15656-19-6Relevant articles and documents
Lysosome-targeted two-photon fluorescent probe for detection of hypobromous acid in vitro and in vivo
Ma, Chen,Ma, Minrui,Zhang, Yida,Zhu, Xinyue,Zhou, Lin,Fang, Ran,Liu, Xiaoyan,Zhang, Haixia
, p. 48 - 54 (2019/01/03)
It is found that hypobromous acid (HOBr) can affect the activity of type IV collagen. Herein, we synthesized a lysosome-targeted fluorescence probe NA-lyso based on Suzuki coupling reaction with naphthalimide as a fluorescent group. HOBr can oxidize the amino group and methylthio group, which increased the degree of conjugation of the probe, thereby affecting its optical properties. Accordingly, it can establish a method for the specific detection of HOBr. NA-lyso has the properties including fast response, high fluorescence quantum yield (Φ = 59.17%), high selectivity, low cytotoxicity and good membrane-permeability. The probe can locate to lysosome of cells. The potential of the probe as biosensor for HOBr was demonstrated by imaging of exogenous and endogenous HOBr in living cells and in mice. In consequence, NA-lyso is expected to be a powerful tool to detect HOBr in complex biosystem and provides a means of exploring physiological functions associated with HOBr in living organisms.
Cyclic Regulation of the Sulfilimine Bond in Peptides and NC1 Hexamers via the HOBr/H2Se Conjugated System
Luan, Dongrui,Gao, Xiaonan,Kong, Fanpeng,Song, Xiaoxiao,Zheng, Aishan,Liu, Xiaojun,Xu, Kehua,Tang, Bo
, p. 9523 - 9528 (2018/07/05)
The sulfilimine bond (-S=N-), found in the collagen IV scaffold, significantly stabilizes the architecture via the formation of sulfilimine cross-links. However, precisely governing the formation and breakup process of the sulfilimine bond in living organisms for better life functions still remains a challenge. Hence, we established a new way to regulate the breaking and formation of the sulfilimine bond through hydrogen selenide (H2Se) and hypobromous acid (HOBr), which can be easily controlled at simulated physiological conditions. This novel strategy provides a circulation regulation system to modulate the sulfilimine bond in peptides and NC1 hexamers, which can offer a substantial system for further study of the physiological function of collagen IV.
Selective Monitoring and Imaging of Eosinophil Peroxidase Activity with a J-Aggregating Probe
Kim, Tae-Il,Hwang, Byunghee,Lee, Boeun,Bae, Jeehyeon,Kim, Youngmi
supporting information, p. 11771 - 11776 (2018/09/20)
The specific detection of eosinophil peroxidase (EPO) activity requires the difficult distinction between hypobromous acid generated by EPO and hypochlorous acid generated by other haloperoxidases. Here we report a fluorogenic probe that is halogenated with high kinetic selectivity (≥1200:1) for HOBr over HOCl. Heavy-atom effects do not quench the dibrominated product because of its self-assembly into emissive J-aggregates that provide a turn-on signal. Applications of this fluorogen to EPO activity assays, dipstick sensors, fluorescence imaging of EPO activity, assays of oxidative stress in cancer cells, and immune response detection in live mice are reported.
Characterisation of peroxidasin activity in isolated extracellular matrix and direct detection of hypobromous acid formation
Bathish, Boushra,Turner, Rufus,Paumann-Page, Martina,Kettle, Anthony J.,Winterbourn, Christine C.
, p. 120 - 127 (2018/04/12)
Peroxidasin is a heme peroxidase that catalyses the oxidation of bromide by hydrogen peroxide to form an essential sulfilimine cross-link between methionine and hydroxylysine residues in collagen IV. We investigated cross-linking by peroxidasin embedded in extracellular matrix isolated from cultured epithelial cells and its sensitivity to alternative substrates and peroxidase inhibitors. Peroxidasin showed peroxidase activity as measured with hydrogen peroxide and Amplex red. Using a specific mass spectrometry assay that measures NADH bromohydrin, we showed definitively that the enzyme releases hypobromous acid (HOBr). Less than 1 μM of the added hydrogen peroxide was used by peroxidasin. The remainder was consumed by catalase activity that was associated with the matrix. Results from NADH bromohydrin measurements indicates that low micromolar HOBr generated by peroxidasin was sufficient for maximum sulfilimine cross-linking, whereas 100 μM reagent HOBr or taurine bromamine was less efficient. This implies selectivity for the enzymatic process. Physiological concentrations of thiocyanate and urate partially inhibited cross-link formation. 4-Aminobenzoic acid hydrazide, a commonly used myeloperoxidase inhibitor, also inhibited peroxidasin, whereas acetaminophen and a 2-thioxanthine were much less effective. In conclusion, HOBr is produced by peroxidasin in the extracellular matrix. It appears to be directed at the site of collagen IV sulfilimine formation but the released HOBr may also undergo other reactions.
