17696-11-6 Archives - Page 4 of 11 - Bromides-buliding-blocks

Zhao, Hong-Yi’s team published research in Journal of Medicinal Chemistry in 2022 | CAS: 17696-11-6

8-Bromooctanoic acid(cas: 17696-11-6) acid is used in the synthesis of 8-(N-Methyl-4,4′-bipyridinyl)- octanoic acid. 8-Mercaptooctanoic acid was prepared from 8-bromooctanoic acid. And 8-Bromooctanoic Acid is a useful compound for sonodynamic therapy.Product Details of 17696-11-6

Product Details of 17696-11-6In 2022 ,《Discovery of Potent PROTACs Targeting EGFR Mutants through the Optimization of Covalent EGFR Ligands》 appeared in Journal of Medicinal Chemistry. The author of the article were Zhao, Hong-Yi; Wang, Hai-Peng; Mao, Yu-Ze; Zhang, Hao; Xin, Minhang; Xi, Xiao-Xiao; Lei, Hao; Mao, Shuai; Li, Dong-Hui; Zhang, San-Qi. The article conveys some information:

To overcome the intractable problem of drug resistance, proteolysis targeting chimeras (PROTACs) targeting EGFR mutants were developed by optimizing covalent EGFR ligands. Covalent or reversible covalent pyrimidine- or purine-containing PROTACs were designed, synthesized, and evaluated. As a consequence, covalent PROTAC I, with a novel purine-containing EGFR ligand, was discovered as a highly potent degrader against EGFRL858R/T790M and EGFRdel19, reaching the lowest DC50 values among all reported EGFR-targeting PROTACs. Furthermore, I exhibited excellent cellular activity against the H1975 and HCC827 cell lines with high selectivity. Mechanism investigation indicated that the lysosome was involved in the degradation process. Importantly, the covalent binding strategy was proven to be an effective approach for the design of PROTACs targeting EGFRL858R/T790M, which laid the practical foundation for further development of potent EGFR-targeting PROTACs. After reading the article, we found that the author used 8-Bromooctanoic acid(cas: 17696-11-6Product Details of 17696-11-6)

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Feizi, Zahra Hosseinpour’s team published research in Carbohydrate Polymers in 2021 | CAS: 17696-11-6

Feizi, Zahra Hosseinpour; Fatehi, Pedram published their research in Carbohydrate Polymers in 2021. The article was titled 《Interaction of hairy carboxyalkyl cellulose nanocrystals with cationic surfactant: Effect of carbon spacer》.Quality Control of 8-Bromooctanoic acid The article contains the following contents:

Tuning the surface chem. of nanocellulose is essential for developing its end-use applications. Herein, different carboxyalkylated cellulose nanocrystals (CNC) with similar charge densities but with tunable hairy structures were produced. The effect of carbon spacer of the grafted groups on the interaction of the CNC and a cationic surfactant, myristyl tri-Me ammonium bromide (MTAB), at different pH and salinity was explored. The CNC with longer grafted chain length was more hydrophobic, adsorbed more MTAB, and formed a more compact MTAB ad-layer than did CNC with the shorter chain length. Also, the adsorption was higher at neutral pH, implying a high electrostatic attraction and hydrophobic interaction between substrates. The hydrophobic interaction of MTAB and hairy CNC in saline systems improved its adsorption. Although MTAB adsorbed more when its concentration was higher than its critical micelle concentration (CMC), the adsorbed ad-layer had a less compact structure on the CNC surfaces. The experimental part of the paper was very detailed, including the reaction process of 8-Bromooctanoic acid(cas: 17696-11-6Quality Control of 8-Bromooctanoic acid)

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wang, Junhua’s team published research in Asian Journal of Organic Chemistry in 2018 | CAS: 17696-11-6

In 2018,Wang, Junhua; Li, Guo-Xing; He, Gang; Chen, Gong published 《Photoredox-mediated Minisci alkylation of N-heteroarenes using carboxylic acids and hypervalent iodine》.Asian Journal of Organic Chemistry published the findings.Related Products of 17696-11-6 The information in the text is summarized as follows:

A new protocol of photoredox-mediated Minisci alkylation of N-heteroarenes with aliphatic carboxylic acids was developed to obtain alkylated heterocycles e.g. I. Using Ru(bpy)3Cl2 as photocatalyst and acetoxybenziodoxole as oxidant, a variety of primary, secondary and tertiary alkyl groups could be efficiently incorporated into various electron-deficient N-heteroarenes. This protocol demonstrated excellent substrate scope and good functional group tolerance and could applied to late-stage functionalization of complex mols. The experimental process involved the reaction of 8-Bromooctanoic acid(cas: 17696-11-6Related Products of 17696-11-6)

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Grolla, Ambra A.’s team published research in Journal of Biological Chemistry in 2020 | CAS: 17696-11-6

《A nicotinamide phosphoribosyltransferase-GAPDH interaction sustains the stress-induced NMN/NAD+ salvage pathway in the nucleus》 was written by Grolla, Ambra A.; Miggiano, Riccardo; Marino, Daniele Di; Bianchi, Michele; Gori, Alessandro; Orsomando, Giuseppe; Gaudino, Federica; Galli, Ubaldina; Del Grosso, Erika; Mazzola, Francesca; Angeletti, Carlo; Guarneri, Martina; Torretta, Simone; Calabro, Marta; Boumya, Sara; Fan, Xiaorui; Colombo, Giorgia; Travelli, Cristina; Rocchio, Francesca; Aronica, Eleonora; Wohlschlegel, James A.; Deaglio, Silvia; Rizzi, Menico; Genazzani, Armando A.; Garavaglia, Silvia. Quality Control of 8-Bromooctanoic acid And the article was included in Journal of Biological Chemistry in 2020. The article conveys some information:

All cells require sustained intracellular energy flux, which is driven by redox chem. at the subcellular level. NAD+, its phosphorylated variant NAD(P)+, and its reduced forms NAD(P)/NAD(P)H are all redox cofactors with key roles in energy metabolism and are substrates for several NAD-consuming enzymes (e.g. poly(ADP-ribose) polymerases, sirtuins, and others). The nicotinamide salvage pathway, constituted by NMN adenylyltransferase (NMNAT) and nicotinamide phosphoribosyltransferase (NAMPT), mainly replenishes NAD+ in eukaryotes. However, unlike NMNAT1, NAMPT is not known to be a nuclear protein, prompting the question of how the nuclear NAD+ pool is maintained and how it is replenished upon NAD+ consumption. In the present work, using human and murine cells; immunoprecipitation, pulldown, and surface plasmon resonance assays; and immunofluorescence, small-angle X-ray scattering, and MS-based analyses, we report that GAPDH and NAMPT form a stable complex that is essential for nuclear translocation of NAMPT. This translocation furnishes NMN to replenish NAD+ to compensate for the activation of NAD-consuming enzymes by stressful stimuli induced by exposure to H2O2 or S-nitrosoglutathione and DNAdamage inducers. These results indicate that by forming a complex with GAPDH, NAMPT can translocate to the nucleus and thereby sustain the stress-induced NMN/NAD salvage pathway. In the part of experimental materials, we found many familiar compounds, such as 8-Bromooctanoic acid(cas: 17696-11-6Quality Control of 8-Bromooctanoic acid)

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Linnebank, Pim R.’s team published research in Chemistry – A European Journal in 2020 | CAS: 17696-11-6

《Regioselective Hydroformylation of Internal and Terminal Alkenes via Remote Supramolecular Control》 was published in Chemistry – A European Journal in 2020. These research results belong to Linnebank, Pim R.; Ferreira, Stephan Falcao; Kluwer, Alexander M.; Reek, Joost N. H.. Computed Properties of C8H15BrO2 The article mentions the following:

Herein, the redesign of a supramol. Rh-bisphosphite hydroformylation catalyst containing a neutral carboxylate receptor (DIM pocket) with a larger distance between the phosphite metal binding moieties and the DIM pocket was reported. For the first time regioselective hydroformylation of internal CH3(CH2)nCH:CH(CH2)7C(O)OH (n = 3, 5, 7), CH3CH:CH(CH2)nC(O)OH (n = 6, 7) and terminal CH2:CH(CH2)nC(O)OH (n = 2, 3, 4, etc.) alkenes containing a remote carboxylate directing group is demonstrated. For carboxylate substrates that possess an internal double bond at the Δ-9 position, regioselectivity was observed As such, the catalyst was used to hydroformylate natural monounsaturated fatty acids (MUFAs) in a regioselective fashion, forming of an excess of the 10-formyl product (10-formyl/9-formyl product ratio of 2.51), which is the first report of a regioselective hydroformylation reaction of such substrates. The experimental process involved the reaction of 8-Bromooctanoic acid(cas: 17696-11-6Computed Properties of C8H15BrO2)

