1086-80-2 | 7,8-dimethyl-1H,2H,3H,4H-benzo[g]pteridine-2,4-dione

Packsize	Purity	Availability	Price	Discounted Price
100mg	95%	in stock	$29.00	$20.00
250mg	95%	in stock	$40.00	$28.00
1g	95%	in stock	$50.00	$35.00

Description

• Catalog Number: AB75254
• Chemical Name: 7,8-dimethyl-1H,2H,3H,4H-benzo[g]pteridine-2,4-dione
• CAS Number: 1086-80-2
• Molecular Formula: C12H10N4O2
• Molecular Weight: 242.2334
• MDL Number: MFCD00005021
• SMILES: Cc1cc2nc3c(nc2cc1C)[nH]c(=O)[nH]c3=O
• NSC Number: 96911

Computed Properties

• Complexity: 386
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 18
• Hydrogen Bond Acceptor Count: 4
• Hydrogen Bond Donor Count: 2
• XLogP3: 1.1

Literature

• Riboflavin and lumichrome in Dalmatian sage honey and other unifloral honeys determined by LC-DAD technique.

  Food chemistry 20121201

• Molecular and functional characterization of riboflavin specific transport system in rat brain capillary endothelial cells.

  Brain research 20120815

• Reverse structural genomics: an unusual flavin-binding site in a putative protease from Bacteroides thetaiotaomicron.

  The Journal of biological chemistry 20120810

• Classification and characterization of manuka honeys based on phenolic compounds and methylglyoxal.

  Journal of agricultural and food chemistry 20120725

• Acid-base equilibriums of lumichrome and its 1-methyl, 3-methyl, and 1,3-dimethyl derivatives.

  The journal of physical chemistry. A 20120719

• Antiprotozoal and antimicrobial compounds from the plant pathogen Septoria pistaciarum.

  Journal of natural products 20120525

• Riboflavin's time-dependent degradation rate induced by ultraviolet A irradiation.

  European journal of ophthalmology 20120101

• Changes in soybean global gene expression after application of lipo-chitooligosaccharide from Bradyrhizobium japonicum under sub-optimal temperature.

  PloS one 20120101

• The plant growth promoting substance, lumichrome, mimics starch, and ethylene-associated symbiotic responses in lotus and tomato roots.

  Frontiers in plant science 20120101

• The Arabidopsis phi class glutathione transferase AtGSTF2: binding and regulation by biologically active heterocyclic ligands.

  The Biochemical journal 20110815

• Metabolomics profiling of cell culture media leading to the identification of riboflavin photosensitized degradation of tryptophan causing slow growth in cell culture.

  Analytical chemistry 20110701

• Photosensitized amino acid degradation in the presence of riboflavin and its derivatives.

  Environmental science & technology 20110615

• Fluorescence solvatochromism in lumichrome and excited-state tautomerization: a combined experimental and DFT study.

  The journal of physical chemistry. A 20110331

• Stability and photodynamics of lumichrome structures in water at different pHs and in chemical and biological caging media.

  The journal of physical chemistry. B 20110317

• Lumichrome and phenyllactic acid as chemical markers of thistle (Galactites tomentosa Moench) honey.

  Journal of agricultural and food chemistry 20110112

• Absorption and emission spectroscopic characterization of lumichrome in aqueous solutions.

  Photochemistry and photobiology 20110101

• Lumichrome complexation by cyclodextrins: influence of pharmaceutical excipients.

  Die Pharmazie 20101201

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

  Organic & biomolecular chemistry 20101107

• Photophysical characterisation and photo-cycle dynamics of LOV1-His domain of phototropin from Chlamydomonas reinhardtii with roseoflavin monophosphate cofactor.

  Journal of photochemistry and photobiology. B, Biology 20101005

• Bicomponent hydrogels of lumichrome and melamine: photoluminescence property and its dependency on pH and temperature.

  The journal of physical chemistry. B 20100909

• Effect of divalent anions on photodegradation kinetics and pathways of riboflavin in aqueous solution.

  International journal of pharmaceutics 20100510

• Theoretical determination of the redox potentials of NRH:quinone oxidoreductase 2 using quantum mechanical/molecular mechanical simulations.

  The journal of physical chemistry. B 20090611

• Dodecin is the key player in flavin homeostasis of archaea.

  The Journal of biological chemistry 20090508

• Calculating solution redox free energies with ab initio quantum mechanical/molecular mechanical minimum free energy path method.

  The Journal of chemical physics 20090428

• (1)H and (13)C NMR assignments of eight nitrogen containing compounds from Nocardia alba sp.nov (YIM 30243(T)).

  Magnetic resonance in chemistry : MRC 20090401

• Photoirradiation products of flavin derivatives, and the effects of photooxidation on guanine.

  Bioorganic & medicinal chemistry letters 20090401

• Effect of borate buffer on the photolysis of riboflavin in aqueous solution.

  Journal of photochemistry and photobiology. B, Biology 20081113

• Nod factor [Nod Bj V (C(18:1), MeFuc)] and lumichrome enhance photosynthesis and growth of corn and soybean.

  Journal of plant physiology 20080908

• The vitamin riboflavin and its derivative lumichrome activate the LasR bacterial quorum-sensing receptor.

  Molecular plant-microbe interactions : MPMI 20080901

• Toxicity testing of a novel riboflavin-based technology for pathogen reduction and white blood cell inactivation.

