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Merck

P8399

Psoralen

≥99% (HPLC), DNA photo-crosslinker, powder

Synonym(s):

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

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About This Item

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

Key Documents

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Product Name

Psoralen, ≥99% (HPLC)

InChI key

ZCCUUQDIBDJBTK-UHFFFAOYSA-N

InChI

1S/C11H6O3/c12-11-2-1-7-5-8-3-4-13-9(8)6-10(7)14-11/h1-6H

SMILES string

O=C1Oc2cc3occc3cc2C=C1

assay

≥99% (HPLC)

form

powder

fluorescence

λex 335 nm; λem 460 nm (pH 7.0)

storage temp.

2-8°C

Quality Level

200

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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
  • 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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H317

Hazard Classifications

Acute Tox. 4 Oral - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

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
0000410710
0000196468
0000410710
0000340749
0000340749

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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)
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 and isopsoralen ameliorate sex hormone deficiency-induced osteoporosis in female and male mice
Yuan X, et al.
BioMed Research International, 2016 (2016)
Psoralen induced liver injury by attenuating liver regenerative capability
Zhou W, et al.
Frontiers in Pharmacology, 9, 1179-1179 (2018)
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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