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Kawashima, Kanako’s team published research in Chemical Biology & Drug Design in 2022 | CAS: 17696-11-6

In 2022,Kawashima, Kanako; Hirota-Tsukimachi, Mayuko; Toma, Tsugumasa; Koga, Ryoko; Iwamaru, Kana; Kanemaru, Yosuke; Yanae, Misato; Ahagon, Ami; Nakamura, Yurine; Anraku, Kensaku; Tateishi, Hiroshi; Gohda, Jin; Inoue, Jun-ichiro; Otsuka, Masami; Fujita, Mikako published an article in Chemical Biology & Drug Design. The title of the article was 《Development of chimeric receptor activator of nuclear factor-kappa B with glutathione S-transferase in the extracellular domain: Artificial switch in a membrane receptor》.Application In Synthesis of 8-Bromooctanoic acid The author mentioned the following in the article:

Various chimeric receptors have been developed and used for biol. experiments In the present study, we constructed three types of chimeric receptor activator of nuclear factor-kappa B (RANK) with the glutathione S-transferase (GST) protein in the extracellular domain, and stimulated them using newly synthesized chem. trimerizers with three glutathiones. Although this stimulation did not activate these proteins, we unexpectedly found that the chimera named RANK-GST-SC, in which GST replaced a major part of the RANK extracellular domain, activated nuclear factor-kappa B (NF-κB) signaling approx. sixfold more strongly than wild-type RANK without the ligand. The dimerization of extracellular GST is considered to function as a switch outside the cell, and signal transduction then occurs. GST has been widely employed as a tag for protein purification; GST-fusion protein can be conveniently captured by glutathione-conjugated beads and easily purified from impurity. The present study is a pioneering example of the novel utility of GST and provides information for the development of new chem. biol. systems.8-Bromooctanoic acid(cas: 17696-11-6Application In Synthesis of 8-Bromooctanoic acid) was used in this study.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Groendyke, Brian J.’s team published research in Journal of Organic Chemistry in 2019 | CAS: 17696-11-6

HPLC of Formula: 17696-11-6In 2019 ,《Fenton-Inspired C-H Functionalization: Peroxide-Directed C-H Thioetherification》 was published in Journal of Organic Chemistry. The article was written by Groendyke, Brian J.; Modak, Atanu; Cook, Silas P.. The article contains the following contents:

Substoichiometric iron mediates the thioetherification of unactivated aliphatic C-H bonds directed by resident silylperoxides. Upon exposure to a catalytic amount of iron(II) triflate, TIPS-protected peroxides bearing primary, secondary, and tertiary C-H sites undergo chemoselective thioetherification of remote C-H bonds with diaryl disulfides. The reaction demonstrates a broad substrate scope and functional group tolerance without the use of any noble metal additives. Mechanistic experiments suggest that the reaction proceeds through 1,5-H atom abstraction by a hydroxyl radical generated with iron. The results came from multiple reactions, including the reaction of 8-Bromooctanoic acid(cas: 17696-11-6HPLC of Formula: 17696-11-6)

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Shen, Ke’s team published research in Angewandte Chemie, International Edition in 2021 | CAS: 17696-11-6

Shen, Ke; Bai, Bing; Liu, Yu-Hsuan; Lowary, Todd L. published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Synthesis of a Tridecasaccharide Lipooligosaccharide Antigen from the Opportunistic Pathogen Mycobacterium kansasii》.Category: bromides-buliding-blocks The article contains the following contents:

The outer surfaces of mycobacteria, including the organism that causes tuberculosis, are decorated with an array of immunomodulatory glycans. Among these are lipooligosaccharides (LOSs), a class of mols. for which the function remains poorly understood. We describe the chem. synthesis of the glycan portion of a tridecasaccharide LOS from the opportunistic pathogen Mycobacterium kansasii. The target contains a number of unusual structural motifs that complicate its assembly and is the most complex mycobacterial LOS glycan to be synthesized to date when considering size and number of unique monosaccharides and glycosidic linkages. These studies not only provide a road-map for the preparation of addnl. members of this family of glycans, but also provides a valuable probe for use in structure-activity relationship investigations.8-Bromooctanoic acid(cas: 17696-11-6Category: bromides-buliding-blocks) was used in this study.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Shibuya, Kimiyuki’s team published research in Bioorganic & Medicinal Chemistry in 2018 | CAS: 17696-11-6

In 2018,Shibuya, Kimiyuki; Kawamine, Katsumi; Miura, Toru; Ozaki, Chiyoka; Edano, Toshiyuki; Mizuno, Ken; Yoshinaka, Yasunobu; Tsunenari, Yoshihiko published 《Design, synthesis and pharmacology of aortic-selective acyl-CoA: Cholesterol O-acyltransferase (ACAT/SOAT) inhibitors》.Bioorganic & Medicinal Chemistry published the findings.COA of Formula: C8H15BrO2 The information in the text is summarized as follows:

We describe our mol. design of aortic-selective acyl-CoA:cholesterol O-acyltransferase (ACAT, also abbreviated as SOAT) inhibitors, their structure-activity relationships (SARs) and their pharmacokinetic (PK) and pharmacol. profiles. The connection of two weak ligands-N-(2,6-diisopropylphenyl)acetamide (50% inhibitory concentration [IC50] = 8.6 μM) and 2-(methylthio)benzo[d]oxazole (IC50 = 31 μM)-via a linker comprising a 6 methylene group chains yielded a highly potent mol., 9-(benzo[d]oxazol-2-ylthio)-N-(2,6-diisopropylphenyl)nonanamide (3h) that exhibited high potency (IC50 = 0.004 μM) toward aortic ACAT. This head-to-tail design made it possible to markedly enhance the activity to 2150- to 7750-fold and to discriminate the isoform-selectivity based on the double-induced fit mechanism. At doses of 1 and 3 mg/kg, 3h significantly decreased the lipid-accumulation areas in the aortic arch to 74 and 69%, resp. without reducing the plasma total cholesterol level in high fat- and cholesterol-fed F1B hamsters. Here, we demonstrate the antiatherosclerotic effect of 3h in vivo via its direct action on aortic ACAT and its powerful modulator of cholesterol level. This mol. is a potential therapeutic agent for the treatment of diseases involving ACAT-1 overexpression. In the experiment, the researchers used 8-Bromooctanoic acid(cas: 17696-11-6COA of Formula: C8H15BrO2)

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Tang, Qun’s team published research in Bioorganic & Medicinal Chemistry Letters in 2022 | CAS: 17696-11-6

In 2022,Tang, Qun; Xie, Yu; Liu, Yongpeng; Zheng, Lifang published an article in Bioorganic & Medicinal Chemistry Letters. The title of the article was 《Synthesis of mitochondria-targeted menadione cation derivatives: Inhibiting mitochondrial thioredoxin reductase (TrxR2) and inducing apoptosis in MGC-803 cells》.Application In Synthesis of 8-Bromooctanoic acid The author mentioned the following in the article:

Menadione (VK3) is used as a powerful inducer of cellular reactive oxygen species (ROS) for many years and displays high anti-cancer activities in vivo. Recently, the development of mitochondria-targeted drugs has been more and more appreciated. Here, thirteen derivatives of VK3, I [R1 = H, Me, MeO, R2 = pyridinium, quinolinium, triphenylphosphonium, n = 9, 6, 4], were synthesized, which could localize in mitochondria by the triphenylphosphonium (TPP) cation or the nitrogen-based cation. The results of cytotoxicity from six human cancer cell lines showed that the targeted compounds I displayed higher activity than VK3 with the average IC50 value around 1μM. The results of cytotoxicity indicated that the substituents on C-2, the linear alkyl chains on C-3 and the cation moiety all could affect the cytotoxicity. The mechanistic studies showed that five representative compounds, I [R1 = Me, R2 = triphenylphosphonium, n = 9; R1 = MeO, R2 = triphenylphosphonium, n = 9; R1 = Me, R2 = pyridinium, n = 9; R1 = Me, R2 = quinolinium, n = 9; R1 = Me, R2 = triphenylphosphonium, n = 4], could localize in cellular mitochondria, elicit ROS burst and collapse mitochondrial membrane potential (ΔΨm), leading to cytochrome C release and apoptosis in MGC-803 cells. Particularly, they could obviously inhibit mitochondrial thioredoxin reductase TrxR2 expression, thus leading to aggravate cellular oxidative stress. In the experiment, the researchers used 8-Bromooctanoic acid(cas: 17696-11-6Application In Synthesis of 8-Bromooctanoic acid)

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary