Modified labeled nucleotides and polynucleotides and methods of preparing, utilizing and detecting same

Claim 2

The nucleotide according to claim 1 selected from the group consisting of: (i) a nucleotide having the formula P-S-B-Sig wherein P is a phosphate moiety, S is a sugar moiety, B is a pyrimidine, purine or 7-deazapurine moiety, Sig comprises a moiety capable of chelating a detectable ion, P being attached at the 3' or the 5' position of S when the nucleotide is a deoxyribonucleotide and at the 2', 3' or 5' position when the nucleotide is a ribonucleotide, B being attached to the 1' position of S from the N¹ position when B is a pyrimidine or the N⁹ position when B is a purine or a 7-deazapurine, and Sig is directly or indirectly attached to B at a position other than the C⁵ position when B is a pyrimidine, at a position other than the C⁸ position when B is a purine and at a position other than the C⁷ position when B is a 7-deazapurine; (ii) a ribonucleotide having the formula, wherein P is a phosphate moiety, S is a sugar moiety, B is a pyrimidine purine or 7-deazapurine moiety, and Sig comprises a moiety capable of chelating a detectable ion, P being attached at the 2', 3' or 5' position of S, B being attached to the 1' position of S from the N¹ position when B is a pyrimidine or the N⁹ position when B is a purine or 7-deazapurine; and Sig is directly or indirectly attached to S; and (iii) a nucleotide having the formula, wherein P is a phosphate moiety, S is a sugar moiety, B is a pyrimidine, purine or 7-deazapurine moiety, Sig comprises a moiety capable of chelating a detectable ion, P being attached to the 3' or the 5' position of S when said nucleotide is a deoxyribonucleotide and at the 2', 3' or 5' position when said nucleotide is a ribonucleotide, B being attached to the 1' position of S from the N¹ position when B is a pyrimidine or the N⁹ position when B is a purine, and wherein Sig is directly or indirectly attached to P.

Claim 3

The nucleotide according to claim 2, wherein the moiety that is capable of chelating ions comprises two nitrogens and four carboxyl-containing groups, wherein two of said carboxyl-containing groups are attached to each of said nitrogens.

Claim 4

The nucleotide according to claim 3, wherein the moiety that is capable of chelating ions is a carboxy-substituted diamine.

Claim 5

The nucleotide according to claim 4, wherein the moiety that is capable of chelating ions has the structural formula: wherein M is hydrogen or a suitable cation.

Claim 6

The nucleotide according to claim 5, wherein the moiety that is capable of chelating ions has the structural formula: wherein M is hydrogen or a suitable cation.

Claim 7

The nucleotide according to claim 6, wherein the moiety that is capable of chelating ions has the structural formula: wherein M is hydrogen or a suitable cation.

Claim 8

The nucleotide according to claim 1, wherein the ion is selected from the group consisting of an ion of a radioactive metal, an ion of a metal capable of catalyzing a chromogenic or fluorogenic reaction and an ion of a metal capable of fluorescing or chemiluminescing alone or when in combination with another compound.

Claim 9

The nucleotide according to claim 1, wherein the moiety that is capable of chelating ions is covalently attached to the base, sugar or phosphorus-containing moiety through a linkage group, the linkage group including an olefinic bond at the α-position relative to the point of attachment to the nucleotide and/or including a -CH₂NH-moiety not interfering substantially with the characteristic ability of the moiety to chelate ions.

Claim 10

The nucleotide according to claim 1 further comprising a heavy metal or rare earth ion, the ion being chelated by the moiety that is capable of chelating ions.

Claim 11

The nucleotide according to claim 9, wherein the linkage group comprises an allylamine group.

Claim 12

The compound: wherein M is hydrogen or a suitable cation.

Claim 13

The compound: wherein M is hydrogen or a suitable cation.

Claim 14

An oligo- or polynucleotide characterized by at least one moiety that is capable of chelating ions, the moiety being attached to at least one nucleotide of the oligo- or polynucleotide.

Claim 15

The oligo- or polynucleotide according to claim 14, wherein said moiety that is capable of chelating ions comprises two nitrogens and four carboxyl-containing groups, wherein two of said four carboxyl-containing groups are attached to each of said nitrogens.

Claim 16

The nucleotide according to claim 10, wherein the ion is selected from the group consisting of an ion of a radioactive metal, an ion of a metal capable of catalyzing a chromogenic or fluorogenic reaction and an ion of a metal capable of fluorescing or chemiluminescing alone or when in combination with another compound.

Claim 17

The nucleotide according to claim 16, wherein the radioactive metal is an isotope of bismuth, nickel, tin, technetium, mercury or cobalt.

Claim 18

The nucleotide according to claim 16, wherein the catalyzing metal is cobalt.

Claim 19

The nucleotide according to claim 1, wherein the phosphorus-containing moiety is a mono-,di or tri-phosphate and the chemical moiety is covalently attached to the phosphorus-containing moiety through a phosphate oxygen.

Claim 20

The nucleotide according to claim 1 wherein said ion comprises a detectable ion.