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Lumiflavine

CAS No.:
1088-56-8
Catalog Number:
AG00831K
Molecular Formula:
C13H12N4O2
Molecular Weight:
256.2600
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
≥95%
1 week
United States
$101
- +
10mg
≥95%
1 week
United States
$141
- +
25mg
≥95%
1 week
United States
$223
- +
50mg
≥95%
1 week
United States
$368
- +
100mg
95%
1 week
United States
$731
- +
250mg
95%
1 week
United States
$1227
- +
1g
95%
1 week
United States
$3010
- +
Product Description
Catalog Number:
AG00831K
Chemical Name:
Lumiflavine
CAS Number:
1088-56-8
Molecular Formula:
C13H12N4O2
Molecular Weight:
256.2600
MDL Number:
MFCD00042742
IUPAC Name:
7,8,10-trimethylbenzo[g]pteridine-2,4-dione
InChI:
InChI=1S/C13H12N4O2/c1-6-4-8-9(5-7(6)2)17(3)11-10(14-8)12(18)16-13(19)15-11/h4-5H,1-3H3,(H,16,18,19)
InChI Key:
KPDQZGKJTJRBGU-UHFFFAOYSA-N
SMILES:
Cc1cc2nc3c(=O)[nH]c(=O)nc3n(c2cc1C)C
EC Number:
214-125-5
UNII:
4M2669414M
Properties
Complexity:
511  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
256.096g/mol
Formal Charge:
0
Heavy Atom Count:
19  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
256.265g/mol
Monoisotopic Mass:
256.096g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
74.1A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.1  
Literature
Title Journal
Molecular and functional characterization of riboflavin specific transport system in rat brain capillary endothelial cells. Brain research 20120815
Hydrogen-bonding modulation of excited-state properties of flavins in a model of aqueous confined environment. Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20120601
The electronic structure of the neutral isoalloxazine semiquinone within Anabaena flavodoxin: new insights from HYSCORE experiments. Journal of magnetic resonance (San Diego, Calif. : 1997) 20120501
FAD-dependent lysine-specific demethylase-1 regulates cellular energy expenditure. Nature communications 20120327
Triplets, radical cations and neutral semiquinone radicals of lumiflavin and riboflavin: an overhaul of previous pump-probe data and new multichannel absolute absorption spectra. Journal of photochemistry and photobiology. B, Biology 20120105
Riboflavin's time-dependent degradation rate induced by ultraviolet A irradiation. European journal of ophthalmology 20120101
Reduction-oxidation photocycle dynamics of flavins in starch films. International journal of molecular sciences 20120101
Reevaluation of analytical methods for photogenerated singlet oxygen. Journal of clinical biochemistry and nutrition 20110901
IR spectra of flavins in solution: DFT/MM description of redox effects. The journal of physical chemistry. B 20110310
Density functional theory combined with molecular mechanics: the infrared spectra of flavin in solution. Photochemistry and photobiology 20110101
Photo-irradiated biosynthesis of silver nanoparticles using edible mushroom pleurotus Florida and their antibacterial activity studies. Bioinorganic chemistry and applications 20110101
Improved density functional description of the electrochemistry and structure-property descriptors of substituted flavins. The journal of physical chemistry. B 20101125
Mechanism of N(5)-ethyl-flavinium cation formation upon electrochemical oxidation of N(5)-ethyl-4a-hydroxyflavin pseudobase. The journal of physical chemistry. B 20100729
Effect of divalent anions on photodegradation kinetics and pathways of riboflavin in aqueous solution. International journal of pharmaceutics 20100510
Influence of the LOV domain on low-lying excited states of flavin: a combined quantum-mechanics/molecular-mechanics investigation. The journal of physical chemistry. B 20091126
ESR study of the singlet oxygen quenching and protective activity of Trolox on the photodecomposition of riboflavin and lumiflavin in aqueous buffer solutions. Journal of food science 20090801
Primary reactions of the LOV2 domain of phototropin studied with ultrafast mid-infrared spectroscopy and quantum chemistry. Biophysical journal 20090708
Charge redistribution in oxidized and semiquinone E. coli DNA photolyase upon photoexcitation: stark spectroscopy reveals a rationale for the position of Trp382. Journal of the American Chemical Society 20090408
Identification and functional characterization of rat riboflavin transporter 2. Journal of biochemistry 20090401
Photoirradiation products of flavin derivatives, and the effects of photooxidation on guanine. Bioorganic & medicinal chemistry letters 20090401
Small-molecule binding at an abasic site of DNA: strong binding of lumiflavin for improved recognition of thymine-related single nucleotide polymorphisms. The journal of physical chemistry. B 20090205
Quantum mechanical study of photoinduced charge transfer in FMN binding protein. The journal of physical chemistry. B 20081211
