Incorporation of (alpha-P-borano)-2',3'-dideoxycytidine 5'-triphosphate into DNA by drug-resistant MMLV reverse transcriptase and Taq DNA polymerase.
The Rp-stereoisomer of 5'-(alpha-P-borano)triphosphates of 2'-deoxycytidine (Rp-dCTPalphaB) and 2',3'-dideoxycytidine (Rp-ddCTPalphaB) were synthesized. Their steady-state kinetics of incorporation by ddNTP-resistant enzymes, e.g., MMLV reverse transcriptase (RT) and Taq DNA polymerase, were investigated and compared with incorporation of dCTP and ddCTP. The alpha-boranophosphate substitution in ddCTP results in a 28-fold increase in efficiency of incorporation of the Rp-ddCTPalphaB isomer by MMLV RT, yet has minimal effect on the efficiency of incorporation by Taq DNA polymerase.
Dobrikov
Mikhail I
MI
Department of Chemistry, P.M. Gross Chemical Laboratory, Duke University, Durham, North Carolina 27708-0346, USA.
Sergueeva
Zinaida A
ZA
Shaw
Barbara Ramsay
BR
D000818:Animals; D003570:Cytidine Triphosphate / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000378:metabolism; D003845:Deoxycytosine Nucleotides / Q000378:metabolism*; D054306:Dideoxynucleotides; D007700:Kinetics; D051379:Mice; D008979:Moloney murine leukemia virus / Q000201:enzymology*; D012194:RNA-Directed DNA Polymerase / Q000378:metabolism*; D019914:Taq Polymerase / Q000378:metabolism*
D003845:Deoxycytosine Nucleotides; D054306:Dideoxynucleotides; C024107:2'-deoxycytidine 5'-triphosphate; D003570:Cytidine Triphosphate; C037406:2',3'-dideoxycytidine 5'-triphosphate; D019914:Taq Polymerase; D012194:RNA-Directed DNA Polymerase