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A simple approach to the synthesis of phosphoramidite synthons for non-nucleotide inserts using 4-(2-(4,4'-dimethoxytrityloxy)ethyl)morpholine-2,3-dione as a key precursor is suggested. Using the method developed various inserts have been introduced into oligonucleotides to obtain intercalator-containing (acridine) as well as branched oligonucleotides.
View Article and Find Full Text PDFNon-nucleotide phosporamidites were synthetized, having branched backbone with different position of functional groups. Obtained phosphoramidite monomers contain intercalator moiety--6-chloro-2-methoxyacridine, and additional hydroxyl residue protected with dimethoxytrityl group or with tert-butyldimethylsilyl group for post-synthetic modification. Synthesized oligothymidilates contain one or more modified units in different positions of sequence.
View Article and Find Full Text PDFStructural Optimization of Non-Nucleotide Loop Replacements for Duplex and Triplex DNAs.
J Am Chem Soc
January 1995
Department of Chemistry, University of Rochester, Rochester, New York 14627.
Described are studies systematically exploring structural effects in he use of ethylene glycol (EG) oligomers as non-nucleotide replacements for nucleotide loops in duplex and triplex DNAs. The new structurally optimized loop replacements are more stabilizing in duplexes and triplexes than previously described EG-based linkers. A series of compounds ranging in length from tris(ethylene glycol) to octakis(ethylene glycol) are derivatized as monodimethoxytrityl ethers on one end and phosphoramidites on the other, to enable their incorporation into DNA strands by automated methods.
View Article and Find Full Text PDFHigh-density multiplex detection of nucleic acid sequences: oligonucleotide ligation assay and sequence-coded separation.
Nucleic Acids Res
October 1994
Applied Biosystems Division, Perkin Elmer Corporation, Foster City, CA 94404.
We describe a non-isotopic, semi-automated method for large-scale multiplex analysis of nucleic acid sequences, using the cystic fibrosis transmembrane regulator (CFTR) gene as an example. Products of a multiplex oligonucleotide ligation assay (OLA) are resolved electrophoretically from one another and from unligated probes under denaturing conditions with fluorescence detection. One ligation probe for each OLA target carries a fluorescent tag, while the other probe carries an oligomeric non-nucleotide mobility modifier.
View Article and Find Full Text PDFA streptavidin-coated TSK-gel support, with the loading capacity of 50-70 nmol of biotinylated substance per gram of dry support, and biotinylated oligonucleotides, containing the 4,9-dithiadodecane-6,7-dihydroxy-1,12-diphosphate insert, were prepared for the reversible immobilization of DNA. A non-nucleotide link can be located either at 5'- or 3'-end of the DNA fragment between the biotin moiety and the nucleotide sequence and is subjected to the selective periodate cleavage at the glycol group, which takes 45 min in solution and 3 h in heterophase. For the incorporation of the cleavable and biotin moieties into synthetic oligonucleotides, the corresponding phosphoramidite reagents and biotinylated CPG support were synthesized.
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