10.1021/ma021292m
The research focuses on the synthesis, kinetic, and stability studies of dendrimeric-containing nitronyl nitroxides as spin traps for nitric oxide (NO?). The purpose of this study was to develop a family of dendrimers that could effectively trap NO?, a free radical with a long lifetime in biological environments, and to overcome the limitations of traditional spin traps, such as iron chelates, which are unstable in biological milieus. The researchers synthesized a series of dendrimers with terminal nitronyl nitroxide groups and evaluated their reaction rates with NO?, their spin-trapping capacity, and their stability under various experimental conditions. The key chemicals used in the synthesis process included 2-(4-carboxyphenyl)-4,4,5,5-tetramethylimidazoline 3-oxide, N-hydroxysuccinimide, 1,3-dicyclohexylcarbodiimide, and various dendrimers like poly(propyleneimine tetraamine) dendrimers (DAB-Am).
10.1016/0008-6215(83)88218-4
The research focuses on the synthesis of w-aminoalkyl β-glycosides of N-acetylmuramyl-L-alanyl-D-isoglutamine (MDP) and their conjugates with meningococcal group C polysaccharide, aiming to enhance the immunogenicity of the polysaccharide antigen. Key chemicals involved in the study include 2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyrano)-[2,1-d]-2-oxazoline, 6-(benzyloxycarbonylamino)-1-hexanol, L-alanyl-D-isoglutamine benzyl ester hydrochloride, and N-hydroxysuccinimide. The researchers synthesized the 6-aminohexyl β-glycoside of MDP and its spacer-arm-linked analog (3.8 nm) and coupled these with meningococcal group C polysaccharide. The resulting conjugates exhibited enhanced antigenicity in vitro but did not show enhanced immunogenicity in vivo.
10.1016/S0040-4020(01)96070-3
The research describes the successful total synthesis of the dimeric alkaloid amauromine, a compound of interest due to its unique structure and biological activity as a vasodilator. The purpose of the study was to achieve the first total synthesis of amauromine using a convergent synthetic route based on the thio-Claisen rearrangement reaction through a sulphonium salt, starting from L-tryptophan. Key chemicals used in the synthesis include L-tryptophan, phosphorus pentasulfide, methyl iodide, dicyclohexylcarbodiimide (DCC), N-hydroxysuccinimide (HOSu), potassium carbonate, prenyl bromide, titanium tetrachloride, and lithium aluminium hydride. The synthesis involved multiple steps, including oxidation, esterification, introduction of methylthio function, formation of the key intermediate diketopiperazine, thio-Claisen rearrangement, catalytic reduction, and reductive desulphurization. The final step involved concurrent cyclization and reductive desulphurization using TiCl4-LiAlH4 to obtain amauromine. The study concluded that the total synthesis was achieved with a yield of 15%, and the synthesized amauromine was identical to the natural compound in all respects, confirming the success of the synthetic route. This achievement supports the hypothesis on the mode of introduction of the inverted isoprene unit in related indole alkaloids and provides a potential pathway for the biosynthesis of amauromine.
10.1021/jo5025464
The research focuses on the development of a general method for the preparation of active esters through palladium-catalyzed alkoxycarbonylation of aryl bromides. The study explores the use of various oxygen nucleophiles, including N-hydroxysuccinimide (NHS), pentafluorophenol (PFP), hexafluoroisopropanol (HFP), 4-nitrophenol, and N-hydroxyphthalimide, to synthesize active esters with high functional group tolerance and good to excellent isolated yields. The methodology was further extended to access a synthetic precursor to the HIV-protease inhibitor, saquinavir. The experiments involved the use of a Pd catalyst, ligands, and carbon monoxide (CO) under specific conditions to achieve the desired transformations. The analyses used to characterize the products included 1H NMR, 13C NMR, 19F NMR, and HRMS, providing detailed spectral data to confirm the structures of the synthesized active esters.
10.1039/c2jm16598h
The study presents the synthesis and application of a novel molecule, lysine-dopamine (LDA), which was inspired by the adhesive properties of mussels and the bio-functionality of L-lysine. LDA serves as a universal modifier for various surfaces to enhance their biocompatibility, cell adhesion, and promote cell growth. The chemicals used in the study include L-lysine, N-hydroxysuccinimide (NHS), di-t-butyl dicarbonate ((Boc)2O), dopamine hydrochloride (DA-HCl), and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC-HCl) for the synthesis of LDA. These chemicals were utilized in a series of reactions to create LDA, which was then applied to different substrates through a simple dip-coating process. The purpose of these chemicals was to create a functional molecule that could mimic the strong adhesion properties of mussel proteins and improve the biocompatibility of surfaces for biomedical applications.