2004Nucleic Acids Symposium SeriesOpen access

Simultaneous use of highly acidic acridine and rigid chiral linker for efficient site-selective RNA scission

Yun‐Bo Shi

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Abstract

To the middle of oligonucleotide, 9-amino-2-methoxy-6-nitroacridine (pKa = 8.8) and 9-amino-6-chloro-2-methoxyacridine (pKa = 10.5) were tethered through three linkers, and the abilities of these conjugates for site-selective activation of RNA (inducing site-selective scission by Lu(III)) were compared. The RNA-activating ability was strongly dependent on both the acidity of acridine and the structure of linker. Combination of highly acidic acridine and rigid chiral linker leads to unprecedented efficient site-selective RNA activation.

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To the middle of oligonucleotide, 9-amino-2-methoxy-6-nitroacridine (pKa = 8.8) and 9-amino-6-chloro-2-methoxyacridine (pKa = 10.5) were tethered through three linkers, and the abilities of these conjugates for site-selective activation of RNA (inducing site-selective scission by Lu(III)) were compared. The RNA-activating ability was strongly dependent on both the acidity of acridine and the structure of linker. Combination of highly acidic acridine and rigid chiral linker leads to unprecedented efficient site-selective RNA activation.

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Available abstract

To the middle of oligonucleotide, 9-amino-2-methoxy-6-nitroacridine (pKa = 8.8) and 9-amino-6-chloro-2-methoxyacridine (pKa = 10.5) were tethered through three linkers, and the abilities of these conjugates for site-selective activation of RNA (inducing site-selective scission by Lu(III)) were compared. The RNA-activating ability was strongly dependent on both the acidity of acridine and the structure of linker. Combination of highly acidic acridine and rigid chiral linker leads to unprecedented efficient site-selective RNA activation.

Key concepts: Linker, Acridine, Oligonucleotide, Chemistry, RNA, Stereochemistry, Combinatorial chemistry, Acridine derivatives

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