203643-39-4Relevant academic research and scientific papers
Optimization of the binding properties of PNA-(5')-DNA chimerae
Van Der Laan,Havenaar,Oosting,Kuyl-Yeheskiely,Uhlmann,Van Boom
, p. 663 - 668 (2007/10/03)
The synthesis and evaluation of PNA-(5')-DNA chimerae containing either a 5'-amide (i.e. 1a), a 5'-phosphodiester (i.e. 1b) or 5'-phosphonate linkages (i.e. 1c,d) at the junction site are described. The 5'-linkages could be installed using either 5'-amino-5'-deoxythymidine phosphoramidite 2, O-[2-(2-aminoethyl)-(thymin-1-ylacetyl)amino]ethyl phosphoramidite 3, N-(2-aminoethyl)-N-(thymin-1-ylacetyl)aminomethyl phosphonate 4 or N-(2-aminoethyl)-N-(allyloxycarbonyl)aminomethyl phosphonate 5 as building blocks, respectively. It is shown that PNA-(5')-DNA of type 1a-c have a higher binding affinity with complementary RNA than native DNA, and that the antisense activity is mainly due to RNase H.
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.
