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P8399 Sigma-Aldrich

Psoralen

≥99% (HPLC)

Synonym: 6,7-Furanocoumarin, 7H-Furo[3,2-g]benzopyran-7-one, Ficusin, Furo[3,2-g]coumarin

  • CAS Number 66-97-7

  • Empirical Formula (Hill Notation) C11H6O3

  • Molecular Weight 186.16

  •  Beilstein/REAXYS Number 152784

  •  EC Number 200-639-7

  •  MDL number MFCD00010520

  •  PubChem Substance ID 24898918

  •  NACRES NA.77

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Properties

Related Categories Antitumor Agents, Apoptosis and Cell Cycle, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Biochemicals and Reagents,
Quality Level   200
assay   ≥99% (HPLC)
fluorescence   λex 335 nm; λem 460 nm (pH 7.0)
storage temp.   2-8°C
SMILES string   O=C1Oc2cc3occc3cc2C=C1
InChI   1S/C11H6O3/c12-11-2-1-7-5-8-3-4-13-9(8)6-10(7)14-11/h1-6H
InChI key   ZCCUUQDIBDJBTK-UHFFFAOYSA-N

Description

Application

Psoralen has been used:
•  as a crosslinker for dsRNA for in- situ hybridization studies
•  in testing melanin dispersal effects in fish scale melanophores
•  to test its stimulatory effects in osteoblast a cell proliferation assay
•  as a reference standard in high-performance liquid chromatography (HPLC)

Photochemical reagent for the investigation of nucleic acid structure and function.

Packaging

10, 25, 100 mg in glass bottle

Biochem/physiol Actions

Psoralen belongs to the linear type furanocoumarins. It intercalates and induces interstrand cross-links in DNA. On UV exposure psoralen is excited leading to irreversible intercalation with DNA by covalent bond formation. This property of psoralen ultraviolet A light (PUVA) is exploited in treating skin diseases and cutaneous T-cell lymphoma. However, usage psoralen also leads to hepatotoxicity and cytotoxicity by the generation of psoralen photoproducts (POPs). It may be useful in treating osteoporosis

Features and Benefits

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
LV0944000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

DNA Damage and Repair

Damage to cellular DNA is involved in mutagenesis and the development of cancer. The DNA in a human cell undergoes several thousand to a million damaging events per day, generated by both external (e...
Keywords: AGE, Alkylations, Apoptosis, Biochemistry, Cancer, Carcinogens, Catalysis, Clinical, DNA replication, Deaminations, Degradations, Eliminations, Environmental, Enzymology, Gene expression, Genetic, Infrared spectroscopy, Metabolites, Methylations, Mutagens, Oncology, Oxidations, Polymorphisms, Rearrangements, Recombination, Substitutions, Transcription, transformation

Discover Bioactive Small Molecules for Apoptosis

Apoptosis, or programmed cell death (PCD), is a selective process for the removal of unnecessary, infected or transformed cells in various biological systems. As it plays a role in the homeostasis of...
Keywords: Apoptosis, Bioactive small molecules, Cancer, Clinical, Diseases, Ligands, Neurodegenerative Diseases

Discover Bioactive Small Molecules for Cell Cycle Research

In proliferating cells, the cell cycle consists of four phases. Gap 1 (G1) is the interval between mitosis and DNA replication that is characterized by cell growth. Replication of DNA occurs during t...
Keywords: Apoptosis, Bioactive small molecules, Cancer, Cell division, Cell proliferation, DNA replication, Diseases, Genetic

Peer-Reviewed Papers
15

References

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