T6137

Trioxsalen

≥98% (HPLC), powder, photochemical DNA crosslinker

• Synonyme(s) : 2,5,9-Trimethylfuro[3,2-g]benzopyran-7-one, 4,5′,8-Trimethylpsoralen, TMP, Trisoralen
• Formule empirique (notation de Hill): C₁₄H₁₂O₃
• Numéro CAS: 3902-71-4
• Poids moléculaire : 228.24
• Numéro Beilstein : 221723
• Numéro CE : 223-459-0
• Numéro MDL: MFCD00005010
• Code UNSPSC : 12352200
• ID de substance PubChem : 24900351
• Nomenclature NACRES : NA.77

Propriétés

• product name: Trioxsalen, ≥98% (HPLC), powder
• Pureté: ≥98% (HPLC)
• Forme: powder
• Couleur: white
• Pf: 229-231 °C (lit.)
• Solubilité: chloroform: soluble 50 mg/mL, clear, colorless to faintly yellow
• Fluorescence: λ_ex 269 nm; λ_em 445 nm in methanol; λ_ex 321 nm; λ_em 445 nm (bound to DNA in Tris, pH 8.1)
• Auteur: Valeant
• Température de stockage: −20°C
• Chaîne SMILES: Cc1cc2cc3C(C)=CC(=O)Oc3c(C)c2o1
• InChI: 1S/C14H12O3/c1-7-4-12(15)17-14-9(3)13-10(6-11(7)14)5-8(2)16-13/h4-6H,1-3H3
• Clé InChI: FMHHVULEAZTJMA-UHFFFAOYSA-N

Description

Application

Trioxsalen has been used for mutagenesis of N2 worms^4,5.

Trioxsalen has been used:

• to induce small deletion mutations in worms
• in combination with ultraviolet A (UVA)
• to induce interstrand crosslinks (ICLs) in DNA
• for the preparation and photoactivation of trimethyl psoralen

Actions biochimiques/physiologiques

Photochemical crosslinker of DNA that has been used as a probe for nucleic acid structure and function. Trioxsalen has also been used to crosslink DNA onto mica surfaces.

Trioxsalen (TRX) is a 4,5′,8-trimethylated psoralen analog, which belongs to the family of furocoumarins. It is mostly used to treat psoriasis.

Caractéristiques et avantages

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.

This compound was developed by Valeant. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Notes préparatoires

Trioxsalen is soluble in chloroform at 50 mg/ml and yields a clear, colorless to faint yellow solution.

Informations sur la sécurité

• Pictogrammes: GHS08,GHS05,GHS07
• Mention d'avertissement: Danger
• Mentions de danger: H312 + H332,H314,H341
• Conseils de prudence: P202 - P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Classification des risques: Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Eye Dam. 1 - Muta. 2 - Skin Corr. 1B
• Code de la classe de stockage: 8A - Combustible corrosive hazardous materials
• Classe de danger pour l'eau (WGK): WGK 2
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges