IP Library Granted Patent US 12,663,426
Granted Patent B2
US 12,663,426 · App. 17/784,481 · Granted Jun 23, 2026

Method and composition for measurement of nitric oxide

Inventors: Yamuna Krishnan (Chicago, IL); Aneesh T. Veetil (Chicago, IL); Maulik S. Jani (Chicago, IL)
Assignee: The University of Chicago
G01N33/84C12N15/115G01N33/582C12N2310/16C12N2310/3515C12N2310/3517C12N2310/531
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Quick Facts
Patent No.
US 12,663,426
App. No.
17/784,481
Granted
Jun 23, 2026
Kind
B2
Abstract

A method for determining nitric oxide concentration in biological samples. The method includes for determining nitric oxide concentration in a sample including: (i) providing a nucleic acid complex comprising a first single-stranded nucleic acid molecule comprising a fluorophore crosslinked to the first strand, the fluorophore comprising diaminorhodamine-4-methylamine (DAR-4M) conjugated, to dibenzocyclooctyne-polyethylene glycol (DBCO-PEGn) linker, wherein n equals 4-12 and a second single-stranded nucleic acid molecule that is partially or fully complementary to the first single-stranded molecule, wherein the nucleic acid complex further comprises a first label and a targeting moiety conjugated to the first single-stranded nucleic acid molecule or the second single-stranded nucleic acid molecule, the first label is capable of producing a signal, wherein the intensity of the signal is dependent at least on concentration of the nucleic acid complex in the sample; (ii) contacting the sample with the nucleic acid complex; (iii) measuring the intensity of the signal: and (iii) determining the nitric oxide concentration from the measured signal. Compositions for determining nitric oxide concentrations in biological samples are also included.

Claims (65)

1 . A nucleic acid complex comprising:

a first single-stranded nucleic acid molecule comprising a fluorophore crosslinked to the first single-stranded nucleic acid molecule, wherein the fluorophore comprises diaminorhodamine-4-methylamine (DAR-4M) conjugated to a dibenzocyclooctyne-polyethylene glycol (DBCO-PEG n ) linker, wherein n equals 4-12; and

a second single-stranded nucleic acid molecule that is partially or fully complementary to the first single-stranded molecule,

wherein the nucleic acid complex further comprises a first label and a targeting moiety conjugated to the first single-stranded nucleic acid molecule or the second single-stranded nucleic acid molecule, wherein the first label is capable of producing a signal, and wherein the intensity of the signal is at least dependent on concentration of the nucleic acid complex in the sample.

2 . The nucleic acid complex of claim 1 , wherein n=10.

3 . The nucleic acid complex of claim 1 , wherein the first label is a fluorophore.

4 . The nucleic acid complex of claim 1 , wherein the first label is Alexa488 or Alexa647.

5 . The nucleic acid complex of claim 1 , wherein the first label is crosslinked to the second single-stranded nucleic acid molecule.

6 . The nucleic acid complex of claim 1 , wherein the targeting moiety is crosslinked to the second single-stranded nucleic acid molecule.

7 . The nucleic acid complex of claim 1 , wherein the targeting moiety comprises a cholesterol moiety, a DNA aptamer, oligodeoxynucleotide phosphorothioate (ODP), or oligoribonucleotide phosphorothioate (ORP).

8 . The nucleic acid complex of claim 1 , wherein the first label and the targeting moiety are crosslinked to the second single-stranded nucleic acid molecule.

9 . The nucleic acid complex of claim 1 , wherein the first label is Alexa488 and the targeting moietylabel is a cholesterol moiety.

10 . The nucleic acid complex of claim 1 , wherein the first label is Alexa647 and the targeting moiety is a DNA aptamer.

11 . The nucleic acid complex of claim 1 , wherein the first single-stranded nucleic acid molecule has the following sequence:

(SEQ ID NO: 01)

5′-/5AzideN/ATC AAC ACT GCA CAC CAG ACA GCA-3′.

12 . The nucleic acid complex of claim 1 , wherein the second single-stranded nucleic acid molecule has the following sequence:

(SEQ ID NO: 02)

5′-/Alexa488N/TGC TGT CTG GTG TGC AGT GTT GAT/

3-CholTEG/-3′

or

(SEQ ID NO: 03)

5′-GGC TAT AGC ACA TGG GTA AAA CGA CTT TGC T/

Alexa647N/G TCT GGT GTG CAG TGT TGA T-3′.

13 . The nucleic acid complex of claim 1 , wherein the first label is ATTO647N and the targeting moiety is oligodeoxynucleotide phosphorothioate (ODP), or oligoribonucleotide phosphorothioate (ORP).

14 . The nucleic acid complex of claim 13 , wherein the first single-stranded nucleic acid molecule has the following sequence:

(SEQ ID NO: 04)

5′-/DAR-PEG10/ATC AAC ACT GCA CAC CAG ACA GCA-3′.

15 . The nucleic acid complex of claim 14 , wherein the second single-stranded nucleic acid molecule has the following sequence:

(S2-strand)

(SEQ ID NO: 05)

5′-/ATTO647N/TGC TGT CTG GTG TGC AGT GTT GAT-3′;

(NOckout1826CpG)

(SEQ ID NO: 06)

5′-/ATTO647N/TGC TGT CTG GTG TGC AGT GTT GAT 

tttccatgacgttcctgacgtt-3′;

(NOckout1826GC)

(SEQ ID NO: 07)

5′-/ATTO647N/TGC TGT CTG GTG TGC AGT GTT GAT 

tttccatgagcttcctgacctt-3′;

(NOckout2007CpG)

(SEQ ID NO: 08)

5′-/ATTO647N/TGC TGT CTG GTG TGC AGT GTT GAT 

tttcgtcgttgtcgttttgtcgtt-3′;

(NOckout2007GC)

(SEQ ID NO: 09)

5′-/ATTO647N/TGC TGT CTG GTG TGC AGT GTT GAT 

tttgctgctgtgcttttgtgctt-3′;

(NOckoutRNA);

(SEQ ID NO: 10)

5′-/ATTO647N/TGC TGT CTG GTG TGC AGT GTT GAT 

tttggacggaaaagaccccgugg-3′

(NOckoutRNA)

(SEQ ID NO: 11)

5′-/ATTO647N/TGC TGT CTG GTG TGC AGT GTT GAT 

tttggacgggaagaccccgugg-3′; 

or

(pHlicker-SH)

(SEQ ID NO: 12)

5′-HS-ATC AAC ACT GCA CAC CAG ACA GCA-3′.

16 . A method for determining nitric oxide concentration in a sample comprising:

a) contacting the sample with the nucleic acid complex according to claim 13 ;

b) measuring the intensity of the signal; and

c) determining the nitric oxide concentration from the measured signal.

17 . The method of claim 16 , wherein determining nitric oxide concentration is in plasma membrane, trans Golgi network, phagosome, macrophage, or microglia.