Double-headed nucleotides with arabino configuration: synthesis and hybridization properties.
The formation of new nucleic acid motifs by using double-headed nucleotides is reported. Modified phosphoramidites carrying additional thymine or adenine attached to the 2'-position of arabinouridine through a methylene linker are conveniently prepared and incorporated into oligonucleotides to obtain the modified nucleotide monomers (a)U(T) and (a)U(A), respectively. The extension of a DNA double helix by one or two additional A:T base pairs is achieved by placing these modified monomers in the opposite strands in a so-called (+1)-zipper arrangement. Hence, 12 basepairs can be presented in an 11-mer or even a 10-mer duplex. The modified nucleotide monomers also behave as dinucleotides when base-paired with two complementary nucleotides from the opposite strand. A new nucleic acid motif is introduced when two (a)U(A) monomers recognize each other in the center of a duplex.
Nucleic Acid Center, Department of Physics, Chemistry and Pharmacy, University of Southern Denmark , 5230 Odense M, Denmark.
Pawan
P
Kumar
Pawan K
PK
Sharma
Poul
P
Nielsen
D001087:Arabinonucleosides / Q000138:chemical synthesis* / Q000737:chemistry*; D020029:Base Pairing; D004247:DNA / Q000737:chemistry*; D009690:Nucleic Acid Conformation; D009693:Nucleic Acid Hybridization; D009711:Nucleotides / Q000138:chemical synthesis* / Q000737:chemistry*
D001087:Arabinonucleosides; D009711:Nucleotides; D004247:DNA