Category: 83152-22-1

On April 30, 2020, Kim, Jong Seung; Sharma, Amit; Lee, Min Goo; Won, Miae; Lee, Jin Yong; Chi, Sung-Gil; Sessler, Jonathan L. published a patent.Quality Control of (6-Bromohexyl)triphenylphosphonium bromide The title of the patent was Anticancer prodrug for overcoming drug resistance. And the patent contained the following:

Disclosed is an anticancer prodrug that disturbs energy metabolism in cancer cells to overcome drug resistance. The anticancer prodrug has a structure including a pyruvate dehydrogenase kinase (PDK) inhibitor moiety, a mitochondrial targeting group, and an anthracycline moiety reversibly connected to the PDK inhibitor moiety and the targeting group. The experimental process involved the reaction of (6-Bromohexyl)triphenylphosphonium bromide(cas: 83152-22-1).Quality Control of (6-Bromohexyl)triphenylphosphonium bromide

The Article related to anticancer prodrug drug resistance pyruvate dehydrogenase kinase inhibitor, Pharmaceuticals: Pharmaceutics and other aspects.Quality Control of (6-Bromohexyl)triphenylphosphonium bromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

On December 7, 2006, Ju-Nam, Yon; Bricklebank, Neil; Allen, David W.; Gardiner, Philip H. E.; Light, Mark E.; Hursthouse, Michael B. published an article.Safety of (6-Bromohexyl)triphenylphosphonium bromide The title of the article was Phosphonioalkylthiosulfate zwitterions-new masked thiol ligands for the formation of cationic functionalised gold nanoparticles. And the article contained the following:

The authors report the synthesis and structural characterization of a new family of stable phosphonioalkylthiosulfate zwitterions, R3P+(CH2)nS2O3- (R = Ph or Bu, n = 3,4,6, 8 or 10) which behave as cationic masked thiolate ligands with applications in the functionalization of gold nanoparticles, having potential as new diagnostic biorecognition systems. The ligands were prepared by treatment of ω-bromoalkylphosphonium salts with sodium thiosulfate. The crystal and mol. structures of the zwitterions (R = Ph, n = 3) and (R = Bu, n = 3) were determined A series of phosphonioalkanethiolate-capped gold nanoparticles dispersed in water was prepared by borohydride reduction of potassium tetrachloroaurate in the presence of the zwitterions in a dichloromethane-water system. UV-visible spectroscopy and scanning transmission electron-microscopy indicated that capped nanoparticles of ∼5 nm diameter were present. The experimental process involved the reaction of (6-Bromohexyl)triphenylphosphonium bromide(cas: 83152-22-1).Safety of (6-Bromohexyl)triphenylphosphonium bromide

The Article related to phosphonioalkylthiosulfate zwitterion masked thiol ligand cationic functionalized gold nanoparticle, Biochemical Methods: Apparatus and other aspects.Safety of (6-Bromohexyl)triphenylphosphonium bromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

On March 26, 2020, Hu, Sung; Ferraro, Mariarosaria; Thomas, Ajesh P.; Chung, Jeong Min; Yoon, Nam Gu; Seol, Ji-Hoon; Kim, Sangpil; Kim, Han-ul; An, Mi Young; Ok, Haewon; Jung, Hyun Suk; Ryu, Ja-Hyoung; Colombo, Giorgio; Kang, Byoung Heon published an article.Recommanded Product: (6-Bromohexyl)triphenylphosphonium bromide The title of the article was Dual Binding to Orthosteric and Allosteric Sites Enhances the Anticancer Activity of a TRAP1-Targeting Drug. And the article contained the following:

The mol. chaperone TRAP1 is the mitochondrial paralog of Hsp90 and is overexpressed in many cancer cells. The orthosteric ATP-binding site of TRAP1 has been considered the primary inhibitor binding location, but TRAP1 allosteric modulators have not yet been investigated. Here, we generated and characterized the Hsp90 inhibitor PU-H71, conjugated to the mitochondrial delivery vehicle triphenylphosphonium (TPP) with a C10 carbon spacer, named SMTIN-C10, to enable dual binding to orthosteric and allosteric sites. In addition to tight binding with the ATP-binding site through the PU-H71 moiety, SMTIN-C10 interacts with the E115 residue in the N-terminal domain through the TPP moiety and subsequently induces structural transition of TRAP1 to a tightly packed closed form. The data indicate the existence of a druggable allosteric site neighboring the orthosteric ATP pocket that can be exploited to develop potent TRAP1 modulators. The experimental process involved the reaction of (6-Bromohexyl)triphenylphosphonium bromide(cas: 83152-22-1).Recommanded Product: (6-Bromohexyl)triphenylphosphonium bromide

The Article related to dual binding orthosteric allosteric site trap1 modulator cancer, Pharmacology: Structure-Activity and other aspects.Recommanded Product: (6-Bromohexyl)triphenylphosphonium bromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

On October 11, 2018, Sharma, Amit; Lee, Min-Goo; Shi, Hu; Won, Miae; Arambula, Jonathan F.; Sessler, Jonathan L.; Lee, Jin Yong; Chi, Sung-Gil; Kim, Jong Seung published an article.Application In Synthesis of (6-Bromohexyl)triphenylphosphonium bromide The title of the article was Overcoming Drug Resistance by Targeting Cancer Bioenergetics with an Activatable Prodrug. And the article contained the following:

Nearly without exception, all known cancer chemotherapeutics elicit a resistance response over time. The resulting resistance is correlated with poor clin. outcomes. Here, we report an approach to overcoming resistance through reprogramming oncogene-directed alterations in mitochondrial metabolism before drug activation while simultaneously circumventing drug efflux pumps. Conjugate C1 increases cancer cell apoptosis and inhibits regrowth of drug-resistant tumors, as inferred from efficacy studies carried out in human cancer cells and in Dox-resistant xenograft tumor models. It also displays minimal whole-animal toxicity. These benefits are ascribed to an ability to evade chemoresistance by switching cancer cell metabolism back to normal mitochondrial oxidative phosphorylation while helping target the active Dox to first the mitochondrion and then the nucleus. The experimental process involved the reaction of (6-Bromohexyl)triphenylphosphonium bromide(cas: 83152-22-1).Application In Synthesis of (6-Bromohexyl)triphenylphosphonium bromide

The Article related to cancer doxorubicin drug resistance bioenergetics, Placeholder for records without volume info and other aspects.Application In Synthesis of (6-Bromohexyl)triphenylphosphonium bromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

On October 22, 2019, Jeena, M. T.; Jeong, Keunsoo; Go, Eun Min; Cho, Yuri; Lee, Seokyung; Jin, Seongeon; Hwang, Suk-Won; Jang, Joo Hee; Kang, Chi Soo; Bang, Woo-Young; Lee, Eunji; Kwak, Sang Kyu; Kim, Sehoon; Ryu, Ja-Hyoung published an article.Category: bromides-buliding-blocks The title of the article was Heterochiral Assembly of Amphiphilic Peptides Inside the Mitochondria for Supramolecular Cancer Therapeutics. And the article contained the following:

Self-assembly of peptides containing both L- and D-isomers often results in nanostructures with enhanced properties compared to their enantiomeric analogs, such as faster kinetics of formation, higher mech. strength, and enzymic stability. However, occurrence and consequences of the heterochiral assembly in the cellular microenvironment are unknown. In this study, we monitored heterochiral assembly of amphiphilic peptides inside the cell, specifically mitochondria of cancer cells, resulting in nanostructures with refined morphol. and biol. properties owing to the superior interaction between the backbones of opposite chirality. We have designed a mitochondria penetrating tripeptide containing a di-Ph alanine building unit, named as Mito-FF due to their mitochondria targeting ability. The short peptide amphiphile, Mito-FF co-assembled with its mirror pair, Mito-ff, induced superfibrils of around 100 nm in diameter and 0.5-1μm in length, while enantiomers formed only narrow fibers of 10 nm in diameter The co-administration of Mito-FF and Mito-ff in the cell induced drastic mitochondrial disruption both in vitro and in vivo. The exptl. and theor. analyses revealed that pyrene capping played a major role in inducing superfibril morphol. upon the co-assembly of racemic peptides. This work shows the impact of chirality control over the peptide self-assembly inside the biol. system, thus showing a potent strategy for fabricating promising peptide biomaterials by considering chirality as a design modality. The experimental process involved the reaction of (6-Bromohexyl)triphenylphosphonium bromide(cas: 83152-22-1).Category: bromides-buliding-blocks

The Article related to heterochiral amphiphilic peptide mitochondria supramol antitumor, heterochiral assembly, intramitochondrial, self-assembly, supramolecular therapy, Pharmaceuticals: Formulation and Compounding and other aspects.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

On September 10, 2019, Saha, Pranab Chandra; Chatterjee, Tanima; Pattanayak, Rudradip; Das, Rabi Sankar; Mukherjee, Ayan; Bhattacharyya, Maitree; Guha, Samit published an article.Synthetic Route of 83152-22-1 The title of the article was Targeting and Imaging of Mitochondria Using Near-Infrared Cyanine Dye and Its Application to Multicolor Imaging. And the article contained the following:

Herein, we report water-soluble mitochondria-selective mols. that consist of a target-specific moiety conjugated with a near-IR (NIR) imaging agent through variable spacer length. The presented NIR fluorescent cyanine-5 (Cy-5) chromophore exhibits excellent photostability, narrow NIR absorption and emission bands, high molar extinction coefficient, high fluorescence quantum yield, and long fluorescence lifetime. The biol. compatibility and negligible cytotoxicity further make the dye an attractive choice for biol. applications. Confocal fluorescence microscopic studies in the fixed human lung carcinoma cell line (A549) stained with the targeting NIR Cy-5 dyes (Cy-5a and Cy-5b) at 700 nM concentration show their cellular uptake and localization, which is compared with the nontargeting Cy-5c. Mitochondrial target specificity is demonstrated by colocalization experiments using the mitochondrion-tracking probe, MitoTracker Red and lysosome-tracking probe, LysoTracker Green. Multicolor imaging of cellular organelles in A549 cells is achieved in combination with suitable target-specific dyes with distinct excitation and emission, such as green emitting FM 1-43FX to selectively image the plasma membrane, blue-fluorescent DAPI to stain the nucleus, and the synthesized NIR Cy-5 to image the mitochondria. Higher accumulation of the dye inside the cancer cell mitochondria compared to the noncancerous cell is also demonstrated. The experimental process involved the reaction of (6-Bromohexyl)triphenylphosphonium bromide(cas: 83152-22-1).Synthetic Route of 83152-22-1

The Article related to fluorescence multicolor imaging mitochondria ir cyanine dye, Biochemical Methods: Spectral and Related Methods and other aspects.Synthetic Route of 83152-22-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

On May 20, 2020, Chandra Saha, Pranab; Das, Rabi Sankar; Chatterjee, Tanima; Bhattacharyya, Maitree; Guha, Samit published an article.Application In Synthesis of (6-Bromohexyl)triphenylphosphonium bromide The title of the article was Supramolecular β-Sheet Forming Peptide Conjugated with Near-Infrared Chromophore for Selective Targeting, Imaging, and Dysfunction of Mitochondria. And the article contained the following:

Herein, conjugation of the amyloid-β (Aβ) peptide fragment, Lys-Leu-Val-Phe-Phe (KLVFF, fragment of Aβ16-20), with an unsym. near-IR (NIR) cyanine-5 (Cy-5) chromophore is achieved using microwave-assisted solid phase synthesis on 2-chlorotrityl chloride resin. Selective mitochondria tracking and staining in human carcinoma cells are accomplished by the KLVFF/Cy-5 conjugate containing triphenylphosphonium functionality, and this is compared to a control mol. KLVFF/Cy-5c. Mitochondrial target specificity of KLVFF/Cy-5 is established by the colocalization assay using mitochondria selective probe MitoTracker Red, which is monitored by confocal laser scanning microscope and shows a high Pearson’s correlation coefficient The KLVFF/Cy-5 conjugate has high photostability, NIR absorption/emission, high molar extinction coefficient, narrow absorption/emission band, high fluorescence lifetime, and high fluorescence quantum yield. Moreover, mitochondria targeting KLVFF/Cy-5 conjugate reaches the critical aggregation concentration inside the mitochondria of cancer cells due to the strong neg. inner mitochondrial membrane potential [(ΔΨm)cancer -220 mV] and self-assembles to form amyloid fibrils at the target site, which is responsible for the mitochondrial dysfunction and cytotoxicity. Annexin V-FITC/PI apoptosis detection assay is used to determine the signal pathway of mitochondria targeted cellular dysfunction. The experimental process involved the reaction of (6-Bromohexyl)triphenylphosphonium bromide(cas: 83152-22-1).Application In Synthesis of (6-Bromohexyl)triphenylphosphonium bromide

