Claims
- 1. A phosphorus ester oligomer of monomeric units, which oligomer has the structure: ##STR69## wherein A is the same or different in each monomeric unit and each is independently selected from the group consisting of oxygen, sulfur, lower alkyl, substituted or unsubstituted alkylamino, substituted or unsubstituted arylamino and aminoalkyl;
- B.sub.1 and B.sub.2 are the same or different and each is independently selected from hydrogen, lower alkyl, a labeling group, a protecting group, a phosphoramidyl or a phosphomonoesteryl;
- R.sub.1 is the same or different in each monomeric unit, and in at least one of the monomeric units, R.sub.1 is independently selected from the group consisting of (i) a non-vicinal diol attached to a hydrogen bond donor functionality; (ii) a hydrogen bond acceptor selected from an ether; (iii) a non-vicinal diol attached to a hydrophobic functionality or a vicinal diol attached to an aliphatic or alicyclic hydrophobic functionality; (iv) a diol attached to a ring substituted anionic functionality; and (v) a cationic moiety attached to a non-vicinal or alicyclic diol, and R.sub.1 is optionally substituted with a detectable label; and n is at least two.
- 2. The oligomer of claim 1 wherein the hydrogen bond donor is a hydroxyl, amide, imide or thiol group.
- 3. The oligomer of claim 1 wherein the hydrogen bond donor is a basic compound.
- 4. The oligomer of claim 3 wherein the basic compound is an amine moiety.
- 5. The oligomer of claim 1 wherein R.sub.1 is a hydrogen bond acceptor which is an amine or ether moiety.
- 6. The oligomer of claim 1 wherein R.sub.1 is a hydrophobic functionality selected from the group consisting of aromatic rings, alkanes, cycloalkanes and aromatic rings fused to cycloalkanes.
- 7. The oligomer of claim 6 wherein R.sub.1 is a hydrophobic functionality selected from a substituted alkane, a 3,3-disubstituted 3-amino-1,2-propanediol, a substituted or unsubstituted alicyclic ring wherein the ring size is from 4-12, a substituted or unsubstituted hydroxyalkyl phenol and an alicyclic dicarboxylic acid.
- 8. The oligomer of claim 1 wherein the anionic functionality is an alicyclic dicarboxylic acid moiety.
- 9. The oligomer of claim 8 wherein the anionic functionality is a tricyclononene dicarboxylic acid moiety.
- 10. The oligomer of claim 1 wherein the anionic functionality is a cyclopentane acetic acid moiety.
- 11. The oligomer of claim 1 wherein the cationic functionality is selected from a substituted alkane and a 3,3-disubstituted 3-amino-1,2-propanediol.
- 12. The oligomer of claim 1 wherein in at least one of the monomeric units R.sub.1 is an alicyclic or a polycyclic ring system.
- 13. The oligomer of claim 12 wherein the alicyclic ring system is a cyclopentane or cyclooctane ring.
- 14. The oligomer of claim 13 wherein the cyclopentane or cyclooctane ring system is substituted with at least one carboxylic acid moiety.
- 15. The oligomer of claim 12 wherein the polycyclic ring system is a bicyclic or tricyclic ring or is a polycyclic arene.
- 16. The oligomer of claim 15 wherein the bicyclic ring is a bicyclic alkane.
- 17. The oligomer of claim 16 wherein the bicyclic ring is bicycloheptane.
- 18. The oligomer of claim 15 wherein the tricyclic ring is an alkene.
- 19. The oligomer of claim 18 wherein the alkene is tricyclononene.
- 20. The oligomer of claim 15 wherein the polycyclic arene is diphenyl bicyclooctane.
- 21. The oligomer of claim 1 wherein A is selected from the group consisting of 2-(3,4-dimethyloxyphenyl)ethylamine, 3-aminopropionitrile, 4-fluorophenethylamine, 4-bromophenethylamine, aminomethylcyclopropane, 3,3-diphenylpropylamine, hexamethyleneimine, 2-(4-chlorophenyl)ethylamine, 2-thiophenemethylamine, and heptamethyleneimine.
- 22. The oligomer of claim 1 wherein A is an N-linked amino acid.
