487-21-8 | Lumazine

Packsize	Purity	Availability	Price	Discounted Price
250mg	99%	in stock	$14.00	$10.00
1g	99%	in stock	$29.00	$21.00
5g	99%	in stock	$88.00	$62.00
25g	99%	in stock	$384.00	$269.00

Description

• Catalog Number: AB49358
• Chemical Name: Lumazine
• CAS Number: 487-21-8
• Molecular Formula: C6H4N4O2
• Molecular Weight: 164.1216
• MDL Number: MFCD00066250
• SMILES: O=c1[nH]c2nccnc2c(=O)[nH]1

Computed Properties

• Complexity: 230
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 12
• Hydrogen Bond Acceptor Count: 4
• Hydrogen Bond Donor Count: 2
• XLogP3: -1

Literature

• Characterization of unexplored amidohydrolase enzyme-pterin deaminase.

  Applied microbiology and biotechnology 20160601

• Molecular structure, vibrational, UV, NMR, hyperpolarizability, NBO and HOMO-LUMO analysis of Pteridine2,4-dione.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20121201

• O-Nucleoside, S-nucleoside, and N-nucleoside probes of lumazine synthase and riboflavin synthase.

  The Journal of organic chemistry 20120720

• Vibrio azureus emits blue-shifted light via an accessory blue fluorescent protein.

  FEMS microbiology letters 20120401

• Mechanism of electron transfer processes photoinduced by lumazine.

  Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20120201

• Protein-protein complexation in bioluminescence.

  Protein & cell 20111201

• Vibrational spectra of the ground and the singlet excited ππ* state of 6,7-dimethyl-8-ribityllumazine.

  The journal of physical chemistry. B 20110407

• Adeninium perchlorate.

  Acta crystallographica. Section E, Structure reports online 20110201

• Regulation of xanthine oxidase activity by substrates at active sites via cooperative interactions between catalytic subunits: implication to drug pharmacokinetics.

  Current medicinal chemistry 20110101

• Ontology-based Brucella vaccine literature indexing and systematic analysis of gene-vaccine association network.

  BMC immunology 20110101

• Discovery of novel MDR-Mycobacterium tuberculosis inhibitor by new FRIGATE computational screen.

  PloS one 20110101

• Effect of substituents of alloxazine derivatives on the selectivity and affinity for adenine in AP-site-containing DNA duplexes.

  Organic & biomolecular chemistry 20101107

• Oxidation of 2'-deoxyadenosine 5'-monophosphate photoinduced by lumazine.

  The journal of physical chemistry. A 20101021

• 1H-pteridine-2,4-dione (lumazine): a new MALDI matrix for complex (phospho)lipid mixtures analysis.

  Analytical and bioanalytical chemistry 20100901

• Structural study and thermodynamic characterization of inhibitor binding to lumazine synthase from Bacillus anthracis.

  Acta crystallographica. Section D, Biological crystallography 20100901

• Penilumamide, a novel lumazine peptide isolated from the marine-derived fungus, Penicillium sp. CNL-338.

  Organic & biomolecular chemistry 20100507

• (6-Acetyl-1,3,7-trimethyl-lumazine-κO,N,O)bis-(triphenyl-phosphine-κP)copper(I) hexa-fluorido-phosphate.

  Acta crystallographica. Section E, Structure reports online 20100201

• An atypical riboflavin pathway is essential for Brucella abortus virulence.

  PloS one 20100101

• Bioinformatics analysis of Brucella vaccines and vaccine targets using VIOLIN.

  Immunome research 20100101

• Synthesis and in vitro evaluation of pteridine analogues as monoamine oxidase B and nitric oxide synthase inhibitors.

  Bioorganic & medicinal chemistry 20091101

• The photosensitizing activity of lumazine using 2'-deoxyguanosine 5'-monophosphate and HeLa cells as targets.

  Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20091101

• Discovery and development of a small molecule library with lumazine synthase inhibitory activity.

  The Journal of organic chemistry 20090807

• Substrate Orientation and Catalysis at the Molybdenum Site in Xanthine Oxidase: CRYSTAL STRUCTURES IN COMPLEX WITH XANTHINE AND LUMAZINE.

  The Journal of biological chemistry 20090327

• Luminescent sensor for Cd2+, Hg2+ and Ag+ in water based on a sulphur-containing receptor: quantitative binding-softness relationship.

  Luminescence : the journal of biological and chemical luminescence 20090101

• Structure of lumazine protein, an optical transponder of luminescent bacteria.

  Journal of molecular biology 20080926

• Metal complexes with the ligand derived from 6-acetyl-1,3,7-trimethyllumazine and benzohydrazide. Molecular structures of two new Co(II) and Rh(III) complexes and analysis of in vitro antitumor activity.

  Journal of inorganic biochemistry 20080801

• Redox behavior of anticancer chalcone on a glassy carbon electrode and evaluation of its interaction parameters with DNA.

  International journal of molecular sciences 20080801

• Role of extracellular superoxide in neutrophil activation: interactions between xanthine oxidase and TLR4 induce proinflammatory cytokine production.

  American journal of physiology. Cell physiology 20080401

• High-performance liquid chromatographic determination of glyoxal and methylglyoxal in urine by prederivatization to lumazinic rings using in serial fast scan fluorimetric and diode array detectors.

  Analytical biochemistry 20071201

• Lumazine proteins from photobacteria: localization of the single ligand binding site to the N-terminal domain.

  Biological chemistry 20071201

• Structural characterization of new Cd(2+) fluorescent sensor based on lumazine ligand: AM1 and ab initio studies.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20071101

• Increases in microbial nitrogen production and efficiency in vitro with three inhibitors of ruminal methanogenesis.

  Canadian journal of microbiology 20070401

• Multiple assembly states of lumazine synthase: a model relating catalytic function and molecular assembly.

  Journal of molecular biology 20060929

• Correcting ligands, metabolites, and pathways.

  BMC bioinformatics 20060101

• Random isotopolog libraries for protein perturbation studies. 13C NMR studies on lumazine protein of Photobacterium leiognathi.

  The Journal of organic chemistry 20051125

• Design, synthesis, and biochemical evaluation of 1,5,6,7-tetrahydro-6,7-dioxo-9-D-ribitylaminolumazines bearing alkyl phosphate substituents as inhibitors of lumazine synthase and riboflavin synthase.

  The Journal of organic chemistry 20050930

• 1,3-Dimethyllumazine derivatives from Limnatis nilotica.

  Journal of natural products 20050601

• Biosynthesis of flavocoenzymes.

  Natural product reports 20050601

• Genome-scale reconstruction of the metabolic network in Staphylococcus aureus N315: an initial draft to the two-dimensional annotation.

  BMC microbiology 20050101

• Structural basis of charge transfer complex formation by riboflavin bound to 6,7-dimethyl-8-ribityllumazine synthase.

  European journal of biochemistry 20040801

• Human infection with M- strain of Brucella canis.

  Emerging infectious diseases 20040101

• Effects of several inhibitors on pure cultures of ruminal methanogens.

  Journal of applied microbiology 20040101

• Molecular probe for selective detection of thiols in water of neutral pH.

  Bioorganic & medicinal chemistry letters 20030804

• A structure-based model of the reaction catalyzed by lumazine synthase from Aquifex aeolicus.

  Journal of molecular biology 20030418

• Use of a pharmacophore model to discover a new class of influenza endonuclease inhibitors.

  Journal of medicinal chemistry 20030327

• Riboflavin synthase of Schizosaccharomyces pombe. Protein dynamics revealed by 19F NMR protein perturbation experiments.

  BMC biochemistry 20030101

• Incorporation of an amide into 5-phosphonoalkyl-6-D-ribitylaminopyrimidinedione lumazine synthase inhibitors results in an unexpected reversal of selectivity for riboflavin synthase vs lumazine synthase.

  The Journal of organic chemistry 20021004

• Design, synthesis, and evaluation of 6-carboxyalkyl and 6-phosphonoxyalkyl derivatives of 7-oxo-8-ribitylaminolumazines as inhibitors of riboflavin synthase and lumazine synthase.

  The Journal of organic chemistry 20020809

• Endogenous methanogenesis stimulates oxidation of atmospheric CH(4) in alpine tundra soil.

  Microbial ecology 20020501

• Voltammetric studies of the interaction of lumazine with cyclodextrins and DNA.

  Journal of pharmaceutical and biomedical analysis 20020415

• Quantitative analysis of the behavior of Dictyostelium discoideum amoebae: stringency of pteridine reception.

  Cell motility and the cytoskeleton 20020101

• Design, synthesis, and evaluation of 9-D-ribityl-1,3,7-trihydro-2,6,8-purinetrione, a potent inhibitor of riboflavin synthase and lumazine synthase.

  The Journal of organic chemistry 20011214

• Reaction of superoxide and nitric oxide with peroxynitrite. Implications for peroxynitrite-mediated oxidation reactions in vivo.

  The Journal of biological chemistry 20010803

• Riboflavin synthesis genes ribE, ribB, ribH, ribA reside in the lux operon of Photobacterium leiognathi.

  Biochemical and biophysical research communications 20010615

• Biosynthesis of riboflavin. The reaction catalyzed by 6,7-dimethyl-8-ribityllumazine synthase can proceed without enzymatic catalysis under physiological conditions.

  The Journal of organic chemistry 20010420

• Tautomeric energetics of xanthine oxidase substrates: xanthine, 2-oxo-6-methylpurine, and lumazine.

  Journal of inorganic biochemistry 20010301

• Reactive oxygen and nitrogen metabolites modulate fibronectin-induced fibroblast migration in vitro.

  Free radical biology & medicine 20010101

• Biosynthesis of riboflavin.

  Vitamins and hormones 20010101