Ellipilli Satheesh, Ganesh Krishna N
Chemical Biology Unit, Indian Institute of Science Education and Research (IISER) , Dr. Bhabha Road, Pune 411008, Maharashtra India.
J Org Chem. 2015 Sep 18;80(18):9185-91. doi: 10.1021/acs.joc.5b01614. Epub 2015 Sep 8.
Fluorous PNA analogues possessing fluorine as inherent part of aminopropylglycine (apg) backbone (γ-CF2-apg PNA) have been synthesized and evaluated for biophysical and cell penetrating properties. These form duplexes of higher thermal stability with cRNA than cDNA, although destabilized compared to duplexes of standard aeg-PNA. Cellular uptake of the fluorinated γ-CF2-apg PNAs in NIH 3T3 and HeLa cells was 2-3-fold higher compared to that of nonfluorinated apg PNA, with NIH 3T3 cells showing better permeability compared to HeLa cells. The backbone fluorinated PNAs, which are first in this class, when combined with other chemical modifications may have potential for future PNA-based antisense agents.
已合成了具有氟作为氨丙基甘氨酸（apg）主链固有部分的氟代肽核酸类似物（γ-CF2-apg PNA），并对其生物物理和细胞穿透特性进行了评估。与cDNA相比，这些与cRNA形成热稳定性更高的双链体，尽管与标准aeg-PNA的双链体相比稳定性有所降低。在NIH 3T3和HeLa细胞中，氟化的γ-CF2-apg PNA的细胞摄取量比未氟化的apg PNA高2至3倍，与HeLa细胞相比，NIH 3T3细胞表现出更好的通透性。作为此类中的首个产品，主链氟化的PNA与其他化学修饰结合时，可能具有用于未来基于PNA的反义药物的潜力。
