Acridinium ester-containing compounds and methods of using the same for chemiluminescence-based one-color sequencing
Acridinium ester-containing compounds are provided herein. Also provided herein are chemiluminescence-based one-color sequencing methods and methods of using the acridinium ester-containing compounds in chemiluminescence-based one-color sequencing.
1. A compound including a nucleotide moiety of the following formula:
wherein:
R 1 is a linking group comprising a C 1 -C 8 alkyl sulfonyl piperidine;
R 4 , R 5 , and R 6 are each independently selected from the group consisting of hydrogen, —CH 3 , —OCH 3 , substituted or unsubstituted C 1-8 alkyl, substituted or unsubstituted C 2-8 alkenyl, and substituted or unsubstituted C 2-8 alkynyl, wherein the substituted alkyl group or the substituted alkenyl group is independently substituted with one or more members selected from the group consisting of a hydroxyl, a halogen, and a carboxyl group;
R 7 is a nucleotide moiety of the following formula:
wherein
R 8 is the nitrogenous base, which is a member selected from the group consisting of:
and
R 9 is hydrogen or a blocking group; and
X − is a counteranion.
2. The compound of claim 1 , wherein R 4 , R 5 , and R 6 are each independently selected from the group consisting of hydrogen and substituted or unsubstituted C 1-6 alkyl.
3. The compound of claim 1 , wherein R 4 , R 5 , and R 6 are each independently selected from hydrogen and methyl.
4. The compound of claim 1 , wherein R 4 is methyl, R 5 is methyl, and R 6 is hydrogen.
5. The compound of claim 1 , wherein each of R 4 , R 5 , and R 6 is hydrogen.
6. The compound of claim 1 , wherein R 7 is the nucleotide moiety and R 8 is the nitrogenous base selected from the group consisting of:
7. The compound of claim 1 , wherein R 9 is the blocking group, wherein the blocking group is selected from the group consisting of —CH 2 N 3 , —NH 2 ,—CH 2 CH—CH 2 ,—CH 2 OCH 3 , polyethylene glycol, and a substituted or unsubstituted alkyl.
8. A nucleotide moiety for one-color sequencing having the following formula:
wherein:
R 1 is a linking group comprising a C 1 -C 8 alkyl sulfonyl piperidine;
R 4 , R 5 , and R 6 are each independently selected from the group consisting of hydrogen, —CH 3 and OCH 3 ;
R 7 is a nucleotide moiety of the following formula:
wherein
R 8 is the nitrogenous base, which is a member selected from the group consisting of:
and
R 9 is hydrogen or a blocking group; and
X − is a counteranion.
9. The compound of claim 8 , wherein the compound is a member selected from the group consisting of: