P8399

Psoralen

≥99% (HPLC)

• Synonym(s): 6,7-Furanocoumarin, 7H-Furo[3,2-g]benzopyran-7-one, Ficusin, Furo[3,2-g]coumarin
• Empirical Formula (Hill Notation): C₁₁H₆O₃
• CAS Number: 66-97-7
• Molecular Weight: 186.16
• Beilstein: 152784
• EC Number: 200-639-7
• MDL number: MFCD00010520
• UNSPSC Code: 12352200
• PubChem Substance ID: 24898918
• NACRES: NA.77

Properties

• Quality Level: 200
• Assay: ≥99% (HPLC)
• form: powder
• fluorescence: λ_ex 335 nm; λ_em 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

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

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)

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 Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302,H317
• Precautionary Statements: P261 - P264 - P272 - P280 - P301 + P312 - P302 + P352
• Hazard Classifications: Acute Tox. 4 Oral - Skin Sens. 1
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves