Structure-Based Design and Synthesis of Lipid A Derivatives to Modulate Cytokine Responses
Chemistry. 2024 Apr 8:e202400429. doi: 10.1002/chem.202400429. Online ahead of print.ABSTRACTAgonists of Toll like receptors (TLRs) have attracted interest as adjuvants and immune modulators. A crystal structure of TLR4/MD2 with E. coli LPS indicates that the fatty acid at C-2 of the lipid A component of LPS induces dimerization of two TLR4-MD2 complexes, which in turn initiates cell signaling leading to the production of (pro)inflammatory cytokines. To probe the importance of the (R)-3-hydroxymyristate at C-2 of lipid A, a range of bis- and mono-phosphoryl lipid A derivatives with different modifications at C-2 were prepa...
Source: Chemistry - April 8, 2024 Category: Chemistry Authors: Enrico C J M Verpalen Arwin J Brouwer Margreet A Wolfert Geert-Jan Boons Source Type: research

On-Surface Synthesis of Helicene Oligomers
We report on-surface synthesis of heterochiral 1D heptahelicene oligomers after deposition of a racemic heptahelicene monomer on an Au(111) surface followed by Ullmann coupling under ultrahigh vacuum conditions. Structure, chirality and mode of adsorption of the resulting dimers to octamers are inferred from the scanning probe microscopy and theoretical calculations.PMID:38587984 | DOI:10.1002/chem.202304127 (Source: Chemistry)
Source: Chemistry - April 8, 2024 Category: Chemistry Authors: Andr és Pinar Solé Ji ří Klívar Michal Šámal Irena G Star á Ivo Star ý Jes ús Mendieta-Moreno Karl-Heinz Ernst Pavel Jel ínek Oleksandr Stetsovych Source Type: research

Influence of Lattice Defects on trans-Oligoene Substructure Formation in Graphene
Chemistry. 2024 Apr 8:e202401031. doi: 10.1002/chem.202401031. Online ahead of print.ABSTRACTThe photochemical reaction of iodine and graphene induces strong new Raman modes due to the formation of trans-oligoene substructures in graphene domains. This unique reactivity was demonstrated before on defect-free graphene, however leaving the influence of e.g. carbon vacancies, unexplored. Here, we investigate the photochemical reaction applied on graphene with varying average distances of lattice defects and statistically analyze the characteristic Raman modes which develop with the iodination reaction. We show that the iodina...
Source: Chemistry - April 8, 2024 Category: Chemistry Authors: Fabian Grote Siegfried Eigler Source Type: research

Corrigendum: Two-Photon Chemistry in Ruthenium 2,2'-Bipyridyl-Functionalized Single-Wall Carbon Nanotubes
Chemistry. 2024 Apr 8:e202401147. doi: 10.1002/chem.202401147. Online ahead of print.NO ABSTRACTPMID:38588068 | DOI:10.1002/chem.202401147 (Source: Chemistry)
Source: Chemistry - April 8, 2024 Category: Chemistry Source Type: research

Corrigendum: Functional Macromolecules from Single-Walled Carbon Nanotubes: Synthesis and Photophysical Properties of Short Single-Walled Carbon Nanotubes Functionalised with 9,10-Diphenylanthracene
Chemistry. 2024 Apr 8:e202401145. doi: 10.1002/chem.202401145. Online ahead of print.NO ABSTRACTPMID:38588070 | DOI:10.1002/chem.202401145 (Source: Chemistry)
Source: Chemistry - April 8, 2024 Category: Chemistry Source Type: research

Corrigendum: Photoinduced Formation and Characterization of Electron-Hole Pairs in Azaxanthylium-Derivatized Short Single-Walled Carbon Nanotubes
Chemistry. 2024 Apr 8:e202401146. doi: 10.1002/chem.202401146. Online ahead of print.NO ABSTRACTPMID:38588131 | DOI:10.1002/chem.202401146 (Source: Chemistry)
Source: Chemistry - April 8, 2024 Category: Chemistry Source Type: research

Extended Reichardt's Dye - Synthesis and Solvatochromic Properties
Chemistry. 2024 Apr 8:e202400314. doi: 10.1002/chem.202400314. Online ahead of print.ABSTRACTThree new pyridinium-phenolate dyes based on the benchmark solvatochromic dye Betaine 30 were synthesised. The dyes contained phenylene spacers between the donor and acceptor groups. Their UV-Vis absorption spectra were measured, with the dyes showing strong negative solvatochromic behaviour comparable to that of Betaine 30. These results stood in contrast to the behaviour of the π-extended dye Betaine 21, originally reported in 1963. This dye was synthesised and found to be significantly more solvatochromic than previously report...
Source: Chemistry - April 8, 2024 Category: Chemistry Authors: Stephen Franzese Nicolau Saker Neto Wallace Wing Ho Wong Source Type: research

Cross-coupling between Aryl Halides and  Aryl Alkynes Catalyzed by an Odd Alternant Hydrocarbon
Chemistry. 2024 Apr 8:e202400895. doi: 10.1002/chem.202400895. Online ahead of print.ABSTRACTCatalytic cross-coupling between aryl halides and alkynes is considered an extremely important organic transformation (popularly known as the Sonogashira coupling) and it requires a transition metal-based catalyst. Accomplishing such transformation without any transition metal-based catalyst in the absence of any external stimuli such as heat, photoexcitation or cathodic current is extremely challenging. This work reports transition-metal-free cross-coupling between aryl halides and alkynes synthesizing a rich library of internal a...
Source: Chemistry - April 8, 2024 Category: Chemistry Authors: Swagata Sil Krishnapriya Anattil Unnikrishnan Pallabi Mandal Rositha Kuniyil Swadhin Kumar Mandal Source Type: research

Strategies for using Quaternary Ammonium Salts as Alternative Reagents in Alkylations
Chemistry. 2024 Apr 8:e202400675. doi: 10.1002/chem.202400675. Online ahead of print.ABSTRACTAlkylation reactions are pivotal in organic chemistry, with wide-ranging utilization across various fields of applied synthetic chemistry. However, conventional reagents employed in alkylations often pose substantial health and exposure risks. Quaternary ammonium salts (QAS) present a promising alternative for these transformations offering significantly reduced hazards as they are non-cancerogenic, non-mutagenic, non-flammable, and non-corrosive. Despite their potential, their use in direct organic transformations remains relative...
Source: Chemistry - April 8, 2024 Category: Chemistry Authors: Johanna Templ Michael Schn ürch Source Type: research

Structure-Based Design and Synthesis of Lipid A Derivatives to Modulate Cytokine Responses
Chemistry. 2024 Apr 8:e202400429. doi: 10.1002/chem.202400429. Online ahead of print.ABSTRACTAgonists of Toll like receptors (TLRs) have attracted interest as adjuvants and immune modulators. A crystal structure of TLR4/MD2 with E. coli LPS indicates that the fatty acid at C-2 of the lipid A component of LPS induces dimerization of two TLR4-MD2 complexes, which in turn initiates cell signaling leading to the production of (pro)inflammatory cytokines. To probe the importance of the (R)-3-hydroxymyristate at C-2 of lipid A, a range of bis- and mono-phosphoryl lipid A derivatives with different modifications at C-2 were prepa...
Source: Chemistry - April 8, 2024 Category: Chemistry Authors: Enrico C J M Verpalen Arwin J Brouwer Margreet A Wolfert Geert-Jan Boons Source Type: research

On-Surface Synthesis of Helicene Oligomers
We report on-surface synthesis of heterochiral 1D heptahelicene oligomers after deposition of a racemic heptahelicene monomer on an Au(111) surface followed by Ullmann coupling under ultrahigh vacuum conditions. Structure, chirality and mode of adsorption of the resulting dimers to octamers are inferred from the scanning probe microscopy and theoretical calculations.PMID:38587984 | DOI:10.1002/chem.202304127 (Source: Chemistry)
Source: Chemistry - April 8, 2024 Category: Chemistry Authors: Andr és Pinar Solé Ji ří Klívar Michal Šámal Irena G Star á Ivo Star ý Jes ús Mendieta-Moreno Karl-Heinz Ernst Pavel Jel ínek Oleksandr Stetsovych Source Type: research

Influence of Lattice Defects on trans-Oligoene Substructure Formation in Graphene
Chemistry. 2024 Apr 8:e202401031. doi: 10.1002/chem.202401031. Online ahead of print.ABSTRACTThe photochemical reaction of iodine and graphene induces strong new Raman modes due to the formation of trans-oligoene substructures in graphene domains. This unique reactivity was demonstrated before on defect-free graphene, however leaving the influence of e.g. carbon vacancies, unexplored. Here, we investigate the photochemical reaction applied on graphene with varying average distances of lattice defects and statistically analyze the characteristic Raman modes which develop with the iodination reaction. We show that the iodina...
Source: Chemistry - April 8, 2024 Category: Chemistry Authors: Fabian Grote Siegfried Eigler Source Type: research

Corrigendum: Two-Photon Chemistry in Ruthenium 2,2'-Bipyridyl-Functionalized Single-Wall Carbon Nanotubes
Chemistry. 2024 Apr 8:e202401147. doi: 10.1002/chem.202401147. Online ahead of print.NO ABSTRACTPMID:38588068 | DOI:10.1002/chem.202401147 (Source: Chemistry)
Source: Chemistry - April 8, 2024 Category: Chemistry Source Type: research

Corrigendum: Functional Macromolecules from Single-Walled Carbon Nanotubes: Synthesis and Photophysical Properties of Short Single-Walled Carbon Nanotubes Functionalised with 9,10-Diphenylanthracene
Chemistry. 2024 Apr 8:e202401145. doi: 10.1002/chem.202401145. Online ahead of print.NO ABSTRACTPMID:38588070 | DOI:10.1002/chem.202401145 (Source: Chemistry)
Source: Chemistry - April 8, 2024 Category: Chemistry Source Type: research

Corrigendum: Photoinduced Formation and Characterization of Electron-Hole Pairs in Azaxanthylium-Derivatized Short Single-Walled Carbon Nanotubes
Chemistry. 2024 Apr 8:e202401146. doi: 10.1002/chem.202401146. Online ahead of print.NO ABSTRACTPMID:38588131 | DOI:10.1002/chem.202401146 (Source: Chemistry)
Source: Chemistry - April 8, 2024 Category: Chemistry Source Type: research