Highly efficient strand invasion by peptide nucleic acid bearing optically pure lysine residues in its backbone.
Chiral PNA monomers (PNA = peptide nucleic acid), in which nucleobases are attached to N-(aminoethyl)-D-lysine, were introduced to PNAs bearing pseudo-complementary nucleobases (2,6-diaminopurine and 2-thiouracil). When these highly cationic PNAs targeted double-stranded DNA, they invaded there much more efficiently than conventional pseudo-complementary PNAs composed of achiral PNA monomers. Although introduction of N-(aminoethyl)-D-lysine backbone was effective for promotion of strand invasion, L-isomer never promote it. Simple incorporation of lysine groups to the termini of PNA was also ineffective, indicating that introduction of positive charges into PNA backbone is important. Even highly G-C rich sequence, which conventional pseudo-complementary PNAs never invade, was successfully targeted based on this strategy.
Yamamoto
Yoji
Y
Research Center for Advanced Science and Technology, The University of Tokyo, 4-6-1 Komaba, Meguro-ku, Tokyo 153-8904, Japan.
Yoshida
Junya
J
Tedeschi
Tullia
T
Corradini
Roberto
R
Sforza
Stefano
S
Komiyama
Makoto
M
D015075:2-Aminopurine / Q000031:analogs & derivatives / Q000737:chemistry; D004247:DNA / Q000737:chemistry*; D024202:Electrophoretic Mobility Shift Assay; D020862:GC Rich Sequence; D007536:Isomerism; D008239:Lysine / Q000031:analogs & derivatives* / Q000737:chemistry; D020135:Peptide Nucleic Acids / Q000737:chemistry*; D055672:Static Electricity; D013889:Thiouracil / Q000737:chemistry
D020135:Peptide Nucleic Acids; D015075:2-Aminopurine; C007300:2,6-diaminopurine; D013889:Thiouracil; D004247:DNA; D008239:Lysine