High-Quantum-Yield Mitochondria-Targeting Near-Infrared Fluorescent Probe for Imaging Native Hypobromous Acid in Living Cells and in Vivo
Liu, Xiaojun,Zheng, Aishan,Luan, Dongrui,Wang, Xiaoting,Kong, Fanpeng,Tong, Lili,Xu, Kehua,Tang, Bo
, p. 1787 - 1792 (2017/08/08)
The discovery that hypobromous acid (HOBr) can regulate the activity of collagen IV has attracted great attention. However, HOBr as an important reactive small molecule has hardly ever been studied using a detection method suitable for organisms. Herein, a high-quantum-yield mitochondria-targeting near-infrared (NIR) fluorescent probe for HOBr, RhSN-mito, was designed. RhSN-mito was easily obtained by the Suzuki cross-coupling reaction. The test results show that RhSN-mito can rapidly respond to HOBr with ultrasensitivity and high selectivity. The achievement of ultrasensitivity lies in the high signal-to-noise ratio and the highest fluorescence quantum yield of the reaction product (φF = 0.68) in the near-infrared region, as far as we know. RhSN-mito is successfully applied to image native HOBr in mitochondria of HepG2 cells and zebrafish. Thus, RhSN-mito is a powerful tool for detecting native HOBr in vivo and is expected to provide a method to further study the physiological and pathological functions related to HOBr.
SELENO-COMPOUNDS AND THERAPEUTIC USES THEREOF
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Page/Page column 62-63, (2012/05/19)
The present invention relates to compounds and compositions useful as antioxidants and in particular to selenium containing compounds of formula (I): wherein n is 1, 2, or 3; m is 2, 3, 4, or 5; and each R] is independently -(optionally substituted C 1 -C3 alkylene) p-OH, where p is 0 or 1, or a salt thereof. The invention also relates to the use of these seleno-compounds in the treatment of diseases or conditions associated with increased levels of oxidants produced by myeloperoxidase (MPO), such as for instance, atherosclerosis.
Preventing protein oxidation with sugars: Scavenging of hypohalous acids by 5-selenopyranose and 4-selenofuranose derivatives
Storkey, Corin,Pattison, David I.,White, Jonathan M.,Schiesser, Carl H.,Davies, Michael J.
, p. 2589 - 2599 (2013/01/15)
Heme peroxidases including myeloperoxidase (MPO) are released at sites of inflammation by activated leukocytes. MPO generates hypohalous acids (HOX, X = Cl, Br, SCN) from H2O2; these oxidants are bactericidal and are key components o
Growth of spherulitic crystal patterns in a Belousov-Zhabotinski type reaction system
Yadav, Narendra,Srivastava
, p. 1080 - 1087 (2011/07/08)
The growth of spherulitic crystal patterns in a Belousov-Zhabotinski (BZ) type reaction system by using acetyl acetone (AA)-succinic acid (SA) as dual organic substrates has been reported. The reaction system in the liquid phase has been found to show concentric ring-like wave patterns. A colloidal phase composed of numerous fine particles has also been observed during reaction. The solid phase nucleation has been found to occur in the colloidal phase, which leads to the formation of some stable nucleus centers. The solid phase nucleus has been found to grow in symmetric crystal patterns, with the progress of reaction, exhibiting spherulitic morphology. The possible growth behavior of spherulites has also been discussed. The spherulitic structure composed of fine crystal fibrils diverging from a common center have been observed by a scanning electron microscopy (SEM) technique. The polymorphic crystalline phase, found in spherulites has been supported by thermal characterization (TGA/DTA) and X-ray diffraction (XRD) patterns of crystal materials. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2011.
Methods and compositions for the reduction of pathogenic microorganisms from meat and poultry carcasses, trim and offal
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Page/Page column 5, (2011/09/14)
The invention includes a method of preparing hypochlorite-activated solutions of hypobromous acid and/or hypobromite ion. The method includes the steps of mixing a solution of a source of bromide ion with a solution of a source of hypochlorite ion to activate the bromide ion, allowing sufficient time to maximize the activation of the bromide ion, and storing the solution before use. The invention also includes a method of using the solution to wash meat and poultry carcasses, trim, and offal to reduce pathogenic microorganisms. The solutions may also be used to reduce pathogenic microorganisms in industrial cooling water and on food contact hard surfaces and equipment. The solutions may be stored for up to about three hours before use and are stable for that period of time.
Matrix-isolation infrared spectra of HOOBr and HOBrO produced upon VUV light irradiation of HBr/O2/Ne system
Akai, Nobuyuki,Wakamatsu, Daisuke,Yoshinobu, Takeo,Kawai, Akio,Shibuya, Kazuhiko
, p. 117 - 120 (2011/01/05)
Vacuum ultraviolet (VUV) light photolysis of an HBr/O2 mixture in a Ne matrix has produced HO2Br isomers (HOOBr and HOBrO), which are important reaction intermediates in atmospheric chemistry. The observed bands have been assigned with an aid of a quantum chemical calculation at CCSD/aug-cc-pVDZ. These assignments have been confirmed by the experimental results using isotopic species of 18O2 or DBr. Their characteristic bands are discussed in comparison with those of HOOCl and HOClO from an HCl/O2 mixture [7]. Both HOOBr and HOBrO are found to be photolyzed with the UV light below 385 nm.
