368890-07-7Relevant academic research and scientific papers
Preparation and properties of a new type of acyclic, achiral nucleoside analogue
Boesen, Thomas,Pedersen, Daniel Sejer,Jensen, Jacob,Munck, Michael T.,Nielsen, Brian M.,Petersen, Asger B.,Henriksen, Ulla,Dahl, Britta M.,Dahl, Otto
, p. 623 - 627 (2007/10/03)
Preparation of the nucleoside analogues 1 and incorporation of 1, B = T, in deoxyribooligonucleotides by the phosphoramidite method is described. A two-step deprotection procedure was developed to reduce cleavage of the modified allylic unit. The binding properties of the modified oligonucleotides towards complementary DNA and RNA has been evaluated by Tm measurements showing a ΔATm of -2 to -6.5°C per modification. An oligonucleotide with two modifications at the 3′-end showed considerable resistance towards cleavage by a 3′-exonuclease. No antiviral activity against HIV-1 or HSV-1 was found for 1, B = G or T, or for any of the trihydroxy derivatives 5.
The first example of a new type of acyclic, achiral nucleoside analogue: 1-[3-hydroxy-2-(hydroxymethyl)prop-1-enyl]thymine
Pedersen,Boesen,Eldrup,Kiaer,Madsen,Henriksen,Dahl
, p. 1656 - 1661 (2007/10/03)
Various preparative routes to 1-(dihydroxyalk-1-enyl)thymines, which are acyclic, achiral nucleoside analogues, have been examined, and a successful synthesis of 1-[3-hydroxy-2-(hydroxymethyl)prop-1-enyl]thymine (1, B = T) has been devised.
