38113-78-9

Upstream product

• 2969-81-5 Ethyl 4-bromobutyrate 
• 100-61-8 N-methylaniline 
• 121-69-7 N,N-dimethyl-aniline 
• 140-88-5 ethyl acrylate 
• 154195-37-6 ethyl-4-(phenylamino)butanoate 
• 74-88-4 methyl iodide 
• 3422-01-3 tert-butyl phenylcarbamate 

Downstream Products

• 26488-79-9 4-(methyl(phenyl)amino)butanoic acid 

Relevant academic research and scientific papers

Molecular Tuning of Styryl Dyes Leads to Versatile and Efficient Plasma Membrane Probes for Cell and Tissue Imaging

The plasma membrane (PM) plays a major role in many biological processes; therefore, its proper fluorescence staining is required in bioimaging. Among the commercially available PM probes, styryl dye FM1-43 is one of the most widely used. In this work, we demonstrated that fine chemical modifications of FM1-43 can dramatically improve the PM staining. The newly developed probes, SP-468 and SQ-535, were found to display enhanced photophysical properties (reduced cross-talk, higher brightness, improved photostability) and, unlike FM1-43, provided excellent and immediate PM staining in 5 different mammalian cell types including neurons (primary culture and tissue imaging). Taking advantage of these features, we successfully used SP-468 in STED super resolution neuronal imaging. Additionally, we showed that the new probes displayed differences in their internalization pathways compared to their parent FM1-43. Finally, we showed that the new probes kept the ability to stain the PM of plant cells. Overall, this work presents new useful probes for PM imaging in cells and tissues and provides insights on the molecular design of new PM targeting molecules.

Alkylation of the α-amino C-H bonds of anilines photocatalyzed by a DMEDA-Cu-benzophenone complex: reaction scope and mechanistic studies

The Cu(ii) complex1incorporating a BP chromophore is a highly active and chemoselective photocatalyst for the alkylation of α-amino C-H bonds of anilines. The reaction was shown to proceed with a broad substrate scope in the absence of additives. Extensive mechanistic studies were performed, in particular using transient absorption spectroscopy, and spectroscopic signatures of key intermediates were identified in the conditions of catalysis. Finally, the ability of1to act as a multitask catalyst was showcased by conducting multi-component CuAAC and olefin hydroalkylation reactions in one-pot.

Identification of 5-Substituted 2-Acylaminothiazoles That Activate Tat-Mediated Transcription in HIV-1 Latency Models

The persistent reservoir of cells latently infected with human immunodeficiency virus (HIV)-integrated proviral DNA necessitates lifelong suppressive antiretroviral therapy (ART). Epigenetic targeted compounds have shown promise as potential latency-reversing agents; however, these drugs have undesirable toxicity and lack specificity for HIV. We utilized a novel HEK293-derived FlpIn dual-reporter cell line, which quantifies specific HIV provirus reactivation (LTR promoter) relative to nonspecific host cell gene expression (CMV promoter), to identify the 5-substituted 2-acylaminothiazole hit class. Here, we describe the optimization of the hit class, defining the functionality necessary for HIV gene activation and for improving in vitro metabolism and solubility. The optimized compounds displayed enhanced HIV gene expression in HEK293 and Jurkat 10.6 latency cellular models and increased unspliced HIV RNA in resting CD4+ T cells isolated from HIV-infected individuals on ART, demonstrating the potential of the 2-acylaminothiazole class as latency-reversing agents.

Dual Benzophenone/Copper-Photocatalyzed Giese-Type Alkylation of C(sp3)?H Bonds

Photocatalyzed Giese-type alkylations of C(sp3)?H bonds are very attractive reactions in the context of atom-economy in C?C bond formation. The main limitation of such reactions is that when using highly polymerizable olefin acceptors, such as unsubstituted acrylates, acrylonitrile, or methyl vinyl ketone, radical polymerization often becomes the dominant or exclusive reaction pathway. Herein, we report that the polymerization of such olefins is strongly limited or suppressed when combining the photocatalytic activity of benzophenone (BP) with a catalytic amount of Cu(OAc)2. Under mild and operationally simple conditions, the Giese adducts resulting from the C(sp3)?H functionalization of amines, alcohols, ethers, and cycloalkanes could be synthesized. Preliminary mechanistic studies have revealed that the reaction does not proceed through a radical chain, but through a dual BP/Cu photocatalytic process, in which both CuII and low-valent CuI/0 species, generated in situ by reduction by the BP ketyl radical, may react with α-keto or α-cyano intermediate radicals, thus preventing polymerization.

ACTIVATORS OF HIV LATENCY

The present invention relates to novel compounds which active HIV expression in latently infected cells. More particularly, the invention relates to pharmaceutical compositions comprising the novel compounds and their use in activating HIV expression in latently infected cells. Further still, the invention relates to pharmaceutical compositions comprising the novel compounds in combination with anti-HIV therapy compounds and their use in treating HIV infection in both animals and humans. The invention further provides means for preparing the compounds.

The coupling of tertiary amines with acrylate derivatives via visible-light photoredox catalysis

Catalyzed by Ru(bpy)3(BF4)2, the photoredox coupling of tertiary amines with acrylate derivatives including Baylis-Hillman adducts under visible light irradiation was successfully established. The scope of the substrates w

Ultrasound stimulated nucleation and growth of a dye assembly into extended gel nanostructures

A squaraine dye functionalized with a bulky trialkoxy phenyl moiety through a flexible diamide linkage (GA-SQ) capable of undergoing self-assembly has been synthesized and fully characterized. Rapid cooling of a hot solution of GA-SQ to 0 °C results in se

Efficient unimolecular deprotonation of aniline radical cations

Deprotonation of the radical cations of aromatic amines, such as anilines, generally occurs much more slowly than other fragmentation reactions. Here we report a stereoelectronic effect involving twisting of the anilino group out of the plane of the benze

Aggregation of a Surfactant Squaraine in Langmuir-Blodgett Films, Solids, and Solution

The aggregation of a surfactant squaraine, 4-(N-methyl-N-(carboxypropyl)amino)phenyl-4'-(N,N-dibutylamino)phenylsquaraine (SBA), has been studied in a variety of media, including organic solvents, aqueous cyclodextrin (CD) solutions, vesicles, monolayers,