Effect of the terminal phosphate derivatization of β- and α-oligodeoxynucleotides on their antisense activity in protein biosynthesis, stability and uptake by eucaryotic cells

Chlorin-Oligonucleotide Conjugates: Synthesis, Properties, and Red Light-Induced Photochemical Sequence-Specific DNA Cleavage in Duplexes and Triplexes,

“…A chlorin molecule related to those used in the present work has been shown to efficiently photoinactivate free human immunodeficiency viruses in blood − In addition, owing to their hydrophobic character, chlorins, such as CHEVP, might improve interactions with membranes and increase cellular uptake as already observed with nonionic porphyrins or cholesterol …”

Chlorin-Oligonucleotide Conjugates: Synthesis, Properties, and Red Light-Induced Photochemical Sequence-Specific DNA Cleavage in Duplexes and Triplexes,

“…A chlorin molecule related to those used in the present work has been shown to efficiently photoinactivate free human immunodeficiency viruses in blood − In addition, owing to their hydrophobic character, chlorins, such as CHEVP, might improve interactions with membranes and increase cellular uptake as already observed with nonionic porphyrins or cholesterol …”

Modulation of Cm/T, G/A, and G/T Triplex Stability by Conjugate Groups in the Presence and Absence of KCl

“…This ligand abolished binding by the G/T motif TFO, promoted strand displacement by the C m /T motif TFO, and stabilized self-association of the G/A motif TFO. In the past, cholesterol has been conjugated to ODNs as way to improve cellular uptake (Boutorine et al, 1992;Ing et al, 1993;Krieg et al, 1993). Our results provide another reason why this strategy should allow for release of cholesterol from the TFO once internalization has taken place (Oberhauser & Wagner, 1992;Vu et al, 1994).…”

Antisense Properties of Duplex- and Triplex-Forming PNAs

“…Antisense effects of phosphodiester and phosphorothioate ODNs targeted to sequences in the coding region of a mRNA are RNase H dependent (7,26,(32)(33). ODN analogs that do not activate RNase H (as mentioned above) are capable of blocking translation at targets in the coding region only when conjugated to crosslinkers, such as psoralen (34)(35)(36), or to alkylating reagents (37)(38). In agreement with previous findings (8,(22)(23), we here show that a PNA forming a (PNA) 2 /RNA triplex in the coding region of CAT mRNA causes arrest of the elongating ribosome, giving rise to a truncated protein product.…”

Chlorin-Oligonucleotide Conjugates: Synthesis, Properties, and Red Light-Induced Photochemical Sequence-Specific DNA Cleavage in Duplexes and Triplexes,

“…A chlorin molecule related to those used in the present work has been shown to efficiently photoinactivate free human immunodeficiency viruses in blood − In addition, owing to their hydrophobic character, chlorins, such as CHEVP, might improve interactions with membranes and increase cellular uptake as already observed with nonionic porphyrins or cholesterol …”

Modulation of Cm/T, G/A, and G/T Triplex Stability by Conjugate Groups in the Presence and Absence of KCl

“…This ligand abolished binding by the G/T motif TFO, promoted strand displacement by the C m /T motif TFO, and stabilized self-association of the G/A motif TFO. In the past, cholesterol has been conjugated to ODNs as way to improve cellular uptake (Boutorine et al, 1992;Ing et al, 1993;Krieg et al, 1993). Our results provide another reason why this strategy should allow for release of cholesterol from the TFO once internalization has taken place (Oberhauser & Wagner, 1992;Vu et al, 1994).…”

Antisense Properties of Duplex- and Triplex-Forming PNAs

“…Antisense effects of phosphodiester and phosphorothioate ODNs targeted to sequences in the coding region of a mRNA are RNase H dependent (7,26,(32)(33). ODN analogs that do not activate RNase H (as mentioned above) are capable of blocking translation at targets in the coding region only when conjugated to crosslinkers, such as psoralen (34)(35)(36), or to alkylating reagents (37)(38). In agreement with previous findings (8,(22)(23), we here show that a PNA forming a (PNA) 2 /RNA triplex in the coding region of CAT mRNA causes arrest of the elongating ribosome, giving rise to a truncated protein product.…”

Chlorin-Oligonucleotide Conjugates: Synthesis, Properties, and Red Light-Induced Photochemical Sequence-Specific DNA Cleavage in Duplexes and Triplexes,

“…A chlorin molecule related to those used in the present work has been shown to efficiently photoinactivate free human immunodeficiency viruses in blood − In addition, owing to their hydrophobic character, chlorins, such as CHEVP, might improve interactions with membranes and increase cellular uptake as already observed with nonionic porphyrins or cholesterol …”

Modulation of Cm/T, G/A, and G/T Triplex Stability by Conjugate Groups in the Presence and Absence of KCl

“…This ligand abolished binding by the G/T motif TFO, promoted strand displacement by the C m /T motif TFO, and stabilized self-association of the G/A motif TFO. In the past, cholesterol has been conjugated to ODNs as way to improve cellular uptake (Boutorine et al, 1992;Ing et al, 1993;Krieg et al, 1993). Our results provide another reason why this strategy should allow for release of cholesterol from the TFO once internalization has taken place (Oberhauser & Wagner, 1992;Vu et al, 1994).…”

Antisense Properties of Duplex- and Triplex-Forming PNAs

“…Antisense effects of phosphodiester and phosphorothioate ODNs targeted to sequences in the coding region of a mRNA are RNase H dependent (7,26,(32)(33). ODN analogs that do not activate RNase H (as mentioned above) are capable of blocking translation at targets in the coding region only when conjugated to crosslinkers, such as psoralen (34)(35)(36), or to alkylating reagents (37)(38). In agreement with previous findings (8,(22)(23), we here show that a PNA forming a (PNA) 2 /RNA triplex in the coding region of CAT mRNA causes arrest of the elongating ribosome, giving rise to a truncated protein product.…”