[CAS NO. 3902-71-4] Trioxsalen
PRODUCTS SPECIFICATIONS [3902-71-4]
DESCRIPTION [3902-71-4]
Overview
| MDL | - |
|---|---|
| Molecular Weight | 228.24 |
| Molecular Formula | C14H12O3 |
| SMILES | O=C1C=C(C)C2=CC3=C(OC(C)=C3)C(C)=C2O1 |
Summary
Trioxsalen (Trisoralen), a psoralen derivative, is a photochemical DNA crosslinker. Trioxsalen only works after photoactivation with near ultraviolet light . Trioxsalen is a photosensitizer that can be used for the research of vitiligo and hand eczema. Trioxsalen is used for visualization of genomic interstrand cross-links localized by laser photoactivation [1] [2] [3] .
In Vitro
Trioxsalen (200 nM) plus 365 nm light produce DNA crosslinks but not breaks in mouse L1210 leukemia cells
[4]
.
Trioxsalen/UVA treatment of HaCaT keratinocytes induces NF-kappaB binding activity, and that this is a synergistic effect
[5]
.
Trioxsalen shows anti-inflammatory capacities in vitro
[5]
.
MCE has not independently confirmed the accuracy of these methods. They are for reference only.
In Vivo
Trioxsalen induces dose-dependent depletion of ATPase-positive LCs, with a maximal depletion of 80%, in oral mucous membrane (OMM) with PUVA (UVA doses of 1-8 J/cm2) in rat
[3]
.
MCE has not independently confirmed the accuracy of these methods. They are for reference only.
Appearance
Solid
Shipping
Room temperature in continental US; may vary elsewhere.
Storage
| Powder | -20°C | 3 years |
|---|---|---|
| 4°C | 2 years | |
| In solvent | -80°C | 6 months |
| -20°C | 1 month |
Solvent & Solubility
DMSO : 6.6 mg/mL ( 28.92 mM ; Need ultrasonic and warming)
H 2 O : 1 mg/mL ( 4.38 mM ; ultrasonic and warming and heat to 80°C)
Stock Solutions
| Concentration Solvent Mass | 1 mg | 5 mg | 10 mg |
|---|
| 1 mM | 4.3814 mL | 21.9068 mL | 43.8135 mL |
| 5 mM | 0.8763 mL | 4.3814 mL | 8.7627 mL |
| 10 mM | 0.4381 mL | 2.1907 mL | 4.3814 mL |
References
- [1] M T Chuan, et al. Effectiveness of psoralen photochemotherapy for vitiligo. J Formos Med Assoc. 1999 May;98(5):335-40.
- [2] 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. 200
- [3] 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.
- [4] 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.
- [5] 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.
Synonyms