487-21-8,MFCD00066250
Catalog No.:AA0037BM

487-21-8 | Lumazine

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1g
95%
in stock  
$69.00   $48.00
- +
5g
≥99%
in stock  
$197.00   $138.00
- +
25g
≥99%
in stock  
$684.00   $479.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA0037BM
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
Properties
Properties
 
BP:
291.56°C (rough estimate)  
Form:
Solid  
MP:
300 °C  
Refractive Index:
1.6900 (estimate)  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
230  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0  
Rotatable Bond Count:
0  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
-1  

Literature

Title: Characterization of unexplored amidohydrolase enzyme-pterin deaminase.

Journal: Applied microbiology and biotechnology 20160601

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

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20121201

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

Journal: The Journal of organic chemistry 20120720

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

Journal: FEMS microbiology letters 20120401

Title: Mechanism of electron transfer processes photoinduced by lumazine.

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

Title: Protein-protein complexation in bioluminescence.

Journal: Protein & cell 20111201

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

Journal: The journal of physical chemistry. B 20110407

Title: Adeninium perchlorate.

Journal: Acta crystallographica. Section E, Structure reports online 20110201

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

Journal: Current medicinal chemistry 20110101

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

Journal: BMC immunology 20110101

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

Journal: PloS one 20110101

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

Journal: Organic & biomolecular chemistry 20101107

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

Journal: The journal of physical chemistry. A 20101021

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

Journal: Analytical and bioanalytical chemistry 20100901

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

Journal: Acta crystallographica. Section D, Biological crystallography 20100901

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

Journal: Organic & biomolecular chemistry 20100507

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

Journal: Acta crystallographica. Section E, Structure reports online 20100201

Title: An atypical riboflavin pathway is essential for Brucella abortus virulence.

Journal: PloS one 20100101

Title: Bioinformatics analysis of Brucella vaccines and vaccine targets using VIOLIN.

Journal: Immunome research 20100101

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

Journal: Bioorganic & medicinal chemistry 20091101

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

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

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

Journal: The Journal of organic chemistry 20090807

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

Journal: The Journal of biological chemistry 20090327

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

Journal: Luminescence : the journal of biological and chemical luminescence 20090101

Title: Structure of lumazine protein, an optical transponder of luminescent bacteria.

Journal: Journal of molecular biology 20080926

Title: 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: Journal of inorganic biochemistry 20080801

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

Journal: International journal of molecular sciences 20080801

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

Journal: American journal of physiology. Cell physiology 20080401

Title: 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.

Journal: Analytical biochemistry 20071201

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

Journal: Biological chemistry 20071201

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

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20071101

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

Journal: Canadian journal of microbiology 20070401

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

Journal: Journal of molecular biology 20060929

Title: Correcting ligands, metabolites, and pathways.

Journal: BMC bioinformatics 20060101

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

Journal: The Journal of organic chemistry 20051125

Title: 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.

Journal: The Journal of organic chemistry 20050930

Title: 1,3-Dimethyllumazine derivatives from Limnatis nilotica.

Journal: Journal of natural products 20050601

Title: Biosynthesis of flavocoenzymes.

Journal: Natural product reports 20050601

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

Journal: BMC microbiology 20050101

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

Journal: European journal of biochemistry 20040801

Title: Human infection with M- strain of Brucella canis.

Journal: Emerging infectious diseases 20040101

Title: Effects of several inhibitors on pure cultures of ruminal methanogens.

Journal: Journal of applied microbiology 20040101

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

Journal: Bioorganic & medicinal chemistry letters 20030804

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

Journal: Journal of molecular biology 20030418

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

Journal: Journal of medicinal chemistry 20030327

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

Journal: BMC biochemistry 20030101

Title: 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.

Journal: The Journal of organic chemistry 20021004

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

Journal: The Journal of organic chemistry 20020809

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

Journal: Microbial ecology 20020501

Title: Voltammetric studies of the interaction of lumazine with cyclodextrins and DNA.

Journal: Journal of pharmaceutical and biomedical analysis 20020415

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

Journal: Cell motility and the cytoskeleton 20020101

Title: 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.

Journal: The Journal of organic chemistry 20011214

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

Journal: The Journal of biological chemistry 20010803

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

Journal: Biochemical and biophysical research communications 20010615

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

Journal: The Journal of organic chemistry 20010420

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

Journal: Journal of inorganic biochemistry 20010301

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

Journal: Free radical biology & medicine 20010101

Title: Biosynthesis of riboflavin.

