1088-56-8,MFCD00042742
Catalog No.:AA0082YS

1088-56-8 | Lumiflavine

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≥95%
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50mg
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100mg
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250mg
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1g
97%
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA0082YS
Chemical Name:
Lumiflavine
CAS Number:
1088-56-8
Molecular Formula:
C13H12N4O2
Molecular Weight:
256.2600
MDL Number:
MFCD00042742
SMILES:
Cc1cc2nc3c(=O)[nH]c(=O)nc3n(c2cc1C)C
Properties
Computed Properties
 
Complexity:
511  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
19  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
XLogP3:
1.1  

Downstream Synthesis Route

[1]Hemmerichetal.[HelveticaChimicaActa,1956,vol.39,p.1242,1248]

[1]CurrentPatentAssignee:MERCK&COINC-US2350376,1941,A

[1]Kuhnetal.[ChemischeBerichte,1934,vol.67,p.1460]Kuhn;Reinemund

[1]Tishleretal.[JournaloftheAmericanChemicalSociety,1945,vol.67,p.2165,2167]

[1]Hemmerichetal.[HelveticaChimicaActa,1959,vol.42,p.2164,2171]Hemmerich[HelveticaChimicaActa,1960,vol.43,p.1942,1945]

Literature

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

Journal: Brain research 20120815

Title: Hydrogen-bonding modulation of excited-state properties of flavins in a model of aqueous confined environment.

Journal: Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20120601

Title: The electronic structure of the neutral isoalloxazine semiquinone within Anabaena flavodoxin: new insights from HYSCORE experiments.

Journal: Journal of magnetic resonance (San Diego, Calif. : 1997) 20120501

Title: FAD-dependent lysine-specific demethylase-1 regulates cellular energy expenditure.

Journal: Nature communications 20120327

Title: 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: Journal of photochemistry and photobiology. B, Biology 20120105

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

Journal: European journal of ophthalmology 20120101

Title: Reduction-oxidation photocycle dynamics of flavins in starch films.

Journal: International journal of molecular sciences 20120101

Title: Reevaluation of analytical methods for photogenerated singlet oxygen.

Journal: Journal of clinical biochemistry and nutrition 20110901

Title: IR spectra of flavins in solution: DFT/MM description of redox effects.

Journal: The journal of physical chemistry. B 20110310

Title: Density functional theory combined with molecular mechanics: the infrared spectra of flavin in solution.

Journal: Photochemistry and photobiology 20110101

Title: Photo-irradiated biosynthesis of silver nanoparticles using edible mushroom pleurotus Florida and their antibacterial activity studies.

Journal: Bioinorganic chemistry and applications 20110101

Title: Improved density functional description of the electrochemistry and structure-property descriptors of substituted flavins.

Journal: The journal of physical chemistry. B 20101125

Title: Mechanism of N(5)-ethyl-flavinium cation formation upon electrochemical oxidation of N(5)-ethyl-4a-hydroxyflavin pseudobase.

Journal: The journal of physical chemistry. B 20100729

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

Journal: International journal of pharmaceutics 20100510

Title: Influence of the LOV domain on low-lying excited states of flavin: a combined quantum-mechanics/molecular-mechanics investigation.

Journal: The journal of physical chemistry. B 20091126

Title: ESR study of the singlet oxygen quenching and protective activity of Trolox on the photodecomposition of riboflavin and lumiflavin in aqueous buffer solutions.

Journal: Journal of food science 20090801

Title: Primary reactions of the LOV2 domain of phototropin studied with ultrafast mid-infrared spectroscopy and quantum chemistry.

Journal: Biophysical journal 20090708

Title: Charge redistribution in oxidized and semiquinone E. coli DNA photolyase upon photoexcitation: stark spectroscopy reveals a rationale for the position of Trp382.

Journal: Journal of the American Chemical Society 20090408

Title: Identification and functional characterization of rat riboflavin transporter 2.

Journal: Journal of biochemistry 20090401

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

Journal: Bioorganic & medicinal chemistry letters 20090401

Title: Small-molecule binding at an abasic site of DNA: strong binding of lumiflavin for improved recognition of thymine-related single nucleotide polymorphisms.

Journal: The journal of physical chemistry. B 20090205

Title: Quantum mechanical study of photoinduced charge transfer in FMN binding protein.

Journal: The journal of physical chemistry. B 20081211

Title: Luminescence quenching by reversible ionization or exciplex formation/dissociation.

Journal: The journal of physical chemistry. A 20081120

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

Journal: Journal of photochemistry and photobiology. B, Biology 20081113

Title: Contributions of the 8-methyl group to the vibrational normal modes of flavin mononucleotide and its 5-methyl semiquinone radical.

Journal: The journal of physical chemistry. A 20080710

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

Journal: The Journal of chemical physics 20080221

Title: Electronic transition dipole moment directions of reduced anionic flavin in stretched poly(vinyl alcohol) films.

Journal: The journal of physical chemistry. B 20080110

Title: 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.

Journal: The journal of physical chemistry. A 20070705

Title: Theoretical study of the electronic spectra of oxidized and reduced states of lumiflavin and its derivative.

Journal: Journal of computational chemistry 20070301

Title: 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: Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry 20061101

Title: Ultrafast vibrational spectroscopy of the flavin chromophore.

Journal: The journal of physical chemistry. B 20061019

Title: Characteristic structure and environment in FAD cofactor of (6-4) photolyase along function revealed by resonance Raman spectroscopy.

Journal: The journal of physical chemistry. B 20060824

Title: Photolysis of formylmethylflavin in aqueous and organic solvents.

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

Title: Electrochemical SNPs detection using an abasic site-containing DNA on a gold electrode.

Journal: Chemical communications (Cambridge, England) 20060614

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

Journal: Chemosphere 20060501

Title: Theoretical study on charge-transfer interaction between acyl-CoA dehydrogenase and 3-thiaacyl-CoA using density functional method.

Journal: Journal of biochemistry 20060501

Title: Glycerate-oxidizing activity of glycolate oxidase from leaves of Spinacia oleracea.

Journal: Zhi wu sheng li yu fen zi sheng wu xue xue bao = Journal of plant physiology and molecular biology 20060401

Title: Dodecins: a family of lumichrome binding proteins.

Journal: Journal of molecular biology 20060331

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

Journal: Journal of agricultural and food chemistry 20060322

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

Journal: Journal of photochemistry and photobiology. B, Biology 20060102

Title: Use of abasic site-containing DNA for electrochemical SNPs detection.

Journal: Nucleic acids symposium series (2004) 20060101

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

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

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

Journal: The Journal of physiology 20050715

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

Journal: International journal of pharmaceutics 20040806

Title: Riboflavin uptake and FAD synthesis in Saccharomyces cerevisiae mitochondria: involvement of the Flx1p carrier in FAD export.

Journal: The Journal of biological chemistry 20040102

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

Journal: Pakistan journal of pharmaceutical sciences 20040101

Title: 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: Journal of biochemistry 20030801

Title: Monoamine oxidase A inhibitory potency and flavin perturbation are influenced by different aspects of pirlindole inhibitor structure.

Journal: Biochemical pharmacology 20030601

Title: Flavin catalyzed oxidations of sulfides and amines with molecular oxygen.

Journal: Journal of the American Chemical Society 20030312

Title: Purification and characterization of the monooxygenase catalyzing sulfur-atom specific oxidation of dibenzothiophene and benzothiophene from the thermophilic bacterium Paenibacillus sp. strain A11-2.

Journal: Applied microbiology and biotechnology 20021001

Title: The role of aromaticity in the planarity of lumiflavin.

Journal: The Journal of organic chemistry 20020906

Title: 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: Journal of the American Chemical Society 20020619

Title: Vibration spectroscopy reveals light-induced chromophore and protein structural changes in the LOV2 domain of the plant blue-light receptor phototropin 1.

Journal: Biochemistry 20020611

Title: Further computational studies on the conformation of 1,5-dihydrolumiflavin.

Journal: Antioxidants & redox signaling 20011001

Title: Photophysical properties of lumichromes in water.

Journal: Journal of photochemistry and photobiology. B, Biology 20010701

Title: 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: Journal of biochemistry 20010601

Title: Transport functions of riboflavin carriers in the rat small intestine and colon: site difference and effects of tricyclic-type drugs.

Journal: Drug delivery 20010101

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Additional Info:
SDS
Tags:1088-56-8 Molecular Formula|1088-56-8 MDL|1088-56-8 SMILES|1088-56-8 Lumiflavine
Catalog No.: AA0082YS
1088-56-8,MFCD00042742
1088-56-8 | Lumiflavine
Pack Size: 5mg
Purity: ≥95%
in stock
$58.00 $40.00
Pack Size: 10mg
Purity: ≥95%
in stock
$109.00 $76.00
Pack Size: 25mg
Purity: ≥95%
in stock
$209.00 $146.00
Pack Size: 50mg
Purity: 95%
in stock
$366.00 $257.00
Pack Size: 100mg
Purity: 95%
in stock
$581.00 $407.00
Pack Size: 250mg
Purity: 97%
in stock
$636.00 $445.00
Pack Size: 1g
Purity: 97%
in stock
$1,713.00 $1,199.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA0082YS
Chemical Name: Lumiflavine
CAS Number: 1088-56-8
Molecular Formula: C13H12N4O2
Molecular Weight: 256.2600
MDL Number: MFCD00042742
SMILES: Cc1cc2nc3c(=O)[nH]c(=O)nc3n(c2cc1C)C
Properties
Complexity: 511  
Covalently-Bonded Unit Count: 1  
Heavy Atom Count: 19  
Hydrogen Bond Acceptor Count: 3  
Hydrogen Bond Donor Count: 1  
XLogP3: 1.1  
Downstream Synthesis Route
67-52-7    79333-14-5    1088-56-8 

[1]Hemmerichetal.[HelveticaChimicaActa,1956,vol.39,p.1242,1248]

67-52-7    100974-74-1    1088-56-8 

[1]CurrentPatentAssignee:MERCK&COINC-US2350376,1941,A

61127-23-9    17978-55-1    1088-56-8 

[1]Kuhnetal.[ChemischeBerichte,1934,vol.67,p.1460]Kuhn;Reinemund

699-40-1    17978-55-1    1088-56-8 

[1]Tishleretal.[JournaloftheAmericanChemicalSociety,1945,vol.67,p.2165,2167]

1088-56-8    104-88-1    111616-92-3 

[1]Hemmerichetal.[HelveticaChimicaActa,1959,vol.42,p.2164,2171]Hemmerich[HelveticaChimicaActa,1960,vol.43,p.1942,1945]

Literature fold

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

Journal: Brain research20120815

Title: Hydrogen-bonding modulation of excited-state properties of flavins in a model of aqueous confined environment.

Journal: Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology20120601

Title: The electronic structure of the neutral isoalloxazine semiquinone within Anabaena flavodoxin: new insights from HYSCORE experiments.

Journal: Journal of magnetic resonance (San Diego, Calif. : 1997)20120501

Title: FAD-dependent lysine-specific demethylase-1 regulates cellular energy expenditure.

Journal: Nature communications20120327

Title: 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: Journal of photochemistry and photobiology. B, Biology20120105

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

Journal: European journal of ophthalmology20120101

Title: Reduction-oxidation photocycle dynamics of flavins in starch films.

Journal: International journal of molecular sciences20120101

Title: Reevaluation of analytical methods for photogenerated singlet oxygen.

Journal: Journal of clinical biochemistry and nutrition20110901

Title: IR spectra of flavins in solution: DFT/MM description of redox effects.

Journal: The journal of physical chemistry. B20110310

Title: Density functional theory combined with molecular mechanics: the infrared spectra of flavin in solution.

Journal: Photochemistry and photobiology20110101

Title: Photo-irradiated biosynthesis of silver nanoparticles using edible mushroom pleurotus Florida and their antibacterial activity studies.

Journal: Bioinorganic chemistry and applications20110101

Title: Improved density functional description of the electrochemistry and structure-property descriptors of substituted flavins.

Journal: The journal of physical chemistry. B20101125

Title: Mechanism of N(5)-ethyl-flavinium cation formation upon electrochemical oxidation of N(5)-ethyl-4a-hydroxyflavin pseudobase.

Journal: The journal of physical chemistry. B20100729

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

Journal: International journal of pharmaceutics20100510

Title: Influence of the LOV domain on low-lying excited states of flavin: a combined quantum-mechanics/molecular-mechanics investigation.

Journal: The journal of physical chemistry. B20091126

Title: ESR study of the singlet oxygen quenching and protective activity of Trolox on the photodecomposition of riboflavin and lumiflavin in aqueous buffer solutions.

Journal: Journal of food science20090801

Title: Primary reactions of the LOV2 domain of phototropin studied with ultrafast mid-infrared spectroscopy and quantum chemistry.

Journal: Biophysical journal20090708

Title: Charge redistribution in oxidized and semiquinone E. coli DNA photolyase upon photoexcitation: stark spectroscopy reveals a rationale for the position of Trp382.

Journal: Journal of the American Chemical Society20090408

Title: Identification and functional characterization of rat riboflavin transporter 2.

Journal: Journal of biochemistry20090401

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

Journal: Bioorganic & medicinal chemistry letters20090401

Title: Small-molecule binding at an abasic site of DNA: strong binding of lumiflavin for improved recognition of thymine-related single nucleotide polymorphisms.

Journal: The journal of physical chemistry. B20090205

Title: Quantum mechanical study of photoinduced charge transfer in FMN binding protein.

Journal: The journal of physical chemistry. B20081211

Title: Luminescence quenching by reversible ionization or exciplex formation/dissociation.

Journal: The journal of physical chemistry. A20081120

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

Journal: Journal of photochemistry and photobiology. B, Biology20081113

Title: Contributions of the 8-methyl group to the vibrational normal modes of flavin mononucleotide and its 5-methyl semiquinone radical.

Journal: The journal of physical chemistry. A20080710

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

Journal: The Journal of chemical physics20080221

Title: Electronic transition dipole moment directions of reduced anionic flavin in stretched poly(vinyl alcohol) films.

Journal: The journal of physical chemistry. B20080110

Title: 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.

Journal: The journal of physical chemistry. A20070705

Title: Theoretical study of the electronic spectra of oxidized and reduced states of lumiflavin and its derivative.

Journal: Journal of computational chemistry20070301

Title: 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: Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry20061101

Title: Ultrafast vibrational spectroscopy of the flavin chromophore.

Journal: The journal of physical chemistry. B20061019

Title: Characteristic structure and environment in FAD cofactor of (6-4) photolyase along function revealed by resonance Raman spectroscopy.

Journal: The journal of physical chemistry. B20060824

Title: Photolysis of formylmethylflavin in aqueous and organic solvents.

Journal: Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology20060701

Title: Electrochemical SNPs detection using an abasic site-containing DNA on a gold electrode.

Journal: Chemical communications (Cambridge, England)20060614

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

Journal: Chemosphere20060501

Title: Theoretical study on charge-transfer interaction between acyl-CoA dehydrogenase and 3-thiaacyl-CoA using density functional method.

Journal: Journal of biochemistry20060501

Title: Glycerate-oxidizing activity of glycolate oxidase from leaves of Spinacia oleracea.

Journal: Zhi wu sheng li yu fen zi sheng wu xue xue bao = Journal of plant physiology and molecular biology20060401

Title: Dodecins: a family of lumichrome binding proteins.

Journal: Journal of molecular biology20060331

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

Journal: Journal of agricultural and food chemistry20060322

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

Journal: Journal of photochemistry and photobiology. B, Biology20060102

Title: Use of abasic site-containing DNA for electrochemical SNPs detection.

Journal: Nucleic acids symposium series (2004)20060101

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

Journal: Journal of ocular pharmacology and therapeutics : the official journal of the Association for Ocular Pharmacology and Therapeutics20050801

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

Journal: The Journal of physiology20050715

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

Journal: International journal of pharmaceutics20040806

Title: Riboflavin uptake and FAD synthesis in Saccharomyces cerevisiae mitochondria: involvement of the Flx1p carrier in FAD export.

Journal: The Journal of biological chemistry20040102

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

Journal: Pakistan journal of pharmaceutical sciences20040101

Title: 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: Journal of biochemistry20030801

Title: Monoamine oxidase A inhibitory potency and flavin perturbation are influenced by different aspects of pirlindole inhibitor structure.

Journal: Biochemical pharmacology20030601

Title: Flavin catalyzed oxidations of sulfides and amines with molecular oxygen.

Journal: Journal of the American Chemical Society20030312

Title: Purification and characterization of the monooxygenase catalyzing sulfur-atom specific oxidation of dibenzothiophene and benzothiophene from the thermophilic bacterium Paenibacillus sp. strain A11-2.

Journal: Applied microbiology and biotechnology20021001

Title: The role of aromaticity in the planarity of lumiflavin.

Journal: The Journal of organic chemistry20020906

Title: 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: Journal of the American Chemical Society20020619

Title: Vibration spectroscopy reveals light-induced chromophore and protein structural changes in the LOV2 domain of the plant blue-light receptor phototropin 1.

Journal: Biochemistry20020611

Title: Further computational studies on the conformation of 1,5-dihydrolumiflavin.

Journal: Antioxidants & redox signaling20011001

Title: Photophysical properties of lumichromes in water.

Journal: Journal of photochemistry and photobiology. B, Biology20010701

Title: 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: Journal of biochemistry20010601

Title: Transport functions of riboflavin carriers in the rat small intestine and colon: site difference and effects of tricyclic-type drugs.

Journal: Drug delivery20010101

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