The Article related to peptide conjugated near ir chromophore mitochondria imaging, Biochemical Methods: Spectral and Related Methods and other aspects.Application In Synthesis of (6-Bromohexyl)triphenylphosphonium bromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

On March 28, 2013, Culcasi, Marcel; Casano, Gilles; Lucchesi, Celine; Mercier, Anne; Clement, Jean-Louis; Pique, Valerie; Michelet, Laure; Krieger-Liszkay, Anja; Robin, Maxime; Pietri, Sylvia published an article.SDS of cas: 83152-22-1 The title of the article was Synthesis and Biological Characterization of New Aminophosphonates for Mitochondrial pH Determination by 31P NMR Spectroscopy. And the article contained the following:

A series of mitochondria targeted α-aminophosphonates combining a diethoxyphosphoryl group and an alkyl chain-connected triphenylphosphonium bromide tail were designed and synthesized, and their pH-sensitive 31P NMR properties and biol. activities in vitro and in vivo were evaluated. The results showed a number of these mito-aminophosphonates exhibiting pKa values fitting the mitochondrial pH range, short relaxation, and chem. shift parameters compatible with sensitive 31P NMR detection, and low cytotoxicity on green algae and murine fibroblasts cell cultures. Of these, two selected compounds demonstrated to distribute at NMR detectable levels within the cytosolic and mitochondrial sites following their perfusion to isolated rat livers, with no detrimental effects on cell energetics and aerobic respiration. This study provided a new mol. scaffold for further development of in situ spectroscopic real-time monitoring of mitochondrion/cytosol pH gradients. The experimental process involved the reaction of (6-Bromohexyl)triphenylphosphonium bromide(cas: 83152-22-1).SDS of cas: 83152-22-1

The Article related to aminophosphonate mitochondria ph phosphorus nmr spectroscopy, Biochemical Methods: Spectral and Related Methods and other aspects.SDS of cas: 83152-22-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Yang, Wanggui; Chan, Pui Shan; Chan, Miu Shan; Li, King Fai; Lo, Pik Kwan; Mak, Nai Ki; Cheah, Kok Wai; Wong, Man Shing published an article in 2013, the title of the article was Two-photon fluorescence probes for imaging of mitochondria and lysosomes.Electric Literature of 83152-22-1 And the article contains the following content:

Novel biocompatible cyanines show not only a very large two-photon cross-section of up to 5130 GM at 910 nm in aqueous medium for high-contrast and -brightness two-photon fluorescence live cell imaging but also highly selective subcellular localization properties including localization of mitochondria and lysosomes. The experimental process involved the reaction of (6-Bromohexyl)triphenylphosphonium bromide(cas: 83152-22-1).Electric Literature of 83152-22-1

The Article related to photon fluorescence imaging mitochondria lysosome cyanine, Biochemical Methods: Cytochemical and Histochemical and other aspects.Electric Literature of 83152-22-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

On December 31, 1994, Ding, Ming-Wu; Shi, De-Qing; Xiao, Wen-Jing; Huang, Wen-Fang published an article.Computed Properties of 83152-22-1 The title of the article was Studies on the Wittig reaction. XV: A direct preparation of ω-unsaturated bromides via solid/liquid transfer Wittig reactions of ω-bromoalkyltriphenylphosphonium salts with aldehydes. And the article contained the following:

ω-Unsaturated bromides RCH:CH(CH2)n-1Br (n = 4, 6, 8, 10; R = Ph or substituted Ph, 2-furyl) were prepared by solid-liquid transfer Wittig reactions between ω-bromoalkyltriphenylphosphonium salts Ph3P+(CH2)nBr Br-and aldehydes RCHO. The experimental process involved the reaction of (6-Bromohexyl)triphenylphosphonium bromide(cas: 83152-22-1).Computed Properties of 83152-22-1

The Article related to alkenyl bromides aryl, arylalkenyl bromides, wittig aldehyde bromoalkyltriphenylphosphonium solid liquid, Aliphatic Compounds: Halides and Halonium Compounds and other aspects.Computed Properties of 83152-22-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary