200,000+ products from a single source!
sales@angenechem.com
76706-55-3 | MYXOTHIAZOL
CAS No: 76706-55-3 Catalog No: AG00G2V0 MDL No:
Product Description
Catalog Number:
AG00G2V0
Chemical Name:
MYXOTHIAZOL
CAS Number:
76706-55-3
IUPAC Name:
(2Z,4R,5S,6E)-3,5-dimethoxy-4-methyl-7-[2-[2-[(2S,3E,5E)-7-methylocta-3,5-dien-2-yl]-1,3-thiazol-4-yl]-1,3-thiazol-4-yl]hepta-2,6-dienamide
InChI:
InChI=1S/C25H33N3O3S2/c1-16(2)9-7-8-10-17(3)24-28-20(15-33-24)25-27-19(14-32-25)11-12-21(30-5)18(4)22(31-6)13-23(26)29/h7-18,21H,1-6H3,(H2,26,29)/b9-7+,10-8+,12-11+,22-13-/t17-,18+,21-/m0/s1
InChI Key:
XKTFQMCPGMTBMD-ZDBABOMLSA-N
Properties
Complexity:
738
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
3
Defined Bond Stereocenter Count:
4
Exact Mass:
487.196g/mol
Formal Charge:
0
Heavy Atom Count:
33
Hydrogen Bond Acceptor Count:
7
Hydrogen Bond Donor Count:
1
Isotope Atom Count:
0
Molecular Weight:
487.677g/mol
Monoisotopic Mass:
487.196g/mol
Rotatable Bond Count:
12
Topological Polar Surface Area:
144A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4.8
Literature
| Title | Journal |
|---|---|
| Inter-monomer electron transfer is too slow to compete with monomeric turnover in bc(1) complex. | Biochimica et biophysica acta 20120701 |
| Rac2-MRC-cIII-generated ROS cause genomic instability in chronic myeloid leukemia stem cells and primitive progenitors. | Blood 20120503 |
| Reactive oxygen species are produced at low glucose and contribute to the activation of AMPK in insulin-secreting cells. | Free radical biology & medicine 20120101 |
| Tamoxifen subcellular localization; observation of cell-specific cytotoxicity enhancement by inhibition of mitochondrial ETC complexes I and III. | Photochemistry and photobiology 20120101 |
| Hypoxia acts through multiple signaling pathways to induce metallothionein transactivation by the metal-responsive transcription factor-1 (MTF-1). | Biochemistry and cell biology = Biochimie et biologie cellulaire 20111201 |
| Differential contribution of mitochondria, NADPH oxidases, and glycolysis to region-specific oxidant stress in the anoxic-reoxygenated embryonic heart. | American journal of physiology. Heart and circulatory physiology 20110301 |
| Mitochondrial damage-induced impairment of angiogenesis in the aging rat kidney. | Laboratory investigation; a journal of technical methods and pathology 20110201 |
| [Natural products syntheses based on the biotransformation using biocatalyst]. | Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20110201 |
| Qo site of mitochondrial complex III is the source of increased superoxide after transient exposure to hydrogen peroxide. | Journal of molecular and cellular cardiology 20101101 |
| Saccharomyces cerevisiae coq10 null mutants are responsive to antimycin A. | The FEBS journal 20101101 |
| Different oxidants and PKC isozymes mediate the opposite effect of inhibition of Q(i) and Q(o) site of mitochondrial complex III on calcium currents in rat cortical neurons. | Biochimica et biophysica acta 20100901 |
| Quinol-cytochrome c oxidoreductase and cytochrome c4 mediate electron transfer during selenate respiration in Thauera selenatis. | The Journal of biological chemistry 20100611 |
| Insights into multienzyme docking in hybrid PKS-NRPS megasynthetases revealed by heterologous expression and genetic engineering. | Chembiochem : a European journal of chemical biology 20100517 |
| Cytochrome c is rapidly reduced in the cytosol after mitochondrial outer membrane permeabilization. | Apoptosis : an international journal on programmed cell death 20100501 |
| Decylubiquinone increases mitochondrial function in synaptosomes. | The Journal of biological chemistry 20100319 |
| Mitochondrial dysfunction confers resistance to multiple drugs in Caenorhabditis elegans. | Molecular biology of the cell 20100315 |
| Thiamine triphosphate synthesis in rat brain occurs in mitochondria and is coupled to the respiratory chain. | The Journal of biological chemistry 20100101 |
| Assembly of a chimeric respiratory chain from bovine heart submitochondrial particles and cytochrome bd terminal oxidase of Escherichia coli. | FEBS letters 20090417 |
| Participation of mitochondrial respiratory complex III in neutrophil activation and lung injury. | American journal of physiology. Lung cellular and molecular physiology 20090401 |
| Mitochondrial nitrite reduction coupled to soluble guanylate cyclase activation: lack of evidence for a role in the bioactivation of nitroglycerin. | Nitric oxide : biology and chemistry 20090201 |
| Molecular modeling and experimental evidence for hypericin as a substrate for mitochondrial complex III; mitochondrial photodamage as demonstrated using specific inhibitors. | Free radical biology & medicine 20081201 |
| Sensing of oxygen in microtiter plates: a novel tool for screening drugs against pathogenic yeasts. | Analytical and bioanalytical chemistry 20080701 |
| A transposon-based strategy to scale up myxothiazol production in myxobacterial cell factories. | Journal of biotechnology 20080630 |
| Human CD4(+) T cells maintain specific functions even under conditions of extremely restricted ATP production. | European journal of immunology 20080601 |
| Uncoupling protein-2 contributes significantly to high mitochondrial proton leak in INS-1E insulinoma cells and attenuates glucose-stimulated insulin secretion. | The Biochemical journal 20080101 |
| Functional dynamic compartmentalization of respiratory chain intermediate substrates: implications for the control of energy production and mitochondrial diseases. | The international journal of biochemistry & cell biology 20080101 |
| Detection of reactive oxygen species via endogenous oxidative pentose phosphate cycle activity in response to oxygen concentration: implications for the mechanism of HIF-1alpha stabilization under moderate hypoxia. | The Journal of biological chemistry 20071221 |
| Inhibitory effects of nitric oxide on invasion of human cancer cells. | Cancer letters 20071118 |
| Asymmetric binding of stigmatellin to the dimeric Paracoccus denitrificans bc1 complex: evidence for anti-cooperative ubiquinol oxidation and communication between center P ubiquinol oxidation sites. | The Journal of biological chemistry 20070803 |
| Effect of myxothiazol on Leydig cell steroidogenesis: inhibition of luteinizing hormone-mediated testosterone synthesis but stimulation of basal steroidogenesis. | Endocrinology 20070601 |
| Leydig cell steroidogenesis: unmasking the functional importance of mitochondria. | Endocrinology 20070601 |
| Characteristics of alpha-glycerophosphate-evoked H2O2 generation in brain mitochondria. | Journal of neurochemistry 20070201 |
| Cell surface oxygen consumption: a major contributor to cellular oxygen consumption in glycolytic cancer cell lines. | Biochimica et biophysica acta 20070201 |
| Metabolic engineering of Pseudomonas putida for methylmalonyl-CoA biosynthesis to enable complex heterologous secondary metabolite formation. | Chemistry & biology 20061201 |
| Opening mitoKATP increases superoxide generation from complex I of the electron transport chain. | American journal of physiology. Heart and circulatory physiology 20061101 |
| Total synthesis of myxothiazols, novel bis-thiazole beta-methoxyacrylate-based anti-fungal compounds from myxobacteria. | Organic & biomolecular chemistry 20060807 |
| A unique mechanism for methyl ester formation via an amide intermediate found in myxobacteria. | Chembiochem : a European journal of chemical biology 20060801 |
| Biochemical characterization of MelJ and MelK. | The FEBS journal 20060801 |
| Existence of aa3-type ubiquinol oxidase as a terminal oxidase in sulfite oxidation of Acidithiobacillus thiooxidans. | Bioscience, biotechnology, and biochemistry 20060701 |
| In situ kinetics of cytochromes c1 and c2. | Biochemistry 20060627 |
| Not only insulin stimulates mitochondriogenesis in muscle cells, but mitochondria are also essential for insulin-mediated myogenesis. | Cell proliferation 20060401 |
| Impact of inhibition of Qo site of mitochondrial complex III with myxothiazol on persistent sodium currents via superoxide and protein kinase C in rat hippocampal CA1 cells. | Neurobiology of disease 20060101 |
| Production of reactive oxygen species in mitochondria of HeLa cells under oxidative stress. | Biochimica et biophysica acta 20060101 |
| Effect of oxidative stress on dynamics of mitochondrial reticulum. | Biochimica et biophysica acta 20060101 |
| Differential regulation of periplasmic nitrate reductase gene (napKEFDABC) expression between aerobiosis and anaerobiosis with nitrate in a denitrifying phototroph Rhodobacter sphaeroides f. sp. denitrificans. | Archives of microbiology 20051101 |
| In higher plants, only root mitochondria, but not leaf mitochondria reduce nitrite to NO, in vitro and in situ. | Journal of experimental botany 20051001 |
| Role of NAD(P)H oxidase in the regulation of cardiac L-type Ca2+ channel function during acute hypoxia. | Cardiovascular research 20050901 |
