Synthesis and properties of oligonucleotides containing a cholesterol thymidine monomer.
Highly selective base-pair recognition makes DNA a suitable building block for orderly self-assembled structures. For some applications in nanotechnology DNA complexes need to be fixed onto surfaces. To fulfil this requirement on lipid membranes we have synthesised a thymidine monomer modified with a cholesterol moiety. Solution studies show that the melting temperature (Tm) of the duplex, with adjacent cholesterols on each strand, is much higher than that of the unmodified duplex.
Durand
Adeline
A
School of Chemistry, University of Southampton, Highfield, Southampton, UK.
Brown
Tom
T
D002784:Cholesterol / Q000031:analogs & derivatives* / Q000737:chemistry; D005453:Fluorescence; D006863:Hydrogen-Ion Concentration; D009691:Nucleic Acid Denaturation; D009841:Oligonucleotides / Q000138:chemical synthesis* / Q000737:chemistry*; D009943:Organophosphorus Compounds / Q000737:chemistry; D013936:Thymidine / Q000031:analogs & derivatives* / Q000737:chemistry*
C526392:5-(12-cholesteryloxycarbonylamino-N-(prop-2-ynyl)dodecanamido)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine-3'-O-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite; D009841:Oligonucleotides; D009943:Organophosphorus Compounds; D002784:Cholesterol; D013936:Thymidine