that after annealing the mixtures of these polymers with PC61BM at 200 °C, the surface morphology becomes highly inhomogeneous, with the presence of a large number of crystalline domains. In contrast to

Antiviral therapy in shrimp through plant virus VLP containing VP28 dsRNA against WSSV

• Santiago Ramos-Carreño,
• Ivone Giffard-Mena,
• Jose N. Zamudio-Ocadiz,
• Alfredo Nuñez-Rivera,
• Ricardo Valencia-Yañez,
• Jaime Ruiz-Garcia,
• Maria Teresa Viana and
• Ruben D. Cadena-Nava

Beilstein J. Org. Chem. 2021, 17, 1360–1373, doi:10.3762/bjoc.17.95

• . The morphology of the VLPs is maintained after this last step of the assembly process. The VLPs synthesized had two types of morphologies: icosahedral capsids and large rods (Figure 2A, c to f). Also, aggregations of spherical capsid can be observed at the last VLP assembly step. The distribution of

Photoinduced post-modification of graphitic carbon nitride-embedded hydrogels: synthesis of 'hydrophobic hydrogels' and pore substructuring

• Cansu Esen and
• Baris Kumru

Beilstein J. Org. Chem. 2021, 17, 1323–1334, doi:10.3762/bjoc.17.92

• analysis to evaluate the vTA incorporation, and microscopy techniques were employed to examine the impact on their morphology. In terms of applicability, water contact angle measurement, equilibrium swelling ratio analysis, and dye releasing efficiency experiment were also conducted. All hydrogel samples

• , Figure S1). Scanning electron microscopy was performed to investigate the morphology of freeze-dried HGCM and HGCM-vTA. As shown in Figure 2a, HGCM exhibits a significantly porous and uniform morphology. Formation of accessible pores for vTA was the key point to reach in order to activate g-CN nanosheets

• g-CN nanosheets to enhance the modification. Surface transformation has drastically changed the parental hydrogel morphology. Closure of pores (Figure 2) are the supportive evidences for a successful modification as they are not observed in parental hydrogel (Figure 2a). Besides, elemental mapping

Valorisation of plastic waste via metal-catalysed depolymerisation

• Francesca Liguori,
• Carmen Moreno-Marrodán and
• Pierluigi Barbaro

Beilstein J. Org. Chem. 2021, 17, 589–621, doi:10.3762/bjoc.17.53

• compared to 2D materials, thanks to a typical 8–16 nm outer diameter tubular morphology [215][216] and the potential for facile metal doping via ion-exchange of the solid support [217][218]. Lewis acid-type catalytic activity was also postulated for γ-Fe2O3 NPs, which provided BHET in 90% yield at 300 °C

Supramolecular polymerization of sulfated dendritic peptide amphiphiles into multivalent L-selectin binders

• David Straßburger,
• Svenja Herziger,
• Katharina Huth,
• Moritz Urschbach,
• Rainer Haag and
• Pol Besenius

Beilstein J. Org. Chem. 2021, 17, 97–104, doi:10.3762/bjoc.17.10

• we have assigned this characteristic CD band to a β-sheet-dominated short-range ordering of oligopeptide monomers, which is stable over a wide concentration range [30][39][40]. The application of transmission electron microscopy (TEM) gave further insight into the morphology of the assemblies induced

• molecules to form supramolecular polymers. The copresence of shorter, more flexible structures could be seen as well. Under higher magnification, a sheet like arrangement of densely packed and oriented rods could be revealed. Since the morphology of the aqueous supramolecular polymers observed in dry TEM

• sulfated dendrons and supports the application of the supramolecular polymers in biological applications. In order to compare the morphology of the self-assembled sulfated compound II with the TEG-decorated compound I, TEM and cryo-TEM experiments were performed (Figure 2B and 2C). Based on the outcome

Circularly polarized luminescent systems fabricated by Tröger's base derivatives through two different strategies

• Cheng Qian,
• Yuan Chen,
• Qian Zhao,
• Ming Cheng,
• Chen Lin,
• Juli Jiang and
• Leyong Wang

Beilstein J. Org. Chem. 2021, 17, 52–57, doi:10.3762/bjoc.17.6

• scanning electron microscope (SEM). At the molar ratio of rac-TBPP/DGG = 1:80, the co-gel shows belt-like nanofibers (Figure 3c), while the fibrous morphology could not be observed at the molar ratio of 1:16 (Figure 3d). It indicates that two different kinds of supramolecular assemblies were formed at the

