Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C14H6N2O8 |
| Molecular Weight | 330.206 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)C1=CC2=C(N1)C3=C(N=C(C=C3C(O)=O)C(O)=O)C(=O)C2=O
InChI
InChIKey=MMXZSJMASHPLLR-UHFFFAOYSA-N
InChI=1S/C14H6N2O8/c17-10-4-2-6(14(23)24)15-8(4)7-3(12(19)20)1-5(13(21)22)16-9(7)11(10)18/h1-2,15H,(H,19,20)(H,21,22)(H,23,24)
| Molecular Formula | C14H6N2O8 |
| Molecular Weight | 330.206 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Protective effect of pyrroloquinoline quinone against Abeta-induced neurotoxicity in human neuroblastoma SH-SY5Y cells. | 2009-10-30 |
|
| Pyrroloquinoline quinone biogenesis: demonstration that PqqE from Klebsiella pneumoniae is a radical S-adenosyl-L-methionine enzyme. | 2009-10-27 |
|
| Xanthomonas campestris PqqD in the pyrroloquinoline quinone biosynthesis operon adopts a novel saddle-like fold that possibly serves as a PQQ carrier. | 2009-09 |
|
| Analytical interferences in point-of-care testing glucometers by icodextrin and its metabolites: an overview. | 2009-07-16 |
|
| Strategy for the isolation of native dehydrogenases with potential for biosensor development from the organism Hyphomicrobium zavarzinii ZV580. | 2009-04-17 |
|
| Application of a thiol-specific electrocatalytic electrode for real-time amperometric monitoring of enzymatic hydrolysis. | 2009-03 |
|
| Protection of pyrroloquinoline quinone against methylmercury-induced neurotoxicity via reducing oxidative stress. | 2009-03 |
|
| Pyrroloquinoline quinone-doped polymeric nanospheres as sensitive tracer for binding assays. | 2009-02-15 |
|
| Quantification of the expression of reference and alcohol dehydrogenase genes of some acetic acid bacteria in different growth conditions. | 2009-02 |
|
| Effect of pyrroloquinoline quinone (PQQ) on melanogenic protein expression in murine B16 melanoma. | 2009-02 |
|
| Pyrroloquinoline quinone attenuates iNOS gene expression in the injured spinal cord. | 2009-01-09 |
|
| Methylobacterium genome sequences: a reference blueprint to investigate microbial metabolism of C1 compounds from natural and industrial sources. | 2009 |
|
| Glucose oxidation and PQQ-dependent dehydrogenases in Gluconobacter oxydans. | 2009 |
|
| Menaquinone as well as ubiquinone as a bound quinone crucial for catalytic activity and intramolecular electron transfer in Escherichia coli membrane-bound glucose dehydrogenase. | 2008-10-17 |
|
| A tightly bound quinone functions in the ubiquinone reaction sites of quinoprotein alcohol dehydrogenase of an acetic acid bacterium, Gluconobacter suboxydans. | 2008-10 |
|
| Genomic diversity within the Enterobacter cloacae complex. | 2008-08-21 |
|
| Amino acid residues interacting with both the bound quinone and coenzyme, pyrroloquinoline quinone, in Escherichia coli membrane-bound glucose dehydrogenase. | 2008-08-08 |
|
| Complete genome sequence of the extremely acidophilic methanotroph isolate V4, Methylacidiphilum infernorum, a representative of the bacterial phylum Verrucomicrobia. | 2008-07-01 |
|
| Pyrroloquinoline quinone prevents oxidative stress-induced neuronal death probably through changes in oxidative status of DJ-1. | 2008-07 |
|
| The PQQ-alcohol dehydrogenase of Gluconacetobacter diazotrophicus. | 2008-06-30 |
|
| Direct detection of formaldehyde in air by a novel NAD+- and glutathione-independent formaldehyde dehydrogenase-based biosensor. | 2008-05-15 |
|
| Inactivation of pqq genes of Enterobacter intermedium 60-2G reduces antifungal activity and induction of systemic resistance. | 2008-05 |
|
| The pyrroloquinoline quinone biosynthesis pathway revisited: a structural approach. | 2008-03-27 |
|