Luminescence quenching by reversible ionization or exciplex formation/dissociation. The journal of physical chemistry. A 20081120
Effect of borate buffer on the photolysis of riboflavin in aqueous solution. Journal of photochemistry and photobiology. B, Biology 20081113
Contributions of the 8-methyl group to the vibrational normal modes of flavin mononucleotide and its 5-methyl semiquinone radical. The journal of physical chemistry. A 20080710
Femtosecond pump-probe experiments on trapped flavin: optical control of dissociation. The Journal of chemical physics 20080221
Electronic transition dipole moment directions of reduced anionic flavin in stretched poly(vinyl alcohol) films. The journal of physical chemistry. B 20080110
Combined quantum mechanical and molecular mechanical simulations of one- and two-electron reduction potentials of flavin cofactor in water, medium-chain acyl-CoA dehydrogenase, and cholesterol oxidase. The journal of physical chemistry. A 20070705
Theoretical study of the electronic spectra of oxidized and reduced states of lumiflavin and its derivative. Journal of computational chemistry 20070301
Efficient cycloreversion of cis,syn-thymine photodimer by a Zn2+ -1,4,7,10-tetraazacyclododecane complex bearing a lumiflavin and tryptophan by chemical reduction and photoreduction of a lumiflavin unit. Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry 20061101
Ultrafast vibrational spectroscopy of the flavin chromophore. The journal of physical chemistry. B 20061019
Characteristic structure and environment in FAD cofactor of (6-4) photolyase along function revealed by resonance Raman spectroscopy. The journal of physical chemistry. B 20060824
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
Electrochemical SNPs detection using an abasic site-containing DNA on a gold electrode. Chemical communications (Cambridge, England) 20060614
Effects of riboflavin on the phototransformation of benzo[a]pyrene. Chemosphere 20060501
Theoretical study on charge-transfer interaction between acyl-CoA dehydrogenase and 3-thiaacyl-CoA using density functional method. Journal of biochemistry 20060501
Glycerate-oxidizing activity of glycolate oxidase from leaves of Spinacia oleracea. Zhi wu sheng li yu fen zi sheng wu xue xue bao = Journal of plant physiology and molecular biology 20060401
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
Use of abasic site-containing DNA for electrochemical SNPs detection. Nucleic acids symposium series (2004) 20060101
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
Photolysis of riboflavin in aqueous solution: a kinetic study. International journal of pharmaceutics 20040806
Riboflavin uptake and FAD synthesis in Saccharomyces cerevisiae mitochondria: involvement of the Flx1p carrier in FAD export. The Journal of biological chemistry 20040102
Chromatographic study of photolysis of aqueous cyanocobalamin solution in presence of vitamins B and C. Pakistan journal of pharmaceutical sciences 20040101
Structure of the transition state analog of medium-chain acyl-CoA dehydrogenase. Crystallographic and molecular orbital studies on the charge-transfer complex of medium-chain acyl-CoA dehydrogenase with 3-thiaoctanoyl-CoA. Journal of biochemistry 20030801
Monoamine oxidase A inhibitory potency and flavin perturbation are influenced by different aspects of pirlindole inhibitor structure. Biochemical pharmacology 20030601
Flavin catalyzed oxidations of sulfides and amines with molecular oxygen. Journal of the American Chemical Society 20030312
Purification and characterization of the monooxygenase catalyzing sulfur-atom specific oxidation of dibenzothiophene and benzothiophene from the thermophilic bacterium Paenibacillus sp. strain A11-2. Applied microbiology and biotechnology 20021001
The role of aromaticity in the planarity of lumiflavin. The Journal of organic chemistry 20020906
The reaction of triplet flavin with indole. A study of the cascade of reactive intermediates using density functional theory and time resolved infrared spectroscopy. Journal of the American Chemical Society 20020619
Vibration spectroscopy reveals light-induced chromophore and protein structural changes in the LOV2 domain of the plant blue-light receptor phototropin 1. Biochemistry 20020611
Further computational studies on the conformation of 1,5-dihydrolumiflavin. Antioxidants & redox signaling 20011001
Photophysical properties of lumichromes in water. Journal of photochemistry and photobiology. B, Biology 20010701
Frontal gel chromatographic analysis of the interaction of a protein with self-associating ligands: aberrant saturation in the binding of flavins to bovine serum albumin. Journal of biochemistry 20010601
Transport functions of riboflavin carriers in the rat small intestine and colon: site difference and effects of tricyclic-type drugs. Drug delivery 20010101
Properties