@article { ISI:000306049900024,
	title = {Aminomethylene peptide nucleic acid (am-PNA): synthesis, regio-/stereospecific DNA binding, and differential cell uptake of (alpha/gamma,R/S)am-PNA analogues},
	journal = {Journal of Organic Chemistry},
	volume = {77},
	number = {13},
	year = {2012},
	month = {JUL},
	pages = {5696-5704},
	publisher = {AMER CHEMICAL SOC},
	address = {1155 16TH ST, NW, WASHINGTON, DC 20036 USA},
	abstract = {<p>Inherently chiral, cationic am-PNAs having pendant aminomethylene groups at alpha(R/S) or gamma(S) sites on PNA backbone have been synthesized. The modified PNAs are shown to stabilize duplexes with complementary cDNA in a regio- and stereo-preferred manner with gamma(S)-am PNA superior to alpha(R/S)-am PNAs and alpha(R)-am PNA better than the alpha(S) isomer. The enhanced stabilization of am-PNA:DNA duplexes is accompanied by a greater discrimination of mismatched bases. This seems to be a combined result of both electrostatic interactions and conformational preorganization of backbone favoring the cDNA binding. The am-PNAs are demonstrated to effectively traverse the cell membrane, localize in the nucleus of He La cells, and exhibit low toxicity to cells.</p>},
	issn = {0022-3263},
	doi = {10.1021/jo300860f},
	author = {Mitra, Roopa and Ganesh, Krishna N.}
}
