142182-95-4Relevant academic research and scientific papers
Synthesis and duplex stability of oligodeoxynucleotides containing stereoregular or stereorandom octylphosphonate linkages
Mag, Matthias,Jahn, Kerstin,Kretzschmar, Gerhard,Peyman, Anusch,Uhlmann, Eugen
, p. 10011 - 10024 (2007/10/03)
The synthesis of oligodeoxynucleotide pentadecamers containing two octylphosphonate linkages [3'-O-P(=O)(n-C8H17)-O-5'] with stereoregular or stereorandom chirality is described. The introduction of random octylphosphonate linkages was performed using a monomeric nucleoside octylphosphonamidite as synthon whereas the introduction of stereoregular linkages could be accomplished by the use of stereoregular dimers containing a preformed octylphosphonate linkage. The novel oligodeoxynucleotides were characterized by electrospray ionization mass spectrometry and the influence of chirality of the modified linkages on the duplex stability was studied. Furthermore, end-capped oligodeoxynucleotides having two octylphosphonate linkages at either end which were directed against HSV-1 mRNA have been synthesized for investigation as antisense drugs.
Synthesis of Alkylphosphon(othio)ate Analogues of DNA
Roelen, H. C. P. F.,Elst, H. van den,Dreef, C. E.,Marel, G. A. van der,Boom, J. H. van
, p. 2357 - 2360 (2007/10/02)
Easily accessible bis(diisopropylamino)alkylphosphines (alkyl is methyl, n-butyl or n-octyl) are convenient reagents for the synthesis of DNA fragments having an alkylphosphonate or alkylphosphonothioate linkage at a predetermined site in solution and on