  Transfusion medicine reviews 20080401

• Femtosecond pump-probe experiments on trapped flavin: optical control of dissociation.

  The Journal of chemical physics 20080221

• Penicidones A-C, three cytotoxic alkaloidal metabolites of an endophytic Penicillium sp.

  Phytochemistry 20080101

• Electron ionisation and electrospray ionisation mass spectrometric study of a series of isomeric methyl-, dimethyl- and trimethylalloxazines.

  Rapid communications in mass spectrometry : RCM 20080101

• Competitive binding of small ligands to nucleobases in AP site-containing DNA duplexes.

  Nucleic acids symposium series (2004) 20080101

• Oxygen uptake after electron transfer from amines, amino acids and ascorbic acid to triplet flavins in air-saturated aqueous solution.

  Journal of photochemistry and photobiology. B, Biology 20070525

• Photolysis of formylmethylflavin in aqueous and organic solvents.

  Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20060701

• Photodynamics of the small BLUF protein BlrB from Rhodobacter sphaeroides.

  Journal of photochemistry and photobiology. B, Biology 20060601

• Effects of riboflavin on the phototransformation of benzo[a]pyrene.

  Chemosphere 20060501

• In search of excited-state proton transfer in the lumichrome dimer in the solid state: theoretical and experimental approach.

  The journal of physical chemistry. A 20060413

• Dodecins: a family of lumichrome binding proteins.

  Journal of molecular biology 20060331

• Photosensitizing effect of riboflavin, lumiflavin, and lumichrome on the generation of volatiles in soy milk.

  Journal of agricultural and food chemistry 20060322

• Effect of light intensity and wavelengths on photodegradation reactions of riboflavin in aqueous solution.

  Journal of photochemistry and photobiology. B, Biology 20060102

• Nod factor enhances calcium uptake by soybean.

  Plant physiology and biochemistry : PPB 20060101

• Ground- and excited-state double proton transfer in lumichrome/acetic acid system: theoretical and experimental approach.

  The journal of physical chemistry. A 20051229

• The ferredoxin-NADP(H) reductase from Rhodobacter capsulatus: molecular structure and catalytic mechanism.

  Biochemistry 20050906

• Identification and functional characterization of riboflavin transporter in human-derived retinoblastoma cell line (Y-79): mechanisms of cellular uptake and translocation.

  Journal of ocular pharmacology and therapeutics : the official journal of the Association for Ocular Pharmacology and Therapeutics 20050801

• Mechanism of riboflavin uptake by cultured human retinal pigment epithelial ARPE-19 cells: possible regulation by an intracellular Ca2+-calmodulin-mediated pathway.

  The Journal of physiology 20050715

• The rhizosphere signal molecule lumichrome alters seedling development in both legumes and cereals.

  The New phytologist 20050501

• Hydrogen-bonded complexes of lumichrome.

  The journal of physical chemistry. A 20050310

• Effect of phosphate buffer on photodegradation reactions of riboflavin in aqueous solution.

  Journal of photochemistry and photobiology. B, Biology 20050301

• Xylem transport and shoot accumulation of lumichrome, a newly recognized rhizobial signal, alters root respiration, stomatal conductance, leaf transpiration and photosynthetic rates in legumes and cereals.

  The New phytologist 20050301

• Retymicin, galtamycin B, saquayamycin Z and ribofuranosyllumichrome, novel secondary metabolites from Micromonospora sp. Tü 6368. I. Taxonomy, fermentation, isolation and biological activities.

  The Journal of antibiotics 20050201

• Photolysis of riboflavin in aqueous solution: a kinetic study.

  International journal of pharmaceutics 20040806

• A study of simultaneous photolysis and photoaddition reactions of riboflavin in aqueous solution.

  Journal of photochemistry and photobiology. B, Biology 20040719

• A new indolinepeptide from Paecilomyces sp. J300.

  Archives of pharmacal research 20040601

• Kinetic mechanism and quaternary structure of Aminobacter aminovorans NADH:flavin oxidoreductase: an unusual flavin reductase with bound flavin.

  Biochemistry 20040217

• Separation, identification and quantification of riboflavin and its photoproducts in blood products using high-performance liquid chromatography with fluorescence detection: a method to support pathogen reduction technology.

  Photochemistry and photobiology 20040101

• Chromatographic study of photolysis of aqueous cyanocobalamin solution in presence of vitamins B and C.

  Pakistan journal of pharmaceutical sciences 20040101

• Comparison of the voltammetric studies at mercury and glassy carbon electrodes for the interaction of lumichrome with DNA and analytical applications.

  Analytical and bioanalytical chemistry 20030401

• Pathogen inactivation of blood components: current status and introduction of an approach using riboflavin as a photosensitizer.

  International journal of hematology 20020801

• Substrate binding to DNA photolyase studied by electron paramagnetic resonance spectroscopy.

  Biophysical journal 20010801

• Photophysical properties of lumichromes in water.

  Journal of photochemistry and photobiology. B, Biology 20010701

• The electronic structure of the flavin cofactor in DNA photolyase.

  Journal of the American Chemical Society 20010425

• Structure of human biliverdin IXbeta reductase, an early fetal bilirubin IXbeta producing enzyme.

  Nature structural biology 20010301