Cationic oligonucleotides, and related methods of synthesis and

Details Cationic oligonucleotides, and related methods of synthesis and Cationic oligonucleotides, and related methods of synthesis and

1996-07-31

2000-01-25

Marschel, Ardin H.

Chemistry: molecular biology and microbiology

Measuring or testing process involving enzymes or...

Involving nucleic acid

536 221, 536 231, 536 243, 536 2533, 536 254, C12Q 168, C07H 1900, C07H 2102, C07H 2104

Patent

active

060177004

ABSTRACT:
Novel oligonucleotides are provided having cationic internucleoside linkages. The cationic internucleoside linkage has the structure ##STR1## wherein W, X, Y, Z, R.sup.1, R.sup.2, and R.sup.3 are as defined herein, P* represents an asymmetric phosphorus atom capable of existing in two distinct stereoisomeric configurations, and further wherein the internucleoside linkage is stereouniform. Certain of these oligonucleotides may have alternating anionic and cationic internucleoside linkages, which are not necessarily stereouniform. A method for synthesizing the compounds are provided as well, as are methods for using the compounds, e.g., as antisense molecules and in nucleic acid hybridization assays.

REFERENCES:
patent: 4868105 (1989-09-01), Urdea et al.
patent: 4958013 (1990-09-01), Letsinger
patent: 5416203 (1995-05-01), Letsinger
Chaturvedi et al., "Stabilization of triple-stranded oligonucleotide complexes: use of probes containing alternative phosphodiester and stero-uniform cationic phosphoramidate linkages," Nuc. Acids Res. (1996)24:(12)2318-2323.
Fathi et al., "Oligonucleotides with novel, catonic backbone substituents: aminoethylphosphonates," Nucleic Acids Res. (1994)22:5416-5424.
Fathi et al., "(Aminomethyl) phosphonate derivatives of oligonucleotides," Bioconjugate Chem. (1994)5:47-57.
Horn et al., "Oligonucleotides and alternating anionic and cationic phosphoramidate linkages: synthesis and hybridization of stereo-uniform isomers," Tetrahedron Ltrs. (1996)37(6):743-746.
Letsinger et al., "Cationic Oligonucleotides," J. Am. Chem. Soc. (1988) 110:470-4471.
Patil et al., "Syntheses and properties of oligothymidylate analogs containing stereoregulated phosphorothioate and phosphodiester linkages in an alternating manner," Bioorganic & Med. Chem. Ltrs., (1994)4(22):2663-2666.
Peyrottes et al., "Synthesis, base pairing properties and nuclease resistance of oligothymidylate analogs containing methoxyphosphoramidate internucleoside linkages," Nucleosides & Nucleotides, (1994)13(10):2135-2149.
Cook et al., "Synthesis and Properties of Oligonucleotide (2-Aminoethyl) Phosphates," Nucleosides & Nucleotides 14(3-5):1005-1008 (1995).
Danilyuk et al., "Positively Charged Analogs of Oligonucleotides. Synthesis of Aminohexyl Triester Derivatives of Oligothymidlylates and Study of their Complex-Forming Properties," CA 95(15):133293.
Marshall et al., "Phosphorodithioate DNA as a Potential Therapeutic Drug," Science 259:1564-1570 (1993).
Seliger et al., "Specific Intrachain Introduction of Reporter Groups into Oligonucleotides as Substituents at Internucleotidic Linkages," Nucleosides & Nucleotides 10(1-3):303-306 (1991).
Sobkowski et al., "Studies on Reactions of Nucleoside H-Phosphonate Diesters with Bifunctional Reagents, Part 4. Chemoselectivity During Oxidative Coupling of Nucleoside H-Phosphonate Diesters with Amino Alcohols Controlled by Protonation of the Amino Function," Tetrahedron Letters 36(13):2295-2298 (1995).
Stein et al. "Phosphorothioate Oligodeoxynucleotides. Anti-sense Inhibitors of Gene Expression?" CA 117(13):123838.

Affiliated with

Also associated with

Rating

Cationic oligonucleotides, and related methods of synthesis and does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Cationic oligonucleotides, and related methods of synthesis and , we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Cationic oligonucleotides, and related methods of synthesis and will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-2314874