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Sequence-specific DNA Damage Induced by Ultraviolet A-irradiated Folic Acid via Its Photolysis Product

Sequence-specific DNA Damage Induced by Ultraviolet A-irradiated Folic Acid via Its Photolysis Product

Kazutaka Hirakawa, Hiroyuki Suzuki, Shinji Oikawa, Shosuke Kawanishi

Arch Biochem Biophys. 2003 Feb 15;410(2):261-8.

PMID: 12573286

Abstract:

DNA damage mediated by photosensitizers participates in solar carcinogenesis. Fluorescence measurement and high-performance liquid chromatography analysis demonstrated that photoirradiated folic acid, one of the photosensitizers in cells, generates pterine-6-carboxylic acid (PCA). Experiments using 32P-labeled DNA fragments obtained from a human gene showed that ultraviolet A-irradiated folic acid or PCA caused DNA cleavage specifically at consecutive G residues in double-stranded DNA after Escherichia coli formamidopyrimidine-DNA glycosylase or piperidine treatment. The amount of 8-oxo-7,8-dihydro-2(')-deoxyguanosine formed through this DNA photoreaction in double-stranded DNA exceeded that in single-stranded DNA. Kinetic studies suggested that DNA damage is caused mainly by photoexcited PCA generated from folic acid rather than by folic acid itself. In conclusion, photoirradiated folic acid generates PCA, which induces DNA photooxidation specifically at consecutive G residues through electron transfer. Excess intake of folic acid supplements may increase a risk of skin cancer by solar ultraviolet light.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP948607	Pterine-6-carboxylic acid		948-60-7	Price

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