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Persistent peri-Heptacene: Synthesis and In Situ Characterization.

ABSTRACT: n-peri-Acenes (n-PAs) have gained interest as model systems of zigzag-edged graphene nanoribbons for potential applications in nanoelectronics and spintronics. However, the synthesis of n-PAs larger than peri-tetracene remains challenging because of their intrinsic open-shell character and high reactivity. Presented here is the synthesis of a hitherto unknown n-PA, that is, peri-heptacene (7-PA), in which the reactive zigzag edges are kinetically protected with eight 4-tBu-C₆ H₄ groups. The formation of 7-PA is validated by high-resolution mass spectrometry and in situ FT-Raman spectroscopy. 7-PA displays a narrow optical energy gap of 1.01 eV and exhibits persistent stability (t_1/2 ≈25 min) under inert conditions. Moreover, electron-spin resonance measurements and theoretical studies reveal that 7-PA exhibits an open-shell feature and a significant tetraradical character. This strategy could be considered a modular approach for the construction of next-generation (3 N+1)-PAs (where N≥3).

SUBMITTER: Ajayakumar MR

PROVIDER: S-EPMC8251907 | biostudies-literature |

REPOSITORIES: biostudies-literature

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NBN-Doped Bis-Tetracene and Peri-Tetracene: Synthesis and Characterization.

Project description:Combining solution-based and surface-assisted synthesis, we demonstrate the first synthesis of NBN-doped bis-tetracene (NBN-BT) and peri-tetracene (NBN-PT). The chemical structures are clearly elucidated by high-resolution scanning tunneling microscopy (STM) in combination with noncontact atomic force microscopy (nc-AFM). Scanning tunneling spectroscopy (STS) characterizations reveal that NBN-BT and NBN-PT possess higher energy gaps than bis-tetracene and peri-tetracene. Interestingly, NBN-BT can undergo stepwise one-electron oxidation and convert into its corresponding radical cation and then to its dication. The energy gap of the NBN-BT dication is similar to that of bis-tetracene, indicating their isoelectronic relationship. Moreover, a similar energy gap between the NBN-PT dication and peri-tetracene can be predicted by DFT calculations. This work provides a novel synthesis along with characterizations of multi-NBN-doped zigzag-edged peri-acenes with tunable electronic properties.

| S-EPMC9298386 | biostudies-literature

Synthesis and characterization of diacylgermanes: persistent derivatives with superior photoreactivity.

Project description:Acylgermanes are known as highly efficient photoinitiators. In this contribution, we present the synthesis of new diacylgermanes 4a-evia a multiple silyl abstraction methodology. The method outperforms the state-of-the-art approach (Corey-Seebach reaction) towards diacylgermanes in terms of group tolerance and toxicity of reagents. Moreover, these compounds are decorated with bulky mesityl groups in order to improve their storage stability. The isolated diacylgermanes were characterized by multinuclear NMR-, UV-Vis spectroscopy and X-ray crystallography, as well as photolysis experiments (photobleaching) and photo-DSC measurements (photopolymerization behavior). Upon irradiation with an LED emitting at 385 nm, all compounds except for 4a and 4c bleach efficiently with quantum yields above 0.6. Due to their broad absorption bands, the compounds can be also bleached with blue light (470 nm), where especially 4e bleaches more efficiently than Ivocerin®.

| S-EPMC8406493 | biostudies-literature

Synthesis and Characterization of Oxidized Polysaccharides for In Situ Forming Hydrogels.

Project description:Polysaccharides are widely used as building blocks of scaffolds and hydrogels in tissue engineering, which may require their chemical modification to permit crosslinking. The goal of this study was to generate a library of oxidized alginate (oALG) and oxidized hyaluronic acid (oHA) that can be used for in situ gelling hydrogels by covalent reaction between aldehyde groups of the oxidized polysaccharides (oPS) and amino groups of carboxymethyl chitosan (CMC) through imine bond formation. Here, we studied the effect of sodium periodate concentration and reaction time on aldehyde content, molecular weight of derivatives and cytotoxicity of oPS towards 3T3-L1 fibroblasts. It was found that the molecular weights of all oPs decreased with oxidation and that the degree of oxidation was generally higher in oHA than in oALG. Studies showed that only oPs with an oxidation degree above 25% were cytotoxic. Initial studies were also done on the crosslinking of oPs with CMC showing with rheometry that rather soft gels were formed from higher oxidized oPs possessing a moderate cytotoxicity. The results of this study indicate the potential of oALG and oHA for use as in situ gelling hydrogels or inks in bioprinting for application in tissue engineering and controlled release.

| S-EPMC7464976 | biostudies-literature

Apatitic calcium phosphate/montmorillonite nano-biocomposite: in-situ synthesis, characterization and dissolution properties.

Project description:Recently, calcium phosphate/montmorillonite composites have received attention as a synthetic bone substitutes. In this study, apatitic calcium phosphate/Montmorillonite nano-biocomposites were in-situ synthesized at 22 °C by reaction between calcium hydroxide and orthophosphoric acid in the presence of different contents of montmorillonite (MNa). Fourier Transform Infrared Spectroscopy (FTIR), X-ray Diffraction (XRD), Transmission Electron Microscopy (TEM) and Brunauer-Emmett-Teller (BET) surface areas were used to characterize the prepared powders. The XRD results show that the composites prepared with 2 and 5 wt% MNa and sintered at 900 °C, show the formation of hydroxyapatite (HAP) structure, whereas that prepared with 10 wt% MNa leads to the formation of β-tricalcium phosphate (β-TCP) structure. The HAP structure decomposes at 1000 °C and leads to the formation of biocomposite containing HAP, β and α-TCP. However, β-TCP composites show thermal stability. FTIR and structural refinement results show the incorporation of clay ions into the apatitic structure causing changes in the crystal structure of the formed calcium phosphate phases. The changes in the composition and structure lead to an increase in the dissolution rate of HAP and a decrease in that of β-TCP.

| S-EPMC9364031 | biostudies-literature

In situ synthesis of peptide microarrays - shadow mask design

Project description:This SuperSeries is composed of the SubSeries listed below. Refer to individual Series

2014-01-16 | E-GEOD-50045 | biostudies-arrayexpress

Cell wall beta-(1,6)-glucan of Saccharomyces cerevisiae: structural characterization and in situ synthesis.

Project description:Despite its essential role in the yeast cell wall, the exact composition of the beta-(1,6)-glucan component is not well characterized. While solubilizing the cell wall alkali-insoluble fraction from a wild type strain of Saccharomyces cerevisiae using a recombinant beta-(1,3)-glucanase followed by chromatographic characterization of the digest on an anion exchange column, we observed a soluble polymer that eluted at the end of the solvent gradient run. Further characterization indicated this soluble polymer to have a molecular mass of approximately 38 kDa and could be hydrolyzed only by beta-(1,6)-glucanase. Gas chromatography mass spectrometry and NMR ((1)H and (13)C) analyses confirmed it to be a beta-(1,6)-glucan polymer with, on average, branching at every fifth residue with one or two beta-(1,3)-linked glucose units in the side chain. This polymer peak was significantly reduced in the corresponding digests from mutants of the kre genes (kre9 and kre5) that are known to play a crucial role in the beta-(1,6)-glucan biosynthesis. In the current study, we have developed a biochemical assay wherein incubation of UDP-[(14)C]glucose with permeabilized S. cerevisiae yeasts resulted in the synthesis of a polymer chemically identical to the branched beta-(1,6)-glucan isolated from the cell wall. Using this assay, parameters essential for beta-(1,6)-glucan synthetic activity were defined.

| S-EPMC2679440 | biostudies-literature

In situ synthesis of peptide microarrays - shadow mask design

Project description:This SuperSeries is composed of the SubSeries listed below.

2014-01-16 | GSE50045 | GEO

In situ synthesis of peptide microarrays - shadow mask design [1]

Project description:A computer program was used to create random amino acid sequences based on and restricted by physical shadow masks which will be used for lithography-based synthesis of peptides. The output from this algorithm was used to create peptides that were synthesized by Sigma Aldrich, and printed onto glass slides. The arrays contained 384 peptides printed in duplicate for each of 4 different mask designs. 52 different monoclonal antibodies were incubated on these microarrays and analyzed for their propensity to bind the peptides created from each mask set. The diversity of binding served as a proxy for the 'randomness' of these peptides, and provided information about how many masks are needed to truly generate random sequence peptides. two replicates of each peptide was printed on 1 Mask peptide microarray. A minimum of Two microarrays were tested for each sample. Image was qualified using in-house metrics for quality assurance.

2014-01-16 | E-GEOD-49217 | biostudies-arrayexpress

In situ synthesis of peptide microarrays - shadow mask design [3]

Project description:In this paper several computer programs were used to simulate in situ synthesis of peptides using shadow masks and BOC synthesis. The peptides were designed to be random, or pseudo-random, but fulfill requirements of immunosignaturing. This file contains data from actual 330,000 peptide arrays that used the first iteration of the peptide generation algorithm. Monoclonal antibodies were bound to the microarrays and the total number of peptides that distinguished each monoclonal was measured. This provides a baseline against which to compare purely random sequences. One replicate of each peptide was printed on 1 330k peptide microarray. One microarray were tested for each sample. Image was qualified using in-house metrics for quality assurance.

2014-01-16 | E-GEOD-50571 | biostudies-arrayexpress

In situ synthesis of peptide microarrays - shadow mask design [2]

Project description:An experiment was designed to use a computer program to create lithography masks using a pseudo-random pattern generator. The data in this file are results from immunosignaturing 8 different monoclonals using a 10,000 peptide random-sequence microarray. Peptides were synthesized by Sigma Aldrich, and printed onto glass slides and used to test several different parameters. One replicate of each peptide was printed on 1 CIM_10K_v2 peptide microarray. One microarray were tested for each sample. Image was qualified using in-house metrics for quality assurance.

2014-01-16 | E-GEOD-50044 | biostudies-arrayexpress

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