TY - JOUR
T1 - Photoinduced electron transfer and strand cleavage in pyrenyl-DNA complexes and adducts
AU - Geacintov, Nicholas E.
AU - Solntsev, Kyril
AU - Johnson, Lawrence W.
AU - Chen, Junxin
AU - Kolbanovskiy, Alexander D.
AU - Liu, Tongming
AU - Shafirovich, Vladimir Ya
PY - 1998
Y1 - 1998
N2 - The fluorescence of pyrenyl residues in complexes with the nucleic acid bases G, C and T, but not A, is strongly quenched by photoinduced electron transfer mechanisms. Site-specifically modified 11-mer oligonucleotide duplexes containing a single modified guanosyl base G* bearing a covalently attached pyrenyl residue were prepared in order to probe for photochemical damage associated with these photoinduced electron transfer reactions. When the pyrenyl residue positioned at G* is photoexcited with 355 nm light, direct strand cleavage is observed at that site with low quantum yield. Frank strand breaks are also observed up to five base pairs away from G*, suggesting that intrastrand migration of a reactive intermediate from base to base is occurring.
AB - The fluorescence of pyrenyl residues in complexes with the nucleic acid bases G, C and T, but not A, is strongly quenched by photoinduced electron transfer mechanisms. Site-specifically modified 11-mer oligonucleotide duplexes containing a single modified guanosyl base G* bearing a covalently attached pyrenyl residue were prepared in order to probe for photochemical damage associated with these photoinduced electron transfer reactions. When the pyrenyl residue positioned at G* is photoexcited with 355 nm light, direct strand cleavage is observed at that site with low quantum yield. Frank strand breaks are also observed up to five base pairs away from G*, suggesting that intrastrand migration of a reactive intermediate from base to base is occurring.
KW - Photoinduced electron transfer
KW - Pyrenyl-DNA complexes and adducts
KW - Strand cleavage
UR - http://www.scopus.com/inward/record.url?scp=0000847661&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0000847661&partnerID=8YFLogxK
U2 - 10.1002/(sici)1099-1395(199808/09)11:8/9<561::aid-poc61>3.0.co;2-a
DO - 10.1002/(sici)1099-1395(199808/09)11:8/9<561::aid-poc61>3.0.co;2-a
M3 - Review article
AN - SCOPUS:0000847661
VL - 11
SP - 561
EP - 565
JO - Journal of Physical Organic Chemistry
JF - Journal of Physical Organic Chemistry
SN - 0894-3230
IS - 8-9
ER -