- 23. A phosphorus ester oligomer of monomeric units, which oligomer has the structure: ##STR70## wherein A is the same or different in each monomeric unit and each is independently selected from the group consisting of oxygen, sulfur, lower alkyl, substituted or unsubstituted alkylamino, substituted or unsubstituted arylamino and aminoalkyl;
- B.sub.1 and B.sub.2 are the same or different and each is independently selected from hydrogen, lower alkyl, a labeling group, a protecting group, a phosphoramidyl or a phosphomonoesteryl;
- R.sub.1 is the same or different in each monomeric unit, and in at least one of the monomeric units is independently selected from:
- (i) an aliphatic alicyclic diol wherein the diol hydroxyl groups are non-vicinal or are substituted;
- (ii) an acyclic aliphatic diol having an amino group with at least one hydrogen substitution moiety;
- (iii) an alicyclic or polycyclic diol, optionally substituted with a carboxy or carboxyalkyl substituent;
- (iv) an aromatic ring or ring system having two substitutions independently selected from the group consisting of hydroxy or hydroxyalkyl;
- (v) R.sub.1 is optionally substituted with a detectable label; and n is at least two.
- 24. The oligomer of claim 23 wherein n is 2-20.
- 25. The oligomer of claim 23 wherein A is selected from the group consisting of 2-(3,4-dimethyloxyphenyl)ethylamine, 3-aminopropionitrile, 4-fluorophenethylamine, 4-bromophenethylamine, aminomethylcyclopropane, 3,3-diphenylpropylamine, hexamethyleneimine, 2-(4-chlorophenyl)ethylamine, 2-thiophenemethylamine, and heptamethyleneimine.
- 26. The oligomer of claim 23 wherein A is an N-linked amino acid.
- 27. A non-nucleotide monomeric unit, having the structure: ##STR71## wherein X.sub.1 is a protecting group;
- X.sub.2 is a branched or unbranched lower alkyl group or a substituted or unsubstituted alkoxy group;
- Y is a branched or unbranched lower alkyl group; and
- R.sub.1 is selected from the group consisting of (i) a non-vicinal diol attached to a hydrogen bond donor functionality; (ii) a hydrogen bond acceptor selected from an ether; (iii) a non-vicinal diol attached to a hydrophobic functionality or a vicinal diol attached to an aliphatic or alicyclic hydrophobic functionality; (iv) a diol attached to a ring substituted anionic functionality; and (v) a cationic moiety attached to a non-vicinal or alicyclic diol, and R.sub.1 is optionally substituted with a detectable label.
- 28. The non-nucleotide monomeric unit of claim 27 wherein the anionic functionality is a cyclopentane acetic acid moiety.
- 29. The non-nucleotide monomeric unit of claim 27 wherein the cationic functionality is a 3,3-disubstituted 3-amino-1,2-propanediol.
- 30. The non-nucleotide monomeric unit of claim 27 wherein R.sub.1 is:
- (i) an aliphatic acyclic diol wherein the diol hydroxyl groups are non-vicinal or are substituted;
- (ii) an acyclic aliphatic diol having an amino group with at least one hydrogen substitution moiety;
- (iii) an alicyclic or polycyclic diol, optionally substituted with a carboxy or carboxyalkyl substituent; or
- (iv) an aromatic ring or ring system having two substitutions independently selected from the group consisting of hydroxy or hydroxyalkyl;
- and in which R.sub.1 is optionally substituted with a detectable label.
- 31. A non-nucleotide monomeric unit, having the structure: ##STR72## wherein X is a protecting group; and
- R.sub.1 is selected from the group consisting of (i) a non-vicinal diol attached to a hydrogen bond donor functionality; (ii) a hydrogen bond acceptor selected from an ether; (iii) a non-vicinal diol attached to a hydrophobic functionality or a vicinal diol attached to an aliphatic or alicyclic hydrophobic functionality; (iv) a diol attached to a ring substituted anionic functionality; and (v) a cationic moiety attached to a non-vicinal or alicyclic diol, and R.sub.1 is optionally substituted with a detectable label.
- 32. The non-nucleotide monomeric unit of claim 31 wherein the anionic functionality is a cyclopentane acetic acid moiety.
- 33. The non-nucleotide monomeric unit of claim 31 wherein the cationic functionality is a 3,3-disubstituted 3-amino-1,2-propanediol.
- 34. The non-nucleotide monomeric unit of claim 31 wherein R.sub.1 is:
- (i) an aliphatic acyclic hydrocarbon diol wherein the diol hydroxyl groups are non-vicinal or are substituted;
- (ii) an acyclic aliphatic diol having an amino group with at least one hydrogen substitution moiety;
- (iii) an alicyclic or polycyclic diol, optionally substituted with a carboxy or carboxyalkyl substituent; or
- (iv) an aromatic ring or ring system having two substitutions independently selected from the group consisting of hydroxy or hydroxyalkyl;
- and R.sub.1 is optionally substituted with a detectable label.
Parent Case Info
This application is a continuation-in-part of U.S. Ser. No. 08/374,040, filed on Jan. 18, 1995.
Foreign Referenced Citations (1)
Number |
Date |
Country |
WO 9202532 |
Feb 1992 |
WOX |
Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
374040 |
Jan 1995 |
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