Solid-phase introduction and intracellular photoinduced reaction of a water-soluble meso-tetracarboxyporphine conjugated to an antisense oligodeoxyribonucleotide.
Oligonucleotide conjugated with water-soluble meso-tetra(4-carboxyphenyl) porphine (TPPC4) has been prepared by a supporting synthesis and novel solid-phase conjugation strategy. The conjugates could be used in dual fashion: i) on formation of iron complex, target DNA could be site-specifically cleaved on incubation with dithiothreitol; ii) on incubation of RR 1022 rat epithelial cell culture with non-metalized oligonucleotide TPPC4 conjugate, cytotoxic effect was detected after irradiation with laser light at 635 nm.
Universität Ulm, Sektion Polymere, Albert-Einstein-Allee 11, Germany.
J F
JF
Ortigão
A
A
Rück
K C
KC
Gupta
R
R
Rösch
R
R
Steiner
H
H
Seliger
D000818:Animals; D001483:Base Sequence; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D007501:Iron / Q000737:chemistry; D008969:Molecular Sequence Data; D016376:Oligonucleotides, Antisense / Q000737:chemistry*; D010777:Photochemistry; D011166:Porphyrins / Q000737:chemistry*; D012995:Solubility; D014867:Water / Q000737:chemistry*
D016376:Oligonucleotides, Antisense; D011166:Porphyrins; D014867:Water; C018395:tetracarboxyphenylporphine; D007501:Iron