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3902-71-4,MFCD00005010
Catalog No.:AA003V2H

3902-71-4 | TRIOXSALEN

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1g
>98.0%(HPLC)
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003V2H
Chemical Name:
TRIOXSALEN
CAS Number:
3902-71-4
Molecular Formula:
C14H12O3
Molecular Weight:
228.2433
MDL Number:
MFCD00005010
SMILES:
Cc1cc2c(o1)c(C)c1c(c2)c(C)cc(=O)o1
Properties
Properties
 
Form:
Solid  
MP:
232 - 235°C  
Storage:
2-8℃;  

Computed Properties
 
Complexity:
374  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
17  
Hydrogen Bond Acceptor Count:
3  
XLogP3:
3  

Literature

Title: Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.

Journal: Bioorganic & medicinal chemistry 20121115

Title: Identification of new scavengers for hydroxyl radicals and superoxide dismutase by utilising ultraviolet A photoreaction of 8-methoxypsoralen and a variety of mutants of Escherichia coli: implications on certain diseases of DNA repair deficiency.

Journal: Journal of photochemistry and photobiology. B, Biology 20121105

Title: Oligoarray comparative genomic hybridization-mediated mapping of suppressor mutations generated in a deletion-biased mutagenesis screen.

Journal: G3 (Bethesda, Md.) 20120601

Title: The Rac GTP exchange factor TIAM-1 acts with CDC-42 and the guidance receptor UNC-40/DCC in neuronal protrusion and axon guidance.

Journal: PLoS genetics 20120401

Title: Single/low-copy integration of transgenes in Caenorhabditis elegans using an ultraviolet trimethylpsoralen method.

Journal: BMC biotechnology 20120101

Title: Effects of furanocoumarins from apiaceous vegetables on the catalytic activity of recombinant human cytochrome P-450 1A2.

Journal: The protein journal 20111001

Title: Development of a novel furocoumarin derivative inhibiting NF-κB dependent biological functions: design, synthesis and biological effects.

Journal: European journal of medicinal chemistry 20111001

Title: Synthesis and transformations of di-endo-3-aminobicyclo-[2.2.2]oct-5-ene-2-carboxylic acid derivatives.

Journal: Molecules (Basel, Switzerland) 20110907

Title: DAF-12 regulates a connected network of genes to ensure robust developmental decisions.

Journal: PLoS genetics 20110701

Title: Trimethylangelicin reduces IL-8 transcription and potentiates CFTR function.

Journal: American journal of physiology. Lung cellular and molecular physiology 20110301

Title: Cyclin E and Cdk2 control GLD-1, the mitosis/meiosis decision, and germline stem cells in Caenorhabditis elegans.

Journal: PLoS genetics 20110301

Title: An introduction to worm lab: from culturing worms to mutagenesis.

Journal: Journal of visualized experiments : JoVE 20110101

Title: Large-scale, prospective, observational studies in patients with psoriasis and psoriatic arthritis: A systematic and critical review.

Journal: BMC medical research methodology 20110101

Title: Analysis of active and inactive X chromosome architecture reveals the independent organization of 30 nm and large-scale chromatin structures.

Journal: Molecular cell 20101112

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: RACK-1 acts with Rac GTPase signaling and UNC-115/abLIM in Caenorhabditis elegans axon pathfinding and cell migration.

Journal: PLoS genetics 20101101

Title: Conserved genes act as modifiers of invertebrate SMN loss of function defects.

Journal: PLoS genetics 20101001

Title: Multivesicular body formation requires OSBP-related proteins and cholesterol.

Journal: PLoS genetics 20100801

Title: A developmental timing switch promotes axon outgrowth independent of known guidance receptors.

Journal: PLoS genetics 20100801

Title: Rapid sampling of molecules via skin for diagnostic and forensic applications.

Journal: Pharmaceutical research 20100701

Title: Whole-genome profiling of mutagenesis in Caenorhabditis elegans.

Journal: Genetics 20100601

Title: Photoallergic contact dermatitis to 8-methoxypsoralen in Ficus carica.

Journal: Contact dermatitis 20100601

Title: Two very long chain fatty acid acyl-CoA synthetase genes, acs-20 and acs-22, have roles in the cuticle surface barrier in Caenorhabditis elegans.

Journal: PloS one 20100101

Title: Topical treatment in vitiligo and the potential uses of new drug delivery systems.

Journal: Indian journal of dermatology, venereology and leprology 20100101

Title: Structural determinants of photoreactivity of triplex forming oligonucleotides conjugated to psoralens.

Journal: Journal of nucleic acids 20100101

Title: Trioxsalen derivatives with lipoxygenase inhibitory activity.

Journal: Journal of enzyme inhibition and medicinal chemistry 20091201

Title: Role of tacrolimus (FK506) 0.1% ointment WW in vitiligo in children and imperatives of combine therapy with Trioxsalen and Silymarin suspension in progressive vitiligo.

Journal: Journal of the European Academy of Dermatology and Venereology : JEADV 20091001

Title: Cancer risk in hospitalised psoriasis patients: a follow-up study in Sweden.

Journal: British journal of cancer 20090505

Title: Nematode homologue of PQBP1, a mental retardation causative gene, is involved in lipid metabolism.

Journal: PloS one 20090101

Title: Electron microscopy methods for studying in vivo DNA replication intermediates.

Journal: Methods in molecular biology (Clifton, N.J.) 20090101

Title: The germinal center kinase GCK-1 is a negative regulator of MAP kinase activation and apoptosis in the C. elegans germline.

Journal: PloS one 20090101

Title: The HLH-6 transcription factor regulates C. elegans pharyngeal gland development and function.

Journal: PLoS genetics 20081001

Title: 3-Methyladenine DNA glycosylase is important for cellular resistance to psoralen interstrand cross-links.

Journal: DNA repair 20080802

Title: Application of TILLING and EcoTILLING as Reverse Genetic Approaches to Elucidate the Function of Genes in Plants and Animals.

Journal: Current genomics 20080601

Title: DNA interstrand crosslinks repair in mammalian cells.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20080101

Title: An unexpectedly high degree of specialization and a widespread involvement in sterol metabolism among the C. elegans putative aminophospholipid translocases.

Journal: BMC developmental biology 20080101

Title: BINOL-amino acid conjugates as triggerable carriers of DNA-targeted potent photocytotoxic agents.

Journal: Journal of medicinal chemistry 20071227

Title: In vivo footprint of a picornavirus internal ribosome entry site reveals differences in accessibility to specific RNA structural elements.

Journal: The Journal of general virology 20071101

Title: Food deprivation attenuates seizures through CaMKII and EAG K+ channels.

Journal: PLoS genetics 20070901

Title: German evidence-based guidelines for the treatment of Psoriasis vulgaris (short version).

Journal: Archives of dermatological research 20070601

Title: Psoralen conjugates for visualization of genomic interstrand cross-links localized by laser photoactivation.

Journal: Bioconjugate chemistry 20070101

Title: Regulation of Caenorhabditis elegans body size and male tail development by the novel gene lon-8.

Journal: BMC developmental biology 20070101

Title: Specific apoptosis induction in human papillomavirus-positive cervical carcinoma cells by photodynamic antisense regulation.

Journal: Oligonucleotides 20070101

Title: Counting mutagenized genomes and optimizing genetic screens in Caenorhabditis elegans.

Journal: PloS one 20070101

Title: Synthesis and biological in vitro evaluation of novel PEG-psoralen conjugates.

Journal: Biomacromolecules 20061201

Title: Permeability of psoralen derivatives in lipid membranes.

Journal: Biophysical journal 20061001

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Enhanced repair of DNA interstrand crosslinks in S phase.

Journal: FEBS letters 20060306

Title: Psoralen and coumarin photochemistry in HSA complexes and DMPC vesicles.

Journal: Photochemistry and photobiology 20060101

Title: Occupational allergic contact dermatitis disseminated from multifunctional acrylates in ultraviolet-cured lacquers.

Journal: International journal of occupational medicine and environmental health 20060101

Title: TILLING is an effective reverse genetics technique for Caenorhabditis elegans.

Journal: BMC genomics 20060101

Title: Properties of novel antisense oligonucleotides containing 2'-O-modified adenosine with a photo-reactive group.

Journal: Nucleic acids symposium series (2004) 20060101

Title: Inhibition of interferon-gamma signaling by a mercurio-substituted dihydropsoralen in murine keratinocytes.

Journal: Biochemical pharmacology 20051205

Title: Repair of DNA interstrand crosslinks may take place at the nuclear matrix.

Journal: Journal of cellular biochemistry 20050901

Title: Psoralen photocrosslinking, a tool to study the chromatin structure of RNA polymerase I--transcribed ribosomal genes.

Journal: Biochemistry and cell biology = Biochimie et biologie cellulaire 20050801

Title: Spectral study of interactions of 4,8,4'-trimethylpsoralen and 4,4'-dimethylangelicin dyes with DNA.

Journal: Biochemistry. Biokhimiia 20050701

Title: Disappearance of nucleosome positioning in mitotic chromatin in vivo.

Journal: The Journal of biological chemistry 20050415

Title: Interplay between human high mobility group protein 1 and replication protein A on psoralen-cross-linked DNA.

Journal: Biochemistry 20050322

Title: 5-(3-Phenylpropoxy)psoralen and 5-(4-phenylbutoxy)psoralen: mechanistic studies on phototoxicity.

Journal: Die Pharmazie 20050301

Title: Identification of ciliated sensory neuron-expressed genes in Caenorhabditis elegans using targeted pull-down of poly(A) tails.

Journal: Genome biology 20050101

Title: Photoreaction of skin-sensitizing trimethyl psoralen with lipid membrane models.

Journal: Photochemistry and photobiology 20050101

Title: Synthesis and properties of photo-reactive antisense oligonucleotides containing 2'-O-psoralen-conjugated adenosine.

Journal: Nucleic acids symposium series (2004) 20050101

Title: Comparison of oral psoralen-UV-A with a portable tanning unit at home vs hospital-administered bath psoralen-UV-A in patients with chronic hand eczema: an open-label randomized controlled trial of efficacy.

Journal: Archives of dermatology 20041201

Title: Tandem mass spectrometry for the determination of the sites of DNA interstrand cross-link.

Journal: Journal of the American Society for Mass Spectrometry 20041101

Title: Psoralen derivatives and longwave ultraviolet irradiation are active in vitro against human melanoma cell line.

Journal: Journal of photochemistry and photobiology. B, Biology 20041025

Title: Identification of chaperonin CCT gamma subunit as a determinant of retinotectal development by whole-genome subtraction cloning from zebrafish no tectal neuron mutant.

Journal: Development (Cambridge, England) 20040501

Title: Defining the function of xeroderma pigmentosum group F protein in psoralen interstrand cross-link-mediated DNA repair and mutagenesis.

Journal: The Biochemical journal 20040401

Title: Shower PUVA: a novel variant of photochemotherapy. Distribution of photosensitivity and accumulation of trioxsalen in the skin.

Journal: Skin pharmacology and physiology 20040101

Title: Randomized half-side comparison of narrowband UVB and trimethylpsoralen bath plus UVA treatments for psoriasis.

Journal: Acta dermato-venereologica 20040101

Title: Nucleosome positioning in the human c-Fos promoter analyzed by in vivo footprinting with psoralen and ionizing radiation.

Journal: Biochemistry 20031230

Title: Determination of 8-methoxypsoralen in human plasma, and microdialysates using liquid chromatography-tandem mass spectrometry.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20031225

Title: Structure elucidation of DNA interstrand cross-link by a combination of nuclease P1 digestion with mass spectrometry.

Journal: Analytical chemistry 20031115

Title: Representational difference analysis, high-resolution physical mapping, and transcript identification of the zebrafish genomic region for a motor behavior.

Journal: Genomics 20030801

Title: An intraindividual comparative study of psoralen-UVA erythema induced by bath 8-methoxypsoralen and 4, 5', 8-trimethylpsoralen.

Journal: Journal of the American Academy of Dermatology 20030701

Title: Characterization of trimethylpsoralen as a mutagen for mouse embryonic stem cells.

Journal: Mutation research 20030409

Title: Isolation of null alleles of the Caenorhabditis elegans gly-12, gly-13 and gly-14 genes, all of which encode UDP-GlcNAc: alpha-3-D-mannoside beta1,2-N-acetylglucosaminyltransferase I activity.

Journal: Biochimie 20030101

Title: UDP-N-acetylglucosamine:alpha-3-D-mannoside beta-1,2-N-acetylglucosaminyltransferase I and UDP-N-acetylglucosamine:alpha-6-D-mannoside beta-1,2-N-acetylglucosaminyltransferase II in Caenorhabditis elegans.

Journal: Biochimica et biophysica acta 20021219

Title: Binding affinities of commonly employed sensitizers of viral inactivation.

Journal: Photochemistry and photobiology 20020601

Title: Amino acids in SRS1 and SRS6 are critical for furanocoumarin metabolism by CYP6B1v1, a cytochrome P450 monooxygenase.

Journal: Insect molecular biology 20020401

Title: Cell-impermeant pyridinium derivatives of psoralens as inhibitors of keratinocyte growth.

Journal: Biochemical pharmacology 20020101

Title: Trioxsalen in the presence of UVA is able to induce nuclear factor kappa B binding activity in HaCaT keratinocytes.

Journal: Skin pharmacology and applied skin physiology 20020101

Title: [Application of gauze with metallic inclusions for the treatment of purulent wounds].

Journal: Klinichna khirurhiia 20020101

Title: The 4N cell cycle delay in Fanconi anemia reflects growth arrest in late S phase.

Journal: Molecular genetics and metabolism 20011201

Title: The crystal structures of psoralen cross-linked DNAs: drug-dependent formation of Holliday junctions.

Journal: Journal of molecular biology 20010420

Title: Mapping psoralen cross-links at the nucleotide level in mammalian cells: suppression of cross-linking at transcription factor- or nucleosome-binding sites.

Journal: Biochemistry 20010403

Title: Photodynamic antisense regulation of human cervical carcinoma cell growth using psoralen-conjugated oligo(nucleoside phosphorothioate).

Journal: European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20010401

Title: Concentration-dependent phototoxicity in trimethylpsoralen bath psoralen ultraviolet A.

Journal: The British journal of dermatology 20010301

Title: The effects of singlet oxygen produced by photodynamic action on the mitochondrial permeability transition differ in accordance with the localization of the sensitizer.

Journal: Archives of biochemistry and biophysics 20010215

Title: Zygotic expression of the caudal homolog pal-1 is required for posterior patterning in Caenorhabditis elegans embryogenesis.

Journal: Developmental biology 20010101

Title: Yeast U1 snRNP-pre-mRNA complex formation without U1snRNA-pre-mRNA base pairing.

Journal: RNA (New York, N.Y.) 20010101

Title: Furanocoumarins in celery and parsnips: method and multiyear Canadian survey.

Journal: Journal of AOAC International 20010101

Title: Kinetics of phototoxicity in trioxysalen bath psoralen plus ultraviolet A photochemotherapy.

Journal: Acta dermato-venereologica 20010101

Title: Can a mixed damage interfere with DNA-protein cross-links repair?

Journal: Journal of cellular and molecular medicine 20010101

Title: Reverse genetics by chemical mutagenesis in Caenorhabditis elegans.

Journal: Nature genetics 19970901

Title: The effect of etretinate compared with different regimens of PUVA in the treatment of persistent palmoplantar pustulosis.

Journal: The British journal of dermatology 19850401

Title: Letter: Suntanned Hallucinations.

Journal: The American journal of psychiatry 19750701

Title: M T Chuan, et al. Effectiveness of psoralen photochemotherapy for vitiligo. J Formos Med Assoc. 1999 May;98(5):335-40.

Title: A Marco van Coevorden, et al. Comparison of oral psoralen-UV-A with a portable tanning unit at home vs hospital-administered bath psoralen-UV-A in patients with chronic hand eczema: an open-label randomized controlled trial of efficacy. Arch Dermatol. 2004 Dec;140(12):1463-6.

Title: A Kuusilehto, et al. The effect of PUVA on langerhans cells in rat oral epithelium photosensitized with systemic methoxsalen or topical trioxsalen. Photodermatol Photoimmunol Photomed. 2000 Jun;16(3):129-33.

Title: L F Cohen, et al. Interstrand DNA crosslinking by 4,5'8-trimethylpsoralen plus monochromatic ultraviolet light. Studies by alkaline elution in mouse L1210 leukemia cells. Biochim Biophys Acta. 1980 Nov 14;610(1):56-63.

Title: H Sánchez Ruderisch, et al. Trioxsalen in the presence of UVA is able to induce nuclear factor kappa B binding activity in HaCaT keratinocytes. Skin Pharmacol Appl Skin Physiol. Sep-Oct 2002;15(5):335-41.

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Tags:3902-71-4 Molecular Formula|3902-71-4 MDL|3902-71-4 SMILES|3902-71-4 TRIOXSALEN