Journal: Vitamins and hormones 20010101

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SDS
Tags:487-21-8 Molecular Formula|487-21-8 MDL|487-21-8 SMILES|487-21-8 Lumazine
Catalog No.: AA0037BM
487-21-8,MFCD00066250
487-21-8 | Lumazine
Pack Size: 1g
Purity: 95%
in stock
$69.00 $48.00
Pack Size: 5g
Purity: ≥99%
in stock
$197.00 $138.00
Pack Size: 25g
Purity: ≥99%
in stock
$684.00 $479.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA0037BM
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
Properties
BP: 291.56°C (rough estimate)  
Form: Solid  
MP: 300 °C  
Refractive Index: 1.6900 (estimate)  
Storage: Keep in dry area;Room Temperature;  
Complexity: 230  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 0  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 12  
Hydrogen Bond Acceptor Count: 4  
Hydrogen Bond Donor Count: 2  
Isotope Atom Count: 0  
Rotatable Bond Count: 0  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: -1  
Literature fold

Title: Characterization of unexplored amidohydrolase enzyme-pterin deaminase.

Journal: Applied microbiology and biotechnology20160601

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

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy20121201

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

Journal: The Journal of organic chemistry20120720

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

Journal: FEMS microbiology letters20120401

Title: Mechanism of electron transfer processes photoinduced by lumazine.

Journal: Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology20120201

Title: Protein-protein complexation in bioluminescence.

Journal: Protein & cell20111201

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

Journal: The journal of physical chemistry. B20110407

Title: Adeninium perchlorate.

Journal: Acta crystallographica. Section E, Structure reports online20110201

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

Journal: Current medicinal chemistry20110101

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

Journal: BMC immunology20110101

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

Journal: PloS one20110101

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

Journal: Organic & biomolecular chemistry20101107

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

Journal: The journal of physical chemistry. A20101021

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

Journal: Analytical and bioanalytical chemistry20100901

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

Journal: Acta crystallographica. Section D, Biological crystallography20100901

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

Journal: Organic & biomolecular chemistry20100507

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

Journal: Acta crystallographica. Section E, Structure reports online20100201

Title: An atypical riboflavin pathway is essential for Brucella abortus virulence.

Journal: PloS one20100101

Title: Bioinformatics analysis of Brucella vaccines and vaccine targets using VIOLIN.

Journal: Immunome research20100101

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

Journal: Bioorganic & medicinal chemistry20091101

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

Journal: Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology20091101

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

Journal: The Journal of organic chemistry20090807

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

Journal: The Journal of biological chemistry20090327

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

Journal: Luminescence : the journal of biological and chemical luminescence20090101

Title: Structure of lumazine protein, an optical transponder of luminescent bacteria.

Journal: Journal of molecular biology20080926

Title: 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: Journal of inorganic biochemistry20080801

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

Journal: International journal of molecular sciences20080801

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

Journal: American journal of physiology. Cell physiology20080401

Title: 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.

Journal: Analytical biochemistry20071201

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

Journal: Biological chemistry20071201

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

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy20071101

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

Journal: Canadian journal of microbiology20070401

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

Journal: Journal of molecular biology20060929

Title: Correcting ligands, metabolites, and pathways.

Journal: BMC bioinformatics20060101

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

Journal: The Journal of organic chemistry20051125

Title: 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.

Journal: The Journal of organic chemistry20050930

Title: 1,3-Dimethyllumazine derivatives from Limnatis nilotica.

Journal: Journal of natural products20050601

Title: Biosynthesis of flavocoenzymes.

Journal: Natural product reports20050601

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

Journal: BMC microbiology20050101

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

Journal: European journal of biochemistry20040801

Title: Human infection with M- strain of Brucella canis.

Journal: Emerging infectious diseases20040101

Title: Effects of several inhibitors on pure cultures of ruminal methanogens.

Journal: Journal of applied microbiology20040101

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

Journal: Bioorganic & medicinal chemistry letters20030804

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

Journal: Journal of molecular biology20030418

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

Journal: Journal of medicinal chemistry20030327

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

Journal: BMC biochemistry20030101

Title: 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.

Journal: The Journal of organic chemistry20021004

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

Journal: The Journal of organic chemistry20020809

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

Journal: Microbial ecology20020501

Title: Voltammetric studies of the interaction of lumazine with cyclodextrins and DNA.

Journal: Journal of pharmaceutical and biomedical analysis20020415

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

Journal: Cell motility and the cytoskeleton20020101

Title: 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.

Journal: The Journal of organic chemistry20011214

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

Journal: The Journal of biological chemistry20010803

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

Journal: Biochemical and biophysical research communications20010615

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

Journal: The Journal of organic chemistry20010420

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

Journal: Journal of inorganic biochemistry20010301

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

Journal: Free radical biology & medicine20010101

Title: Biosynthesis of riboflavin.

Journal: Vitamins and hormones20010101

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