• ratios of rac-TBPP/DGG 1:80 and 1:16, respectively, which is also coincident with the inversion of the CPL responses. However, more detailed studies are still needed to clarify the relations between the morphology and CPL handedness. Conclusion In conclusion, two strategies were demonstrated to obtain

Control over size, shape, and photonics of self-assembled organic nanocrystals

• Chen Shahar,
• Yaron Tidhar,
• Yunmin Jung,
• Haim Weissman,
• Sidney R. Cohen,
• Ronit Bitton,
• Iddo Pinkas,
• Gilad Haran and
• Boris Rybtchinski

Beilstein J. Org. Chem. 2021, 17, 42–51, doi:10.3762/bjoc.17.5

• upon drying, as was evidenced by TEM and atom force microscopy. Photophysical studies, including femtosecond transient absorption spectroscopy, revealed a distinct influence of the ONC morphology on their photonic properties (excitation energy transfer was observed only in the high-aspect ONCs

• - and morphology-dependent properties arising from confinement effects and strong interactions between neighboring atoms [1][2][3]. The correlation between nanoparticle size and the related electronic and optical properties has extensively been studied, leading to applications in novel technologies and

• mobility [20], but no control over the crystal size and morphology was demonstrated. Using self-assembled monolayers as templates for the seeding and growth of molecular crystals may offer control over structure and polymorphism [21]. However, in this method, the crystal formation is limited by the

A novel and robust heterogeneous Cu catalyst using modified lignosulfonate as support for the synthesis of nitrogen-containing heterocycles

• Bingbing Lai,
• Meng Ye,
• Ping Liu,
• Minghao Li,
• Rongxian Bai and
• Yanlong Gu

Beilstein J. Org. Chem. 2020, 16, 2888–2902, doi:10.3762/bjoc.16.238

• the results are presented in Figure 4. The LS-FAS-Cu catalyst featured irregular and blocky morphology with uneven size from 100 nm to 400 nm (Figure 4a–d). In addition, the elemental mapping images clearly revealed the presence and uniform distribution of C, Cu, O, and S in LAS-FAS-Cu. XPS was

Dirhamnolipid ester – formation of reverse wormlike micelles in a binary (primerless) system

• David Liese,
• Hans Henning Wenk,
• Xin Lu,
• Jochen Kleinen and
• Gebhard Haberhauer

Beilstein J. Org. Chem. 2020, 16, 2820–2830, doi:10.3762/bjoc.16.232

• towards the surrounding solvent molecules. The morphology of the micelles (spherical, cylindrical, vesicle, etc.) can be predicted by the packing parameter P of the surfactant [55][56]. The packing parameter P is defined by geometrical quantities as in Equation 11 [57]: where, for reverse micelles, V is

Selective recognition of ATP by multivalent nano-assemblies of bisimidazolium amphiphiles through “turn-on” fluorescence response

• Rakesh Biswas,
• Surya Ghosh,
• Shubhra Kanti Bhaumik and
• Supratim Banerjee

Beilstein J. Org. Chem. 2020, 16, 2728–2738, doi:10.3762/bjoc.16.223

• ]. In this methodology, multivalent arrays are built from comparatively smaller binding sites through self-assembly. The smaller molecular units are easier to synthesize and moreover, the morphology and the surface functionalities of the resultant multivalent structures can be tuned in a modular fashion

• -aggregates. Furthermore, a visible change in morphology for the co-aggregates was observed from FESEM images (Figure 3b). All these results, taken together, indicated that the nanoaggregates were able to recognize ATP in a multivalent fashion leading to the formation of larger co-aggregates. On the contrary

Enzyme-instructed morphological transition of the supramolecular assemblies of branched peptides

• Dongsik Yang,
• Hongjian He and
• Bing Xu

Beilstein J. Org. Chem. 2020, 16, 2709–2718, doi:10.3762/bjoc.16.221

• . Both 1 and 2, being synthesized for the first time, are able to facilitate the delivery of the proteins into cells. This work, illustrating enzymatic debranching to control the morphology of peptide assemblies, contributes to the development of peptide supramolecular assemblies via enzymatic

• morphology changes before and after the addition of proteinase K to solutions of 1 and 2. TEM revealed the solutions of 1 and 2 (500 μM) to contain nanoparticles of 11 ± 2 nm in diameter, indicating that the acetylation at the branch affects the self-assembly of the branched peptides only slightly. Upon the

Particle size effect in the mechanically assisted synthesis of β-cyclodextrin mesitylene sulfonate

• Stéphane Menuel,
• Sébastien Saitzek,
• Eric Monflier and
• Frédéric Hapiot

Beilstein J. Org. Chem. 2020, 16, 2598–2606, doi:10.3762/bjoc.16.211

• ). The spherical morphology could be deduced from the Solidicity program incorporated in the ImageJ software [22]. However, further grinding up to 297 min did not lead to further changes in either the morphology or the size of the β-CD particles (Figure 1f). From the SEM images and the inspection with

• occur over longer times, suggesting that shear, friction, and collision effects did not anymore affect the β-CD particle size and morphology over time. In fact, crystal breaking reduced the particle size up to some critical threshold, as a result of the equilibrium between comminution and aggregation

Water-soluble host–guest complexes between fullerenes and a sugar-functionalized tribenzotriquinacene assembling to microspheres

• Si-Yuan Liu,
• Xin-Rui Wang,
• Man-Ping Li,
• Wen-Rong Xu and
• Dietmar Kuck

Beilstein J. Org. Chem. 2020, 16, 2551–2561, doi:10.3762/bjoc.16.207

• 100 W ultrasonic cleaner. The surface morphology was investigated on a Phenom ProX scanning electron microscopy (SEM, Phenom World, Eindhoven, Netherlands). Samples were prepared from the freeze-dried aqueous solution/suspension of TBTQ-(OG)6, C60, and TBTQ-(OG)6 C60, and then gold-sputtered prior to

Palladium nanoparticles supported on chitin-based nanomaterials as heterogeneous catalysts for the Heck coupling reaction

• Tony Jin,
• Malickah Hicks,
• Davis Kurdyla,
• Sabahudin Hrapovic,
• Edmond Lam and
• Audrey Moores

Beilstein J. Org. Chem. 2020, 16, 2477–2483, doi:10.3762/bjoc.16.201

• manner, strategies for fabricating CNCs have been adapted for chitin nanocrystals (ChNCs). From the seminal discovery of ChNCs by Marchessault in 1959 [14], much work has been done to improve the monodispersity, morphology, and structure of this unique nanomaterial [15]. Very recently, we have reported

The B & B approach: Ball-milling conjugation of dextran with phenylboronic acid (PBA)-functionalized BODIPY

• Patrizia Andreozzi,
• Lorenza Tamberi,
• Elisamaria Tasca,
• Gina Elena Giacomazzo,
• Marta Martinez,
• Mirko Severi,
• Marco Marradi,
• Stefano Cicchi,
• Sergio Moya,
• Giacomo Biagiotti and
• Barbara Richichi

Beilstein J. Org. Chem. 2020, 16, 2272–2281, doi:10.3762/bjoc.16.188

• properties of BODIPY and the biocompatibility of dextran. The BODIPY dextran nanoparticles were characterized regarding their size, morphology, polarity, and toxicity in vitro. We demonstrate the feasibility of mechanochemistry for boronic ester formation [23] to a glycan polymer as a route of conjugation

pH- and concentration-dependent supramolecular self-assembly of a naturally occurring octapeptide

• Goutam Ghosh and
• Gustavo Fernández

Beilstein J. Org. Chem. 2020, 16, 2017–2025, doi:10.3762/bjoc.16.168

• almost similar β-sheet conformation and fractal-like morphology as at pH 7.4. This is evidenced by the negative band at 227 nm in the CD spectrum, and further supported by AFM (Figure S4, Supporting Information File 1). At neutral (pH 7.4) and lower basic (pH 10.3) conditions, the self-assembly occurred

• still have an effect on the secondary structure and the resulting nanoscale morphology, leading to twisted β-sheet structures and short nanofibers. Apart from the pH sensitivity, PEP-1 also showed a concentration dependency of the secondary structure. At high concentration, it formed β-sheet-rich

Natural dolomitic limestone-catalyzed synthesis of benzimidazoles, dihydropyrimidinones, and highly substituted pyridines under ultrasound irradiation

• Kumar Godugu,
• Venkata Divya Sri Yadala,
• Mohammad Khaja Mohinuddin Pinjari,
• Trivikram Reddy Gundala,
• Lakshmi Reddy Sanapareddy and
• Chinna Gangi Reddy Nallagondu