| Effect of exogenous adenosine and monensin on glycolytic flux in isolated perfused normoxic rat hearts: role of pyruvate kinase. | Molecular and cellular biochemistry 20050901 |
| Effect of inhibition of the bc1 complex on gene expression profile in yeast. | The Journal of biological chemistry 20050819 |
| Nitric oxide from inducible nitric oxide synthase sensitizes the inflamed aorta to hypoxic damage via respiratory inhibition. | Shock (Augusta, Ga.) 20050401 |
| Mitochondrial O2*- and H2O2 mediate glucose deprivation-induced stress in human cancer cells. | The Journal of biological chemistry 20050211 |
| A biosynthetic pathway to isovaleryl-CoA in myxobacteria: the involvement of the mevalonate pathway. | Chembiochem : a European journal of chemical biology 20050201 |
| Involvement of the thylakoidal NADH-plastoquinone-oxidoreductase complex in the early responses to ozone exposure of barley (Hordeum vulgare L.) seedlings. | Journal of experimental botany 20050101 |
| Metabolic arrest and its regulation in anoxic eel hepatocytes. | Physiological and biochemical zoology : PBZ 20050101 |
| Mitochondrial perturbation attenuates bile acid-induced cytotoxicity. | Cell biology and toxicology 20050101 |
| Preconditioning by isoflurane is mediated by reactive oxygen species generated from mitochondrial electron transport chain complex III. | Anesthesia and analgesia 20041101 |
| Mitochondrial electron transport as a source for nitric oxide in the unicellular green alga Chlorella sorokiniana. | FEBS letters 20041008 |
| 'Wages of fear': transient threefold decrease in intracellular ATP level imposes apoptosis. | Biochimica et biophysica acta 20040723 |
| Human mitochondrial thioredoxin reductase reduces cytochrome c and confers resistance to complex III inhibition. | Free radical biology & medicine 20040515 |
| The effect of mitochondrial inhibitors on membrane currents in isolated neonatal rat carotid body type I cells. | The Journal of physiology 20040401 |
| Inhibition of mitochondrial bioenergetics: the effects on structure of mitochondria in the cell and on apoptosis. | Acta biochimica Polonica 20040101 |
| Redistribution of intracellular oxygen in hypoxia by nitric oxide: effect on HIF1alpha. | Science (New York, N.Y.) 20031212 |
| Effects of mitochondrial inhibitors and uncouplers on hypoxic vasoconstriction in rabbit lungs. | American journal of respiratory cell and molecular biology 20031201 |
| Mechanism of superoxide anion generation in intact mitochondria in the presence of lucigenin and cyanide. | Biochemistry. Biokhimiia 20031201 |
| Effect of glutathione depletion on sites and topology of superoxide and hydrogen peroxide production in mitochondria. | Molecular pharmacology 20031101 |
| Melithiazol biosynthesis: further insights into myxobacterial PKS/NRPS systems and evidence for a new subclass of methyl transferases. | Chemistry & biology 20031001 |
| Markerless mutations in the myxothiazol biosynthetic gene cluster: a delicate megasynthetase with a superfluous nonribosomal peptide synthetase domain. | Chemistry & biology 20031001 |
| The modified Q-cycle explains the apparent mismatch between the kinetics of reduction of cytochromes c1 and bH in the bc1 complex. | The Journal of biological chemistry 20030919 |
| Mitochondrial sources of H2O2 generation play a key role in flow-mediated dilation in human coronary resistance arteries. | Circulation research 20030919 |
| Glutamate loading protects freshly isolated and perfused adult cardiomyocytes against intracellular ROS generation. | Journal of molecular and cellular cardiology 20030801 |
| Architecture of the Qo site of the cytochrome bc1 complex probed by superoxide production. | Biochemistry 20030603 |
| Aging defect at the QO site of complex III augments oxyradical production in rat heart interfibrillar mitochondria. | Archives of biochemistry and biophysics 20030601 |
| Acetylcholine-induced production of reactive oxygen species in adult rabbit ventricular myocytes is dependent on phosphatidylinositol 3- and Src-kinase activation and mitochondrial K(ATP) channel opening. | Journal of molecular and cellular cardiology 20030601 |
| Time-dependent interactions of oxidant-sensitive fluoroprobes with inhibitors of cellular metabolism. | Laboratory investigation; a journal of technical methods and pathology 20030301 |
| Voltage-dependent anion channels control the release of the superoxide anion from mitochondria to cytosol. | The Journal of biological chemistry 20030221 |
