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1264-52-4,MFCD02259055
Catalog No.:AA009HP5

1264-52-4 | N-OCTANOYL COENZYME A (C8

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5mg
≥ 95% (TLC)
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA009HP5
Chemical Name:
N-OCTANOYL COENZYME A (C8
CAS Number:
1264-52-4
Molecular Formula:
C29H50N7O17P3S
Molecular Weight:
893.7303
MDL Number:
MFCD02259055
SMILES:
CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@@H](C(COP(=O)(OP(=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1OP(=O)(O)O)O)n1cnc2c1ncnc2N)O)O)(C)C)O
Properties
Computed Properties
 
Complexity:
1480  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Heavy Atom Count:
57  
Hydrogen Bond Acceptor Count:
22  
Hydrogen Bond Donor Count:
9  
Rotatable Bond Count:
26  
XLogP3:
-2.6  

Literature

Title: Cimicifuga racemosa impairs fatty acid β-oxidation and induces oxidative stress in livers of ovariectomized rats with renovascular hypertension.

Journal: Free radical biology & medicine 20120815

Title: Structure and activity of the Pseudomonas aeruginosa hotdog-fold thioesterases PA5202 and PA2801.

Journal: The Biochemical journal 20120615

Title: Diesel and biodiesels induce hepatic palmitoyl-CoA oxidase enzymatic activity through different molecular mechanisms in rats.

Journal: Journal of biochemical and molecular toxicology 20120601

Title: Analysis of plasma ghrelin in patients with medium-chain acyl-CoA dehydrogenase deficiency and glutaric aciduria type II.

Journal: European journal of endocrinology 20120201

Title: Recent advances in potential clinical application of ghrelin in obesity.

Journal: Journal of obesity 20120101

Title: Fatty Acid Accumulation and Resulting PPARα Activation in Fibroblasts due to Trifunctional Protein Deficiency.

Journal: PPAR research 20120101

Title: Functional effects of different medium-chain acyl-CoA dehydrogenase genotypes and identification of asymptomatic variants.

Journal: PloS one 20120101

Title: Changes in carnitine octanoyltransferase activity induce alteration in fatty acid metabolism.

Journal: Biochemical and biophysical research communications 20110617

Title: Clinical, biochemical and genetic analyses in two Korean patients with medium-chain acyl-CoA dehydrogenase deficiency.

Journal: The Korean journal of laboratory medicine 20110101

Title: Systems biology of bacterial nitrogen fixation: high-throughput technology and its integrative description with constraint-based modeling.

Journal: BMC systems biology 20110101

Title: The human metabolic reconstruction Recon 1 directs hypotheses of novel human metabolic functions.

Journal: BMC systems biology 20110101

Title: Neuroprotective actions of ghrelin and growth hormone secretagogues.

Journal: Frontiers in molecular neuroscience 20110101

Title: Critical assessment of human metabolic pathway databases: a stepping stone for future integration.

Journal: BMC systems biology 20110101

Title: Increased excretion of c4-carnitine species after a therapeutic acetylsalicylic Acid dose: evidence for an inhibitory effect on short-chain Fatty Acid metabolism.

Journal: ISRN pharmacology 20110101

Title: Variable toxicological response to the loss of OXPHOS through 1-methyl-4-phenylpyridinium-induced mitochondrial damage and anoxia in diverse neural immortal cell lines.

Journal: Cell biology and toxicology 20101201

Title: Evidence for physical association of mitochondrial fatty acid oxidation and oxidative phosphorylation complexes.

Journal: The Journal of biological chemistry 20100924

Title: LAP5 and LAP6 encode anther-specific proteins with similarity to chalcone synthase essential for pollen exine development in Arabidopsis.

Journal: Plant physiology 20100701

Title: Synthesis and characterization of cis-4-decenoyl-CoA, 3-phenylpropionyl-CoA, and 2,6-dimethylheptanoyl-CoA.

