DNA-, RNA- and self-pairing properties of a pyrrolidinyl peptide nucleic acid with a (2′R,4′S)-prolyl-(1S,2S)-2-aminocyclopentanecarboxylic acid backbone
2010; Elsevier BV; Volume: 51; Issue: 44 Linguagem: Inglês
10.1016/j.tetlet.2010.08.102
ISSN1873-3581
AutoresJaru Taechalertpaisarn, Pitchanun Sriwarom, Chalotorn Boonlua, Nattawut Yotapan, Chotima Vilaivan, Tirayut Vilaivan,
Tópico(s)RNA Interference and Gene Delivery
ResumoA new pyrrolidinyl peptide nucleic acid (PNA) comprising of an alternate sequence of 4′-nucleobase-modified proline with (2′R,4′S) configuration and a (1S,2S)-2-aminocyclopentanecarboxylic acid [(2′R,4′S)-acpcPNA] backbone was synthesized and its DNA-, RNA- and self-pairing properties studied. Tm and CD studies suggested that the (2′R,4′S)-acpcPNA forms antiparallel hybrids to DNA and RNA with high sequence and direction specificity. The stability of these hybrids is comparable to those of the (2′R,4′R)-acpcPNA hybrids previously reported by our group. On the other hand, experiments with a self-complementary sequence indicated that the new (2′R,4′S)-acpcPNA forms a more stable antiparallel self-hybrid than (2′R,4′R)-acpcPNA.
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