| Genetic analyses and molecular characterization of the pathways involved in the conversion of 2-phenylethylamine and 2-phenylethanol into phenylacetic acid in Pseudomonas putida U. | 2008-02 |
|
| Pyrroloquinoline quinone is a plant growth promotion factor produced by Pseudomonas fluorescens B16. | 2008-02 |
|
| Pyrroloquinoline Quinone (PQQ) Prevents Cognitive Deficit Caused by Oxidative Stress in Rats. | 2008-01 |
|
| In vitro studies indicate a quinone is involved in bacterial Mn(II) oxidation. | 2008-01 |
|
| Function of a bound ubiquinone in Escherichia coli quinoprotein glucose dehydrogenase. | 2008 |
|
| Simultaneous determination of blood glucose and isoleucine levels in rats after chronic alcohol exposure by microwave-assisted derivatization and isotope dilution gas chromatography/mass spectrometry. | 2008 |
|
| Pyrroloquinoline quinone preserves mitochondrial function and prevents oxidative injury in adult rat cardiac myocytes. | 2007-11-16 |
|
| Simple and sensitive method for pyrroloquinoline quinone (PQQ) analysis in various foods using liquid chromatography/electrospray-ionization tandem mass spectrometry. | 2007-09-05 |
|
| Novel aspects of symbiotic (polyvinyl alcohol) biodegradation. | 2007-09 |
|
| Comparative genomics of bacterial and plant folate synthesis and salvage: predictions and validations. | 2007-07-23 |
|
| Pyrroloquinoline quinone biogenesis: characterization of PqqC and its H84N and H84A active site variants. | 2007-06-19 |
|
| Activation of Ras signaling pathways by pyrroloquinoline quinone in NIH3T3 mouse fibroblasts. | 2007-05 |
|
| Factors required for the catalytic reaction of PqqC/D which produces pyrroloquinoline quinone. | 2007-03-02 |
|
| Pyrroloquinoline quinone is a potent neuroprotective nutrient against 6-hydroxydopamine-induced neurotoxicity. | 2007-03 |
|
| Microstructural and tensile properties of elastin-based polypeptides crosslinked with genipin and pyrroloquinoline quinone. | 2007-02-15 |
|
| In silico panning for a non-competitive peptide inhibitor. | 2007-01-12 |
|
| Complex and charge transfer between TiO2 and pyrroloquinoline quinone. | 2006-12-21 |
|
| Pyrroloquinoline quinone nutritional status alters lysine metabolism and modulates mitochondrial DNA content in the mouse and rat. | 2006-11 |
|
| Pyrroloquinoline quinone (PQQ) prevents fibril formation of alpha-synuclein. | 2006-10-27 |
|
| Soluble aldose sugar dehydrogenase from Escherichia coli: a highly exposed active site conferring broad substrate specificity. | 2006-10-13 |
|
| Isolation and characterization of a novel poly(vinyl alcohol)-degrading bacterium, Sphingopyxis sp. PVA3. | 2006-10 |
|
| Peritoneal dialysis: a primary care perspective. | 2006-07-01 |
|
| Neuroprotection by pyrroloquinoline quinone (PQQ) in reversible middle cerebral artery occlusion in the adult rat. | 2006-06-13 |
|
| Crystallization of quinoprotein glucose dehydrogenase variants and homologues by microseeding. | 2006-06-01 |
|
| Comparison of pyrroloquinoline quinone and/or metoprolol on myocardial infarct size and mitochondrial damage in a rat model of ischemia/reperfusion injury. | 2006-06 |
|
| The 1.6A X-ray structure of the unusual c-type cytochrome, cytochrome cL, from the methylotrophic bacterium Methylobacterium extorquens. | 2006-03-17 |
|
| Structure of the pyrroloquinoline quinone radical in quinoprotein ethanol dehydrogenase. | 2006-01-20 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 23:10:49 GMT 2025
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on
Mon Mar 31 23:10:49 GMT 2025
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| Record UNII |
47819QGH5L
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| Record Status |
Validated (UNII)
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1750 (Number of products:70)
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