227798-03-0Relevant academic research and scientific papers
Synthesis and binding study of phosphonate analogues of PNAs and their hybrids with PNAs
Efimov, Vladimir A.,Choob, Michael V.,Buryakova, Alla A.,Chakhmakhcheva, Oksana G.
, p. 1671 - 1679 (2007/10/03)
The preparation of monomers for the synthesis of phosphonate analogues of peptide nucleic acids containing the four natural nucleobases: thymine, cytosine, adenine and guanine, has been accomplished. The monomers obtained were used for the automated online solid phase synthesis of pure phosphono- PNA oligomers as well as chimeras consisting of phosphono-PNA and PNA resudies. The hybridization properties of these oligonucleotide mimics to complementary DNA and RNA fragments were studied.
Peptide nucleic acids and their phosphonate analogues: Synthesis and hybridization properties
Efimov,Buryakova,Choob,Chakhmakhcheva
, p. 618 - 630 (2007/10/03)
The synthesis of a series of DNA mimics-peptide nucleic acids, phosphonate analogues of peptide nucleic acids, and their hybrids - is described. The preparative synthesis of the corresponding monomers and the solid phase automated synthesis of oligomers-mimics are developed. Modified phosphonate analogues of peptide nucleic acids, in particular, chiral derivatives and those with additional hydroxyl groups in the side chains of the backbone, as well as pyrene derivatives of peptide nucleic acids and their phosphonate analogues, are prepared. The affinity of the resulting oligomers specifically to hybridize to DNA and RNA complementary chains is studied. It is shown that phosphonate analogues of peptide nucleic acids and their hybrids with peptide nucleic acids can form complexes with the DNA and RNA complementary strands, the stability of the complexes increasing in parallel with the increase in the number of peptide nucleic acid residues in the chain of the mimic. This property, along with good water solubility, provides the precondition for further evaluation of these compounds as antisense and antigene agents.
