Synthesis of 5-ethynyl-2′-deoxyuridine-5′-boranomono phosphate as a potential thymidylate synthase inhibitor

Nucleosides, Nucleotides and Nucleic Acids

Volumn 24, Issue 5-7, 2005, Pages 1047-1049

  Khan, Shoeb I ^a   Dobrikov, Mikhail I ^a   Shaw, Barbara Ramsay ^a  

^a DUKE UNIVERSITY   (United States)

Author keywords

Boranomonophosphate; Oligonucleotides; Thymidylate Synthase

Indexed keywords

5 ETHYNYL 2' DEOXYURIDINE 5' BORANOMONOPHOSPHATE; 5 ETHYNYL 2' DEOXYURIDINE NUCLEOSIDE; 5' BORANOMONOPHOSPHATE NUCLEOTIDE; FLOXURIDINE PHOSPHATE; IDOXURIDINE; PALLADIUM; THYMIDYLATE SYNTHASE INHIBITOR; TRIMETHYLSILYL DERIVATIVE; TRIMETHYLSILYLACETYLENE; UNCLASSIFIED DRUG;

CONFERENCE PAPER; PHOSPHORYLATION; REACTION ANALYSIS; SONOGASHIRA REACTION; SYNTHESIS;

BORON COMPOUNDS; CATALYSIS; CHEMISTRY, PHARMACEUTICAL; DEOXYURACIL NUCLEOTIDES; DEOXYURIDINE; DRUG DESIGN; ENZYME INHIBITORS; FLUORODEOXYURIDYLATE; MODELS, CHEMICAL; MOLECULAR BIOLOGY; PALLADIUM; PHOSPHATES; STRUCTURE-ACTIVITY RELATIONSHIP; THYMIDYLATE SYNTHASE;

EID: 26644451661     PISSN: 15257770     EISSN: 15322335     Source Type: Journal    
DOI: 10.1081/NCN-200060046     Document Type: Conference Paper

References (5)

1. Kalman, T.I.; Nie, Z. Rational design of selective antimetabolites of DNA-thymine biosynthesis: 5-propynylpyrimidine nucleoside derivatives. Nucleosides Nucleotides Nucleic Acids 2000, 19, 357-369.
2. Shaw, B.R.; Dobrikov, M.; Wang, X.; Wan, J.; He, K.; Lin, J.; Li, P.; Rait, V.; Sergueeva, Z.A.; Sergueev, D. Reading, writing, and modulating genetic information with boranophosphate mimics of nucleotides, DNA, and RNA. Ann. N. Y. Acad. Sci. 2003, 1002, 12-28.
3. Dobrikov, M.; Sergueeva, Z.A.; Shaw, B.R. Incorporation of (α-P-borano)-2′,3′-dideoxycytidine-5-triphosphate into DNA by drug-resistant MMLV reverse transcriptase and Taq DNA polymerase. Nucleosides Nucleotides Nucleic Acids 2003, 22, 1651-1655.
4. Selmi, B.; Boretto, B.; Sarfati, S.R.; Guerreiro, C.; Canard, B. Mechanism-based suppression of dideoxynucleotide resistance by K65R human immunodeficiency virus reverse transcriptase using an α-boranophosphate nucleoside analogue. J. Biol. Chem. 2001, 276, 48466-48472.
5. Wang, X.; Dobrikov, M.; Sergueeva, D.; Shaw, B.R. RNase H activation by stereoregular boranophosphate oligonucleotide. Nucleosides Nucleotides Nucleic Acids 2003, 22, 1151-1153.