Journal: Analytical biochemistry 20100601

Title: Ghrelin in chronic kidney disease.

Journal: International journal of peptides 20100101

Title: A novel mutation of the ACADM gene (c.145C>G) associated with the common c.985A>G mutation on the other ACADM allele causes mild MCAD deficiency: a case report.

Journal: Orphanet journal of rare diseases 20100101

Title: Effect of randomly interesterified triacylglycerol containing medium- and long-chain fatty acids on hepatic fatty acid oxidation after a single administration to rats.

Journal: Bioscience, biotechnology, and biochemistry 20100101

Title: FT-IR spectroscopic studies on the molecular mechanism for substrate specificity/activation of medium-chain acyl-CoA dehydrogenase.

Journal: Journal of biochemistry 20090901

Title: Arg-85 and Thr-430 in murine 5-aminolevulinate synthase coordinate acyl-CoA-binding and contribute to substrate specificity.

Journal: Protein science : a publication of the Protein Society 20090901

Title: Ghrelin O-acyltransferase (GOAT) has a preference for n-hexanoyl-CoA over n-octanoyl-CoA as an acyl donor.

Journal: Biochemical and biophysical research communications 20090814

Title: Novel mutation of early, perinatal-onset, myopathic-type very-long-chain acyl-CoA dehydrogenase deficiency.

Journal: Pediatric neurology 20090801

Title: Protein misfolding is the molecular mechanism underlying MCADD identified in newborn screening.

Journal: Human molecular genetics 20090501

Title: Dynamic simulations on the mitochondrial fatty acid beta-oxidation network.

Journal: BMC systems biology 20090101

Title: A novel tandem mass spectrometry method for rapid confirmation of medium- and very long-chain acyl-CoA dehydrogenase deficiency in newborns.

Journal: PloS one 20090101

Title: Human male gamete endocrinology: 1alpha, 25-dihydroxyvitamin D3 (1,25(OH)2D3) regulates different aspects of human sperm biology and metabolism.

Journal: Reproductive biology and endocrinology : RB&E 20090101

Title: Impact of short- and medium-chain organic acids, acylcarnitines, and acyl-CoAs on mitochondrial energy metabolism.

Journal: Biochimica et biophysica acta 20081001

Title: Biochemical characterization of isovaleryl-CoA dehydrogenase (LiuA) of Pseudomonas aeruginosa and the importance of liu genes fora functional catabolic pathway of methyl-branched compounds.

Journal: FEMS microbiology letters 20080901

Title: Biochemical characterization of AtuD from Pseudomonas aeruginosa, the first member of a new subgroup of acyl-CoA dehydrogenases with specificity for citronellyl-CoA.

Journal: Microbiology (Reading, England) 20080301

Title: Starter unit specificity directs genome mining of polyketide synthase pathways in fungi.

Journal: Bioorganic chemistry 20080201

Title: Overexpression of carnitine palmitoyltransferase I in skeletal muscle in vivo increases fatty acid oxidation and reduces triacylglycerol esterification.

Journal: American journal of physiology. Endocrinology and metabolism 20070401

Title: Solvent isotope effects in reactions of human medium-chain acyl-CoA dehydrogenase active site mutants.

Journal: Biochemistry 20070306

Title: Optimization based automated curation of metabolic reconstructions.

Journal: BMC bioinformatics 20070101

Title: Module structure of interphotoreceptor retinoid-binding protein (IRBP) may provide bases for its complex role in the visual cycle - structure/function study of Xenopus IRBP.

Journal: BMC biochemistry 20070101

Title: Decrease in oxidative phosphorylation yield in presence of butyrate in perfused liver isolated from fed rats.

Journal: BMC physiology 20070101

Title: Effect of randomly interesterified triacylglycerols containing medium- and long-chain fatty acids on energy expenditure and hepatic fatty acid metabolism in rats.

Journal: Bioscience, biotechnology, and biochemistry 20051001

Title: Enzymatic diagnosis of medium-chain acyl-CoA dehydrogenase deficiency by detecting 2-octenoyl-CoA production using high-performance liquid chromatography: a practical confirmatory test for tandem mass spectrometry newborn screening in Japan.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20050905

Title: The protein coded by the PP2216 gene of Pseudomonas putida KT2440 is an acyl-CoA dehydrogenase that oxidises only short-chain aliphatic substrates.

Journal: FEMS microbiology letters 20050901

Title: Medium-chain acyl-CoA dehydrogenase deficiency in gene-targeted mice.

Journal: PLoS genetics 20050801

Title: Long-chain acyl-CoA esters inhibit phosphorylation of AMP-activated protein kinase at threonine-172 by LKB1/STRAD/MO25.

Journal: American journal of physiology. Endocrinology and metabolism 20050601

Title: Intrinsic isomerase activity of medium-chain acyl-CoA dehydrogenase.

Journal: Biochemistry 20050503

Title: Determination of selectivity and efficacy of fatty acid synthesis inhibitors.

Journal: The Journal of biological chemistry 20050114

Title: The 1.3 A crystal structure of human mitochondrial Delta3-Delta2-enoyl-CoA isomerase shows a novel mode of binding for the fatty acyl group.

Journal: Journal of molecular biology 20040924

Title: Oxidative phosphorylation analysis: assessing the integrated functional activity of human skeletal muscle mitochondria--case studies.

Journal: Mitochondrion 20040901

Title: A novel cardiolipin-remodeling pathway revealed by a gene encoding an endoplasmic reticulum-associated acyl-CoA:lysocardiolipin acyltransferase (ALCAT1) in mouse.

Journal: The Journal of biological chemistry 20040723

Title: Probing hydrogen-bonding interactions in the active site of medium-chain acyl-CoA dehydrogenase using Raman spectroscopy.

Journal: Biochemistry 20031014

Title: Acyl coenzyme A esters differentially activate cardiac and beta-cell adenosine triphosphate-sensitive potassium channels in a side-chain length-specific manner.

Journal: Metabolism: clinical and experimental 20031001

Title: Binding of the human 'electron transferring flavoprotein' (ETF) to the medium chain acyl-CoA dehydrogenase (MCAD) involves an arginine and histidine residue.

Journal: Journal of enzyme inhibition and medicinal chemistry 20031001

Title: Capillary electrophoretic assay of acyl-CoA hydrolase activity.

Journal: Journal of capillary electrophoresis and microchip technology 20030101

Title: Respiratory complex II defect in siblings associated with a symptomatic secondary block in fatty acid oxidation.

Journal: Journal of inherited metabolic disease 20030101

Title: Crystal structure of rat short chain acyl-CoA dehydrogenase complexed with acetoacetyl-CoA: comparison with other acyl-CoA dehydrogenases.

Journal: The Journal of biological chemistry 20020405

Title: Properties and substrate specificity of RppA, a chalcone synthase-related polyketide synthase in Streptomyces griseus.

Journal: The Journal of biological chemistry 20020215

Title: Influence of Glu-376 --> Gln mutation on enthalpy and heat capacity changes for the binding of slightly altered ligands to medium chain acyl-CoA dehydrogenase.

Journal: Protein science : a publication of the Protein Society 20010901

Title: Thioester enolate stabilization in the acyl-CoA dehydrogenases: the effect of 5-deaza-flavin substitution.

Journal: Archives of biochemistry and biophysics 20010815

Title: Accumulation of medium chain acyl-CoAs during beta-oxidation of long chain fatty acid by isolated peroxisomes from rat liver.

Journal: Biological & pharmaceutical bulletin 20010601

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Tags:1264-52-4 Molecular Formula|1264-52-4 MDL|1264-52-4 SMILES|1264-52-4 N-OCTANOYL COENZYME A (C8