Labeled DNA
First Claim
Patent Images
1. A polymeric DNA molecule wherein at least some of the adenine and cytosine bases of said DNA molecule are derivatized to their respective etheno analogs, said analogs having the formula ##STR11## wherein n is between 0 and 10, inclusive;
- each p is between 1 and 10, inclusive;
na is N-1 of adenine or N-3 of cytosine;
Nb is N-6 of adenine or N-4 of cytosine;
B is the remainder of the adenine or cytosine base;
W is SO2 --(CH2)q, q being between 1 and 10, inclusive; and
G is X, X being NH--(CH2)r --Z wherein 1≦
r≦
10, Z being a detectable entity.
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Abstract
Polymeric, single-stranded DNA molecule which is labeled with a plurality of labels, the labels being bonded, via linking groups, to adenine and cytosine bases of the DNA molecule in substantially equal numbers, the labels being bonded to essentially none of the guanine or thymine bases of the DNA molecule, the DNA molecule being adapted for use as a probe in a nucleic acid hybridization assay.
37 Citations
24 Claims
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1. A polymeric DNA molecule wherein at least some of the adenine and cytosine bases of said DNA molecule are derivatized to their respective etheno analogs, said analogs having the formula ##STR11## wherein n is between 0 and 10, inclusive;
- each p is between 1 and 10, inclusive;
na is N-1 of adenine or N-3 of cytosine;
Nb is N-6 of adenine or N-4 of cytosine;
B is the remainder of the adenine or cytosine base;
W is SO2 --(CH2)q, q being between 1 and 10, inclusive; and
G is X, X being NH--(CH2)r --Z wherein 1≦
r≦
10, Z being a detectable entity. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20)
- each p is between 1 and 10, inclusive;
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21. A polymeric DNA molecule wherein at least some of the adenine and cytosine basis of said DNA molecule are derivatized to their respective etheno analogs having the formula:
- ##STR17## wherein Na is N-1 of adenine or N-3 of cytosine;
Nb is N-6 of adenine or N-4 of cytosine; and
B is the remainder of said adenine or cytosine base.
- ##STR17## wherein Na is N-1 of adenine or N-3 of cytosine;
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22. A method of making a probe for use in a nucleic acid hybridization assay for a specific nucleic acid sequence, said method comprising
providing a single-stranded polymeric DNA molecule capable of specifically hybridizing with said nucleic acid sequence, reacting said DNA molecule with a compound of the formula ##STR18## wherein V is a halogen; - n is between 0 and 10, inclusive; and
each p and q, independently, is between 1 and 10, inclusive, whereby at least some of the adenine and cytosine bases of said DNA molecule are derivatized to their respective etheno analogs, said analogs having the formula ##STR19## wherein n is between 0 and 10, inclusive;
each p and q, independently, is between 1 and 10, inclusive;
Na is N-1 of adenine or N-3 of cytosine;
Nb is N-6 of adenine or N-4 of cytosine; and
B is the remainder of the adenine or cytosine base,performing one or more steps to substitute, for ##STR20## on said analogs, a substituent comprising a label which either is capable of being detected or is capable of selectively bonding to an indicator to form a detectable complex.
- n is between 0 and 10, inclusive; and
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23. A polymeric, single-stranded DNA molecule adapted for use as a probe in a nucleic acid hybridization assay for a specific nucleic acid sequence, said molecule comprising
a first portion capable of specifically hybridizing with said specific nucleic acid sequence, and a second tail portion not capable of so hybridizing, said tail portion being labeled with a plurality of labels and said first portion being substantially unlabeled wherein said tail contains adenine or cytosine bases, and is substantially free of guanine and thymine bases, and wherein at least some of said adenine or cytosine bases have bonded to them a substituent of the formula ##STR21## wherein n is between 0 and 10, inclusive; - each p and q, independently, is between 1 and 10, inclusive;
Na is N-1 of adenine or N-3 of cytosine;
Nb is N-6 of adenine or N-4 of cytosine;
B is the remainder of the adenine or cytosine base; and
X is NH--(CH2)r --Z, wherein 1≦
r≦
10 and Z is a detectable chemical entity.
- each p and q, independently, is between 1 and 10, inclusive;
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24. A method of making a probe for use in a nucleic acid hybridization assay for a specific nucleic acid sequence, said method comprising
providing a single-stranded polymeric DNA molecule capable of specifically hybridizing with said nucleic acid sequence, reacting said DNA molecule with a compound of the formula ##STR22## wherein V is a halogen; - n is between 0 and 10, inclusive; and
each p and q, independently, is between 1 and 10, inclusive, whereby at least some of the adenine and cytosine bases of said DNA molecule are derivatized to etheno analogs,performing one or more steps to substitute, for ##STR23## on said analogs, a substituent comprising a label which either is capable of being detected or is capable of selectively bonding to an indicator to form a detectable complex.
- n is between 0 and 10, inclusive; and
Specification