Abstract
In order to introduce pyrimidine C5-propynyl modification into boranophosphate oligodeoxyribonucleotides (BP- ODNs), 5-(1-propynyl)-2'-deoxyuridine 5'-(alpha-P-borano) triphosphate (d5PUTPalphaB) was synthesized. The two diastereomers were separated by reverse-phase HPLC. Kinetic studies showed that the Rp isomer was a slightly better substrate for MMLV reverse transcriptase than thymidine triphosphate or Rp-thymidine 5'-(alpha-P-borano)triphosphate. Using the Rp isomers of d5PUTPalphaB and the other three 5'-(alpha-P-borano) triphosphates, a DNA primer could be extended to the full length of the template.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, U.S. Gov't, P.H.S.
MeSH terms
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Boron / chemistry
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Boron Compounds / chemical synthesis*
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Boron Compounds / pharmacology
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DNA / chemistry
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DNA Primers / chemistry
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HIV Reverse Transcriptase / chemistry
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Kinetics
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Models, Chemical
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Moloney murine leukemia virus / genetics
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Nucleotides / chemistry
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Oligonucleotides / chemistry*
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Polyphosphates / chemistry
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Protein Isoforms
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Pyrimidines / chemistry
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RNA-Directed DNA Polymerase / chemistry
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Thymidine / chemistry
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Thymine Nucleotides / chemistry
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Uridine / analogs & derivatives
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Uridine / chemistry
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Uridine Triphosphate / analogs & derivatives*
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Uridine Triphosphate / chemical synthesis
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Uridine Triphosphate / pharmacology
Substances
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5-(1-propynyl)-2'-deoxyuridine 5'-(alpha-P-borano)triphosphate
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Boron Compounds
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DNA Primers
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Nucleotides
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Oligonucleotides
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Polyphosphates
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Protein Isoforms
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Pyrimidines
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Thymine Nucleotides
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uridine-2',3'-cyclic boranophosphate
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DNA
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HIV Reverse Transcriptase
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RNA-Directed DNA Polymerase
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Boron
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triphosphoric acid
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thymidine 5'-triphosphate
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Uridine Triphosphate
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Thymidine
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Uridine