rdf:type |
|
lifeskim:mentions |
|
pubmed:issue |
1
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pubmed:dateCreated |
1996-11-12
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pubmed:abstractText |
The H-phosphonates and phosphoramidites of 2'-deoxyisoguanosine, 2'-deoxyisoinosine, 5-aza-7-deaza-2'-deoxyguanosine, and N1-methyl-2'-deoxyformycin A were prepared. The diphenylcarbamoyl group was chosen for the 2-O-protection of 2'-deoxyisoinosine and 2'-deoxyisoguanosine, and dimethylaminoalkylidene groups were used to block the amino function of the various monomers. The synthesis of isoguanine oligonucleotides was found to be much more efficient using the 2-O-protected building blocks compared to those without oxygen protection. Oligodeoxynucleotides containing 2'-deoxyisoguanosine and 2'-deoxycytidine form parallel duplex structures. The self-complementary duplex containing 5-aza-7-deaza-2'-deoxyguanosine and 2'-deoxycytidine forms a stable duplex in acidic solution (pH = 5.0) while it is destabilized under neutral conditions.
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pubmed:language |
eng
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pubmed:journal |
|
pubmed:citationSubset |
IM
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pubmed:chemical |
|
pubmed:status |
MEDLINE
|
pubmed:issn |
0001-527X
|
pubmed:author |
|
pubmed:issnType |
Print
|
pubmed:volume |
43
|
pubmed:owner |
NLM
|
pubmed:authorsComplete |
Y
|
pubmed:pagination |
45-52
|
pubmed:dateRevised |
2006-11-15
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pubmed:meshHeading |
pubmed-meshheading:8790711-Amides,
pubmed-meshheading:8790711-Base Sequence,
pubmed-meshheading:8790711-Hydrogen Bonding,
pubmed-meshheading:8790711-Indicators and Reagents,
pubmed-meshheading:8790711-Magnetic Resonance Spectroscopy,
pubmed-meshheading:8790711-Molecular Structure,
pubmed-meshheading:8790711-Nucleosides,
pubmed-meshheading:8790711-Oligodeoxyribonucleotides,
pubmed-meshheading:8790711-Oligonucleotides, Antisense,
pubmed-meshheading:8790711-Phosphonic Acids,
pubmed-meshheading:8790711-Phosphoric Acids,
pubmed-meshheading:8790711-Purines
|
pubmed:year |
1996
|
pubmed:articleTitle |
Synthesis and application of novel nucleoside phosphonates and phosphoramidites modified at the base moiety.
|
pubmed:affiliation |
Laboratorium für Organische und Bioorganische Chemie, Universität Osnabrück, Germany.
|
pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
|