164923-49-3Relevant academic research and scientific papers
Synthesis and characterization of short oligonucleotide segments containing nonnatural internucleoside amine- and amide linkages
Petersen,Wengel
, p. 925 - 928 (1995)
The synthesis of thymidine dimers in which the phosphodiester linkage has been replaced by either piperazine or N,N'-dimethylethylenediamine are described. The dimers containing piperazine were incorporated into oligodeoxynucleotides on which thermal and
Synthesis of Thymidine Dimers Containing Piperazine in the Internucleoside Linkage and their Incorporation into Oligodeoxynucleotides
Petersen, Gorm Vang,Wengel, Jesper
, p. 2145 - 2154 (2007/10/02)
The synthesis of thymidine dimers in which the natural phosphodiester linkage has been replaced by piperazine (3'-(N(CH2CH2)2N)-5, 9 and 3'-(N(CH2CH2)2N)-CO-4, 10) are described.These new dimers were incorporated into oligodeoxynucleotides on an automated DNA-synthesizer using the phosphoramidite approach.The thermal stability of DNA/DNA duplexes and the enzymatic stability was studied by UV experiments. 17-Mers with 9 incorporated once or twice in the middle exhibited a pronounced decrease in thermal stability (ΔTm -11 degC per modification) while 17-mers with 10 incorporated once or twice in the middle exhibited only a slight decrease in thermal stability (ΔTm -2 degC per modification) when compared to unmodified 17-mers.Furthermore, end-modified oligodeoxynucleotides containing either 9 or 10 displayed five to six fold increased stability towards snake venom phosphodiesterase.
