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P8399

Psoralen

Name: Psoralen
Brand: SIGMA

≥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

Assay:

≥99% (HPLC)

Form:

powder

Quality level:

200

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Properties

Product Name

Psoralen, ≥99% (HPLC)

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

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)

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

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.

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pictograms

GHS07

signalword

Warning

hcodes

H302,H317

pcodes

P261 - P264 - P272 - P280 - P301 + P312 - P302 + P352

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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Articles

DNA损伤和修复

DNA损伤和修复机制对于维持DNA完整性至关重要。细胞DNA的损伤与突变、癌症发展等有关。

DNA Damage and Repair

DNA damage and repair mechanism is vital for maintaining DNA integrity. Damage to cellular DNA is involved in mutagenesis, the development of cancer among others.

Discover Bioactive Small Molecules for Cell Cycle

Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.

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The mitochondrial effects of novel apoptogenic molecules generated by psoralen photolysis as a crucial mechanism in PUVA therapy

Caffieri S, et al.

Blood, 109(11), 4988-4994 (2007)

Psoralen induced liver injury by attenuating liver regenerative capability

Zhou W, et al.

Frontiers in Pharmacology, 9, 1179-1179 (2018)

Psoralen and isopsoralen ameliorate sex hormone deficiency-induced osteoporosis in female and male mice

Yuan X, et al.

BioMed Research International, 2016 (2016)

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Global Trade Item Number

SKU	GTIN
P8399-25MG	04061833024379
P8399-100MG	04061834401414
P8399-10MG	04061834401421