170944-06-6Relevant articles and documents
Solid support synthesis of a PNA-DNA hybrid
Laan, A. C. van der,Meeuwenoord, N. J.,Kuyl-Yeheskiely, E.,Oosting, R. S.,Brands, R.,Boom, J. H. van
, p. 295 - 297 (1995)
The solid support synthesis of a homothymine PNA-DNA octamer (i.e. hybrid 13) could be realized using tetrabutylammonium N-(2-(4-methoxytrityl)-aminoethyl)-N-((thymin-1-yl)acetyl)glycinate as PNA building block and the respective 2-cyanoethyl-N,N-diisopropylphosphoramidite derivatives of both 5'-O-(4,4'-dimethoxytrityl)thymidine and 5'-N-(4-methoxytrityl)amino-5'-deoxythymidine.
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.
The synthesis of polyamide nucleic acids using a novel monomethoxytrityl protecting-group strategy
Will, David W.,Breipohl, Gerhard,Langner, Dietrich,Knolle, Jochen,Uhlmann, Eugen
, p. 12069 - 12082 (2007/10/02)
The preparation of novel monomethoxytrityl (Mmt) protected monomers for the synthesis of polyamide nucleic acids (PNAs) is described. The use of base-labile acyl-type nucleobase protecting groups and of a succinyl-linked solid-support offers a synthetic strategy to standard oligonucleotide synthesis conditions. This strategy has been successfully applied for the synthesis of PNAs of mixed base sequence.