Beilstein J. Org. Chem. 2020, 16, 1881–1900, doi:10.3762/bjoc.16.156

• positions might be due to the presence of trace metal contents and impurities. The morphology of the NDL catalyst was analyzed by scanning electron microscopy (Figure 5). The SEM images revealed that the morphology of the NDL catalyst consists of irregular shapes and sizes with a random dispersion. Further

Heterogeneous photocatalysis in flow chemical reactors

• Christopher G. Thomson,
• Ai-Lan Lee and
• Filipe Vilela

Beilstein J. Org. Chem. 2020, 16, 1495–1549, doi:10.3762/bjoc.16.125

• semiconductor Eg defines the minimum frequency of photons required to excite an electron from the valence band to the conduction band, the critical primary event required for photocatalysis to occur. The band structure can be engineered by controlling the polymorphism, morphology, and size (e.g., TiO2

• collapse by implosion, producing conditions equivalent to approximately 5000 °C and 1800 atm at the implosion centre [160]. The resulting sonoelectrodeposition and sonophotodeposition methodologies have been shown to enhance mass transfer during synthesis and provide more control over the morphology and

Activated carbon as catalyst support: precursors, preparation, modification and characterization

• Melanie Iwanow,
• Tobias Gärtner,
• Volker Sieber and
• Burkhard König

Beilstein J. Org. Chem. 2020, 16, 1188–1202, doi:10.3762/bjoc.16.104

• released. Alkali salts of acetylene dicarboxylic acid can also be used as precursor for the preparation of carbon spheres. The structure and morphology of the carbon spheres can be influenced by the used alkali salts [80]. Activated carbon preparation The following chapter summarizes the different

• porosity of the carbon spheres is induced by either aromatization of carbon around an in situ template, in situ chemical activation or gasification of carbon [96]. Xu et al. found that the morphology of the porous carbon materials prepared from propiolate salts with USP are dependent on the choice of

• starting materials. The thermal decomposition behavior of the precursors, and thus the resulting morphology of the carbon materials is influenced by the propiolate cations [80]. Spherical carbons The preparation of spherical mesoporous carbon particles as catalyst support with high surface areas

The charge-assisted hydrogen-bonded organic framework (CAHOF) self-assembled from the conjugated acid of tetrakis(4-aminophenyl)methane and 2,6-naphthalenedisulfonate as a new class of recyclable Brønsted acid catalysts

• Svetlana A. Kuznetsova,
• Alexander S. Gak,
• Yulia V. Nelyubina,
• Vladimir A. Larionov,
• Han Li,
• Michael North,
• Vladimir P. Zhereb,
• Alexander F. Smol'yakov,
• Artem O. Dmitrienko,
• Michael G. Medvedev,
• Igor S. Gerasimov,
• Ashot S. Saghyan and
• Yuri N. Belokon

Beilstein J. Org. Chem. 2020, 16, 1124–1134, doi:10.3762/bjoc.16.99

• organic framework F-1. The structure of F-1 was established by single crystal and powder X-ray diffraction, NMR spectroscopy, and elemental analysis. The morphology of F-1 was assessed by SEM, and its stability was determined by TGA. We report the use of F-1 as a heterogeneous, robust, and recoverable

• vessel saturated with the vapors of these compounds. The absorbed material changed its PRXD reversibly, returning to its original structure after the absorbed solvent was allowed to evaporate from the sample. The morphology of uncrystallized F-1 was studied by scanning electron microscopy (SEM) analysis

• . It had a “tangerine wedge” morphology (Figure 3 and Figures S9 and S10, Supporting Information File 1), with evident macropores present on the surface of the particles. The size distribution of the F-1 particles was in the range of 3–5 to 45–50 μm, and most of the particles had a size within a range

Synthesis, liquid crystalline behaviour and structure–property relationships of 1,3-bis(5-substituted-1,3,4-oxadiazol-2-yl)benzenes

• Afef Mabrouki,
• Malek Fouzai,
• Armand Soldera,
• Abdelkader Kriaa and
• Ahmed Hedhli

Beilstein J. Org. Chem. 2020, 16, 149–158, doi:10.3762/bjoc.16.17

• the fluorine atom leads to a subtle modification of properties such as melting point, mesophase morphology, transition temperatures, optical anisotropy, dielectric anisotropy, and visco-elasticity [5][6][7][8][9][10]. Therefore, many fluorinated liquid crystals have been prepared, and the fluoro