[Chemical reactions in double-stranded nucleic acids. IX. Directed introduction of substituted pyrophosphate bonds into DNA structure].
An effective synthesis of oligodeoxyribonucleotides containing a substituted pyrophosphate bond in the definite position of the sugar-phosphate backbone has been developed by template-directed condensation of two heptanucleotides. One of them containing 5'-phosphate group to be activated and 3'-phosphate group of the other being substituted with ethoxy-, buthylamino-, morpholino- or ethyl glycinate residues. Water-soluble carbodiimide (EDAC) proved to be more efficient in the phosphate group activation than N-hydroxybenzotriazole ester (yields of substituted pyrophosphates 35-80 and 10-15% respectively). The substituted pyrophosphate bong is quite stable in neutral aqueous solution. Mild conditions of selective cleavage of this bond yielding the initial oligonucleotides were found.
Kuznetsova
S A
SA
Ivanovskaia
M G
MG
Shabarova
Z A
ZA
D001483:Base Sequence; D055598:Chemical Phenomena; D002621:Chemistry; D004247:DNA; D011756:Diphosphates; D008969:Molecular Sequence Data; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis*
D011756:Diphosphates; D009838:Oligodeoxyribonucleotides; D004247:DNA
Khimicheskie reaktsii v dvuspiral'nykh nukleinovykh kislotakh. IX. Napravlennoe vvedenie zameshchennykh pirofosfatnykh sviazeĭ v strukturu DNK.