Circular dichroism and proton magnetic resonance studies of dApdG modified with 2-aminofluorene and 2-acetylaminofluorene.
The conformational properties of 2'-deoxyadenylyl-(3'-5')-2'-deoxyguanosine (dApdG) modified by the covalent binding of the carcinogens 2-acetylaminofluorene (AAF) and 2-aminofluorene (AF) have been investigated, utilizing circular dichroism and proton magnetic resonance spectroscopy. The attachment of AF residues to the C-8 position of guanosine introduced smaller changes in the circular dichroism spectra of dApdG than the binding of AAF residues. Similarly, binding of AF residues caused lower up-field shifts for the H-2 and H-8 protons of adenine than the AAF residues. These results suggest that AF residues are less stacked with the neighboring A base in dApdG than AAF. Thus, AF residues bound on the C-8 position of guanine might induce less distortion in conformation of the modified regions than AAF residues.
Santella
R M
RM
Cancer Center/Institute of Cancer Research, Department of Biochemistry, Columbia University College of Physicians and Surgeons, New York, NY 10032, USA.
Kriek
E
E
Grunberger
D
D
D015073:2-Acetylaminofluorene / Q000737:chemistry* / Q000378:metabolism; D002942:Circular Dichroism; D003838:Deoxyadenine Nucleotides / Q000737:chemistry* / Q000378:metabolism; D003849:Deoxyguanosine / Q000737:chemistry* / Q000378:metabolism; D005449:Fluorenes / Q000737:chemistry* / Q000378:metabolism; D019906:Nuclear Magnetic Resonance, Biomolecular; D009690:Nucleic Acid Conformation; D013056:Spectrophotometry, Ultraviolet
D003838:Deoxyadenine Nucleotides; D005449:Fluorenes; C012177:2-aminofluorene; C047743:deoxyadenylyl-(3'-5')-deoxyguanosine; D015073:2-Acetylaminofluorene; D003849:Deoxyguanosine