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P8399

Sigma-Aldrich

Psoralen

≥99% (HPLC)

Synonym(s):

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

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$119.70
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$259.20
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$761.00

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10 MG
$119.70
25 MG
$259.20
100 MG
$761.00

About This Item

Empirical Formula (Hill Notation):
C11H6O3
CAS Number:
66-97-7
Molecular Weight:
186.16
Beilstein/REAXYS Number:
152784
EC Number:
200-639-7
MDL number:
MFCD00010520
UNSPSC Code:
12352200
PubChem Substance ID:
24898918
NACRES:
NA.77

$119.70

List Price$133.00Save 10%

In StockDetails

Request a Bulk Order

Quality Level

200

assay

≥99% (HPLC)

form

powder

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

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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[1]
  • in testing melanin dispersal effects in fish scale melanophores[2]
  • to test its stimulatory effects in osteoblast a cell proliferation assay[3]
  • as a reference standard in high-performance liquid chromatography (HPLC)[4]

Biochem/physiol Actions

Psoralen belongs to the linear type furanocoumarins.[5] 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.[5] This property of psoralen ultraviolet A light (PUVA) is exploited in treating skin diseases and cutaneous T-cell lymphoma.[5] However, usage psoralen also leads to hepatotoxicity[6] and cytotoxicity by the generation of psoralen photoproducts (POPs).[7] It may be useful in treating osteoporosis[8]

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H317

Hazard Classifications

Acute Tox. 4 Oral - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000340749
0000217740
0000217739
0000196468
0000252719

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Psoralen and ultraviolet a light treatment directly affects phosphatidylinositol 3-kinase signal transduction by altering plasma membrane packing
Van Aelst B, et al.
The Journal of Biological Chemistry, 291(47), 24364-24376 (2016)
Psoralen stimulates osteoblast proliferation through the activation of nuclear factor-kappaB-mitogen-activated protein kinase signaling
Li F, et al.
Experimental and Therapeutic Medicine, 14(3), 2385-2391 (2017)
A method for in situ localization of single-strand and double-strand RNA elements contained in the hepatitis C virus genome 3?-untranslated region
Rance E, et al.
advanced techniques in biology & medicine, 4, 171-183 (2016)
Psoralen and isopsoralen ameliorate sex hormone deficiency-induced osteoporosis in female and male mice
Yuan X, et al.
BioMed Research International, 2016 (2016)
In vitro responses of fish melanophores to lyophilized extracts of Psoralea corylifolia seeds and pure psoralen
Ali SA, et al.
Pharmaceutical biology, 49(4), 422-427 (2011)
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