Studies on the stability of dinucleoside H-phosphonates

Nucleosides, Nucleotides and Nucleic Acids

Volumn 22, Issue 5-8, 2003, Pages 1387-1389

  Heinonen, P ^a   Winqvist, A ^a   Sanghvi, Y ^b   Stromberg R ^a  

^a KAROLINSKA INSTITUTE   (Sweden)

^b ISIS PHARMACEUTICALS   (United States)

Author keywords

H Phosphonates; Hydrolysis; Oligonucleotides; Stability

Indexed keywords

DINUCLEOSIDE H PHOSPHONIC ACID DERIVATIVE; DINUCLEOSIDE PHOSPHATE; PHOSPHONIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

CHEMICAL BINDING; CHEMICAL PARAMETERS; CHEMICAL REACTION KINETICS; CHEMICAL STABILITY; CHEMICAL STRUCTURE; CHROMATOGRAPHY; CONFERENCE PAPER; DEGRADATION KINETICS; HYDROLYSIS; PHOSPHORUS NUCLEAR MAGNETIC RESONANCE; SENSITIVITY ANALYSIS;

DRUG STABILITY; HYDROLYSIS; INDICATORS AND REAGENTS; MAGNETIC RESONANCE SPECTROSCOPY; NUCLEOSIDES; PHOSPHONIC ACIDS; RIBONUCLEOSIDES;

EID: 0141484654     PISSN: 15257770     EISSN: None     Source Type: Journal    
DOI: 10.1081/NCN-120022992     Document Type: Conference Paper

References (5)

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2. Wada, T.; Honda, F.; Sato, Y.; Sekine, M. First synthesis of H-phosphonate oligonucleotides bearing N-unmodified bases. Tetrahedron Lett. 1999, 40, 915-918.
3. Johansson, T.; Stawinski, J. The case for configurational stability of H-phosphonate diesters in the presence of diazabicyclo[5.4.0]undec-7-ene (DBU). Bioorg. Med. Chem. 2001, 9, 2315-2322.
4. Cook, P.D.; Sanghvi, Y.S.; Sprankle, K.G.; Ross, B.S.; Griffey, R.H.; Springer, R.H. Synthesis and nuclease stability of 2′-O-substituted pyrimidine oligodeoxyribonucleotide duplexes. MOE = Methoxyethoxy. US patent 5,760,202, 2001.
5. Stawinski, J.; Strömberg, R.; Thelin, M.; Westman, E. Studies on the t-butyl-dimethylsilyl group as 2′-O-protection in oligoribonucleotide synthesis via the H-phosphonate approach. Nucleic Acids Res. 1988, 19, 9285-9298.