Home Other Building Blocks Lumazine

Lumazine

CAS No.:
487-21-8
Catalog Number:
AG0037EE
Molecular Formula:
C6H4N4O2
Molecular Weight:
164.1216
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1g
>99.0%(T)
1 week
United States
$70
- +
5g
>99.0%(T)
1 week
United States
$139
- +
Product Description
Catalog Number:
AG0037EE
Chemical Name:
Lumazine
CAS Number:
487-21-8
Molecular Formula:
C6H4N4O2
Molecular Weight:
164.1216
MDL Number:
MFCD00066250
IUPAC Name:
1H-pteridine-2,4-dione
InChI:
InChI=1S/C6H4N4O2/c11-5-3-4(8-2-1-7-3)9-6(12)10-5/h1-2H,(H2,8,9,10,11,12)
InChI Key:
UYEUUXMDVNYCAM-UHFFFAOYSA-N
SMILES:
O=c1[nH]c2nccnc2c(=O)[nH]1
EC Number:
207-652-7
UNII:
260MF9U4WC
Properties
Complexity:
230  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
164.033g/mol
Formal Charge:
0
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
164.124g/mol
Monoisotopic Mass:
164.033g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
84A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-1  
Literature
Title Journal
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
Properties