| External alternative NADH dehydrogenase of Saccharomyces cerevisiae: a potential source of superoxide. | Free radical biology & medicine 20030215 |
| Cyclosporin A-sensitive cytochrome c release and activation of external pathway of NADH oxidation in liver mitochondria due to pore opening by acidification of phosphate-containing incubation medium. | Bioscience reports 20030101 |
| Participation of chloroplasts in plant apoptosis. | Bioscience reports 20030101 |
| Tight binding of inhibitors to bovine bc1 complex is independent of the Rieske protein redox state. Consequences for semiquinone stabilization in the quinol oxidation site. | The Journal of biological chemistry 20021213 |
| Modulation of the midpoint potential of the [2Fe-2S] Rieske iron sulfur center by Qo occupants in the bc1 complex. | Biochemistry 20021203 |
| Topology of superoxide production from different sites in the mitochondrial electron transport chain. | The Journal of biological chemistry 20021122 |
| Interactions of quinone with the iron-sulfur protein of the bc(1) complex: is the mechanism spring-loaded? | Biochimica et biophysica acta 20020910 |
| A novel biosynthetic pathway providing precursors for fatty acid biosynthesis and secondary metabolite formation in myxobacteria. | The Journal of biological chemistry 20020906 |
| Reactive oxygen species production by the mitochondrial respiratory chain in isolated rat hepatocytes and liver mitochondria: studies using myxothiazol. | Archives of biochemistry and biophysics 20020901 |
| Rotenone-insensitive NADH dehydrogenase is a potential source of superoxide in procyclic Trypanosoma brucei mitochondria. | Molecular and biochemical parasitology 20020828 |
| In vivo interactions between photosynthesis, mitorespiration, and chlororespiration in Chlamydomonas reinhardtii. | Plant physiology 20020801 |
| Multiple Q-cycle bypass reactions at the Qo site of the cytochrome bc1 complex. | Biochemistry 20020625 |
| Oxidative capacity interacts with oxygen delivery to determine maximal O(2) uptake in rat skeletal muscles in situ. | The Journal of physiology 20020615 |
| Hypoxia causes downregulation of protein and RNA synthesis in noncontracting Mammalian cardiomyocytes. | Circulation research 20020419 |
| [Inhibitors of complex III and IV of the mitochondrial respiratory chain]. | Nihon rinsho. Japanese journal of clinical medicine 20020401 |
| Lack of contribution of mitochondrial electron transport to acute O(2) sensing in model airway chemoreceptors. | Biochemical and biophysical research communications 20020222 |
| Interactions between the cytochrome pathway and the alternative oxidase in isolated Acanthamoeba castellanii mitochondria. | Journal of bioenergetics and biomembranes 20020201 |
| Respiration and mitochondrial membrane potential are not required for apoptosis and anti-apoptotic action of Bcl-2 in HeLa cells. | Biochemistry. Biokhimiia 20020201 |
| The electric field generated by photosynthetic reaction center induces rapid reversed electron transfer in the bc1 complex. | Biochemistry 20011023 |
| Divergent roles of glycolysis and the mitochondrial electron transport chain in hypoxic pulmonary vasoconstriction of the rat: identity of the hypoxic sensor. | The Journal of physiology 20011001 |
| Functional characterization of novel mutations in the human cytochrome b gene. | European journal of human genetics : EJHG 20010701 |
| Hypoxic pulmonary vasoconstriction: a radical view. | Circulation research 20010622 |
| Model for hypoxic pulmonary vasoconstriction involving mitochondrial oxygen sensing. | Circulation research 20010622 |
| Increased sensitivity of photosynthesis to antimycin A induced by inactivation of the chloroplast ndhB gene. Evidence for a participation of the NADH-dehydrogenase complex to cyclic electron flow around photosystem I. | Plant physiology 20010401 |
| Myxothiazol induces H(2)O(2) production from mitochondrial respiratory chain. | Biochemical and biophysical research communications 20010302 |
| The mtaA gene of the myxothiazol biosynthetic gene cluster from Stigmatella aurantiaca DW4/3-1 encodes a phosphopantetheinyl transferase that activates polyketide synthases and polypeptide synthetases. | Journal of biochemistry 20010101 |
| Formation of nitric oxide from nitroxyl anion: role of quinones and ferricytochrome c. | British journal of pharmacology 20010101 |
| Resistance mutations reveal the atovaquone-binding domain of cytochrome b in malaria parasites. | Molecular microbiology 19990801 |
Related Products
Featured Products
© 2019 Angene International Limited. All rights Reserved.