Incorporation of /sup 18/O/sub 2/ into thymidine 5'-aldehyde in neocarzinostatin chromophore-damaged DNA

Journal Article · Sat Aug 25 04:00:00 EDT 1984 · J. Biol. Chem.; (United States)

OSTI ID:5332023

Chin, D H; Carr, S A; Goldberg, I H

Strand scission of DNA by the chromophore of neocarzinostatin converts the 5'-hydroxyl of deoxyribose to a 5'-aldehyde. The origin of the aldehydic oxygen has now been elucidated by mass spectrometry. DNA-associated thymidine 5'-aldehyde produced by treatment of DNA with neocarzinostatin chromophore in /sup 2/H/sub 2//sup 18/O//sup 16/O/sub 2/ or in /sup 2/H/sub 2//sup 16/O//sup 18/O/sub 2/ was reduced, liberated by nuclease treatment, permethylated, and analyzed by gas chromatography-mass spectrometry. The data clearly show that molecular oxygen is the only source of the 5'-aldehydic oxygen. The addition of molecular oxygen at C-5', possibly via a reactive form of neocarzinostatin chromophore, must be involved; a carbonium ion intermediate at C-5' is ruled out.

• Research Organization: Harvard Medical School, Boston, MA
• OSTI ID: 5332023
• Journal Information: J. Biol. Chem.; (United States), Journal Name: J. Biol. Chem.; (United States) Vol. 259:16; ISSN JBCHA
• Country of Publication: United States
• Language: English

Related Subjects

550201* -- Biochemistry-- Tracer Techniques
59 BASIC BIOLOGICAL SCIENCES
ANIMALS
ANTI-INFECTIVE AGENTS
ANTIBIOTICS
ANTINEOPLASTIC DRUGS
BIOLOGICAL EFFECTS
BIOLOGICAL RECOVERY
BIOLOGICAL REPAIR
BODY
CALVES
CATTLE
CHROMATOGRAPHY
DNA
DNA REPAIR
DOMESTIC ANIMALS
DRUGS
EVEN-EVEN NUCLEI
ISOTOPES
LIGHT NUCLEI
LIQUID COLUMN CHROMATOGRAPHY
LYMPHATIC SYSTEM
MAMMALS
NEOCARCINOSTATIN
NUCLEI
NUCLEIC ACIDS
ORGANIC COMPOUNDS
ORGANS
OXYGEN 18
OXYGEN ISOTOPES
RADIOMIMETIC DRUGS
RECOVERY
REPAIR
RUMINANTS
SEPARATION PROCESSES
STABLE ISOTOPES
STRAND BREAKS
THYMUS
UPTAKE
VERTEBRATES