Substituted propargylethoxyamido nucleosides, oligonucleotides a

Details Substituted propargylethoxyamido nucleosides, oligonucleotides a Substituted propargylethoxyamido nucleosides, oligonucleotides a

1997-04-10

1998-06-23

Wilson, James O.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carbohydrates or derivatives

536 221, 536 2433, 536 253, 536 2532, 536 2533, 536 2534, 536 2626, 536 266, 536 268, 536 2714, 536 2721, 536 276, 536 278, 536 2781, 536 281, 536 282, 536 285, 536 2853, 536 2854, 435 87, 435 88, 435 89, 435 911, C07H 2102, C12P 1934

Patent

active

057707162

ABSTRACT:
Substituted propargylethoxyamido nucleosides are disclosed having the structure ##STR1## wherein X is selected from the group consisting of amino alkanoic acid, alkylamino benzoic acid, .alpha.-amino acid, and 4-amino-2-butynoic acid. R.sub.1 and R.sub.2 taken separately are selected from the group consisting of --H, lower alkyl, protecting group, and label; R.sub.3 is selected from the group consisting of --H and lower alkyl. B is a 7-deazapurine, purine, or pyrimidine nucleoside base. When B is purine or 7-deazapurine, the sugar moiety is attached at the N.sup.9 -position of the purine or deazapurine, and when B is pyrimidine, the sugar moiety is attached at the N.sup.1 -position of the pyrimidine. When B is a purine, the adjacent triple-bonded carbon is attached to the 8-position of the purine, when B is 7-deazapurine, the adjacent triple-bonded carbon is attached to the 7-position of the 7-deazapurine, and when B is pyrimidine, the adjacent triple-bonded carbon is attached to the 5-position of the pyrimidine. W.sub.1 is selected from the group consisting of --H and --OH. W.sub.2 is --OH or a moiety which renders the nucleoside incapable of forming a phosphodiester bond at the 3'-position. W.sub.3 is selected from the group consisting of --PO.sub.4, --P.sub.2 O.sub.7, --P.sub.3 O.sub.10, phosphate analog, and --OH. Additionaly, a primer extension method is provided employing the above X-substituted propargylethoxyamido nucleosides, and polynucleotides including the above X-substituted propargylethoxyamido nucleosides is provided.

REFERENCES:
patent: 5047518 (1991-09-01), Hobbs, Jr. et al.
patent: 5151507 (1992-09-01), Hobbs, Jr. et al.

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