초록 ▼

Nucleic acid labeling compounds containing heterocyclic derivatives are disclosed. The heterocyclic derivative containing compounds are synthesized by condensing a heterocyclic derivative with a cyclic group (e.g. a ribofuranose derivative). The labeling compounds are suitable for enzymatic attachme

Nucleic acid labeling compounds containing heterocyclic derivatives are disclosed. The heterocyclic derivative containing compounds are synthesized by condensing a heterocyclic derivative with a cyclic group (e.g. a ribofuranose derivative). The labeling compounds are suitable for enzymatic attachment to a nucleic acid, either terminally or internally, to provide a mechanism of nucleic acid detection.

대표청구항 ▼

1. A nucleic acid labeling compound of the following structure: wherein A is H or a functional group that permits the attachment of the nucleic acid labeling compound to a nucleic acid;X is O, S, NR1 or CHR2, wherein R1 and R2 are, independently, H, alkyl or aryl; Y is H, N3, F, OR9, SR9 or NHR9, wh

1. A nucleic acid labeling compound of the following structure: wherein A is H or a functional group that permits the attachment of the nucleic acid labeling compound to a nucleic acid;X is O, S, NR1 or CHR2, wherein R1 and R2 are, independently, H, alkyl or aryl; Y is H, N3, F, OR9, SR9 or NHR9, wherein R9 is H, alkyl or aryl; Z is H, N3, F or OR10, wherein R10 is H, alkyl or aryl; L is amino alkyl; Q is a detectable moiety; and M is a connecting group, wherein m is an integer ranging from 0 to about 3. 2. A nucleic acid labeling compound according to claim 1, wherein A is H or H4O9P3?; X is O; Y is H or OR9, wherein R9 is H, alkyl or aryl; Z is H, N3, F or OR10, wherein R10 is H, alkyl or aryl; L is ?NH(CH2)nNH?, wherein n is an integer ranging from about 2 to about 10; Q is biotin or carboxyfluorescein; and M is ?CO(CH2)5NH? or ?CO(CH2)5NHCO(CH2)5NH?, wherein m is 1 or 0.3. A nucleic acid labeling compound according to claim 2, wherein Y is H or OH; Z is H or OH; L is ?NH(CH2)4NH?; Q is biotin; and m is 0.4. A nucleic acid labeling compound according to claim 2, wherein Y is H or OH; Z is H or OH; L is ?NH(CH2)4NH?; Q is 5-carboxyfluorescein; and m is 0.5. A nucleic acid labeling compound according to claim 2, wherein A is H; Y is H; Z is H; L is ?NH(CH2)4NH?; Q is biotin; and m is 0.6. A nucleic acid labeling compound according to claim 2, wherein A is H4O9P3?; Y is H; Z is H; L is ?NH(CH2)4NH?; Q is biotin; and m is 0.7. A nucleic acid labeling compound according to claim 2, wherein A is H; Y is H; Z is H; L is ?NH(CH2)4NH?; Q is biotin; M is ?CO(CH2)5NH?; and m is 1.8. A nucleic acid labeling compound according to claim 2, wherein A is H4O9P3?; Y is H; Z is H; L is ?NH(CH2)4NH?; Q is biotin; M is ?CO(CH2)5NH?; and m is 1.9. A nucleic acid labeling compound according to claim 1, wherein A is H; Y is H; Z is H; L is ?NH(CH2)4NH?; Q is biotin; M is ?CO(CH2)5NH?; and m is 2.10. A nucleic acid labeling compound according to claim 1, wherein A is H4O9P3?; Y is H; Z is H; L is ?NH(CH2)4NH?; Q is biotin; M is ?CO(CH2)5NH?; and m is 2.11. A nucleic acid labeling compound according to claim 2, wherein A is H; Y is H; Z is H; L is ?NH(CH2)4NH?; Q is 5-carboxyfluorescein; and m is 0.12. A nucleic acid labeling compound according to claim 2, wherein A is H4O9P3?; Y is H; Z is H; L is ?NH(CH2)4NH?; Q is 5-carboxyfluorescein; and m is 0.13. The nucleic acid labeling compound according to claim 6, 8, 10 or 12 having the formula: wherein A, X, Y, Z, L, M, N, m and Q are as defined herein above.14. The nucleic acid labeling compound according to claim 6, 8, 10 or 12 having the formula: wherein A, X, Y, Z, L, M, N, m and Q are as defined herein above.15. The nucleic acid labeling compound according to claim 6, 8, 10 or 12 having the formula: wherein A, X, Y, Z, L, M, N, m and Q are as defined herein above.16. A nucleic acid labeling compound of the following structure: wherein A is H or a functional group that permits the attachment of the nucleic acid labeling compound to a nucleic acid;X is O, S, NR1 or CHR2, wherein R1 and R2 are, independently, H, alkyl or aryl; Y is H, N3, F, OR9, SR9 or NHR9, wherein R9 is H, alkyl or aryl; Z is H, N3, F or OR10, wherein R10 is H, alkyl or aryl; L is alkynyl alkyl; Q is a detectable moiety; and M is a connecting group, wherein m is an integer ranging from 0 to about 3. 17. A nucleic acid labeling compound according to claim 16, wherein A is H or H4O9P3?; X is O; Y is H or OR9, wherein R9 is H, alkyl or aryl; Z is H, N3, F or OR10, wherein R10 is H, alkyl or aryl; L is ?C≡CH2NH?; wherein n is an integer ranging from about 1 to about 10; Q is biotin or carboxyfluorescein; M is ?CO(CH2)5NH?; and m is 1 or 0.18. A nucleic acid labeling compound according to claim 17, wherein Y is H or OH; Z is H or OH; L is ?C≡CH2NH?; Q is biotin; and m is 1.19. A nucleic acid labeling compound according to claim 17, wherein Y is H or OH; Z is H or OH; L is ?C≡CH2NH?; Q is 5-carboxyfluorescein; and m is 1.20. A nucleic acid labeling compound according to claim 17, wherein A is H; Y is OH; Z is OH; L is ?C≡CH2NH?; Q is biotin; M is ?CO(CH2)5NH?; and m is 1.21. A nucleic acid labeling compound according to claim 17, wherein A is H4O9P3?; Y is OH; Z is OH; L is ?C≡CH2NH?; Q is biotin; M is ?CO(CH2)5NH?; and m is 1.22. A nucleic acid labeling compound according to claim 17, wherein A is H; Y is OH; Z is OH; L is ?C≡CH2NH?; Q is 5-carboxyfluorescein; M is ?CO(CH2)5NH?; and m is 1.23. A nucleic acid labeling compound according to claim 17, wherein A is H4O9P3?; Y is OH; Z is OH; L is ?C≡CH2NH?; Q is 5-carboxyfluorescein; M is ?CO(CH2)5NH?; and m is 1.24. The nucleic acid labeling compound according to claim 21 or 23 having the formula: wherein A, X, Y, Z, L, M, N, m and Q are as defined herein above.25. The nucleic acid labeling compound according to claim 21 or 23 having the formula: wherein A, X, Y, Z, L, M, N, m and Q are as defined herein above.26. The nucleic acid labeling compound according to claim 21 or 23 having the formula: wherein A, X, Y, Z, L, M, N, m and Q are as defined herein above.27. A method of synthesizing a labeled nucleic acid comprising attaching a nucleic acid labeling compound according to claim 2 to a nucleic acid.28. A method of synthesizing a labeled nucleic acid comprising attaching a nucleic acid labeling compound according to claim 13 to a nucleic acid.29. A method of synthesizing a labeled nucleic acid comprising attaching a nucleic acid labeling compound according to claim 14 to a nucleic acid.30. A method of synthesizing a labeled nucleic acid comprising attaching a nucleic acid labeling compound according to claim 15 to a nucleic acid.31. A method of synthesizing a labeled nucleic acid comprising attaching a nucleic acid labeling compound according to claim 17 to a nucleic acid.32. A method of synthesizing a labeled nucleic acid comprising attaching a nucleic acid labeling compound according to claim 24 to a nucleic acid.33. A method of synthesizing a labeled nucleic acid comprising attaching a nucleic acid labeling compound according to claim 25 to a nucleic acid.34. A method of synthesizing a labeled nucleic acid comprising attaching a nucleic acid labeling compound according to claim 26 to a nucleic acid.