# US 11,028,121 B2 · Multisignal labeling reagents and processes and uses therefor

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- Number: US 11,028,121 B2
- Document ID: US11028121B2
- Status: Granted
- Kind: B2
- Application number: 16/830,483
- Filed: 2020-03-26
- Published: 2020-08-27
- Granted: 2021-06-08
- Earliest claimed: 2003-04-03
- Assignees: Enzo Life Sciences, Inc.
- Applicants: Enzo Life Science, Inc.
- Inventors: Jack Coleman; Elazar Rabbani; Jannis Stavrianopoulos; Praveen Pande
- Web page: https://patentgrep.com/patent/US11028121B2

## CPC

- C07H 21/00: Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids
- C07D 219/08: Nitrogen atoms
- C07D 405/14: containing three or more hetero rings
- C07D 491/22: in which the condensed system contains four or more hetero rings
- C07H 21/04: with deoxyribosyl as saccharide radical
- C09B 11/00: Diaryl- or thriarylmethane dyes
- C09B 11/08: Phthaleins; {Phenolphthaleins; Fluorescein}
- C09B 11/24: Phthaleins containing amino groups {; Phthalanes; Fluoranes; Phthalides; Rhodamine dyes; Phthaleins having heterocyclic aryl rings; Lactone or lactame forms of triarylmethane dyes}
- C09B 57/02: Coumarine dyes
- C12Q 1/68: involving nucleic acids
- C12Q 1/6818: involving interaction of two or more labels, e.g. resonant energy transfer
- G01N 33/533: with fluorescent label
- G01N 33/582: {with fluorescent label}
- C07H: SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS (derivatives of aldonic or saccharic acids C07C, C07D; aldonic acids, saccharic acids C07C59/105, C07C59/285; cyanohydrins C07C255/16; glycals C07D; compounds of unknown constitution C07G; polysaccharides, derivatives thereof C08B; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification C12N15/00; sugar industry C13)
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C09B: ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES {, e.g. PIGMENTS}; MORDANTS; LAKES (fermentation or enzyme using processes to synthesise a desired chemical compound C12P)
- C12Q: MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS (immunoassay G01N33/53); COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
- G01N: INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES (measuring or testing apparatus or processes other than immunoassay, involving enzymes or microorganisms C12M, C12Q)

## Abstract

Provided are compounds comprising two DNA supramolecular binding molecules covalently joined by a linker group. Also provided are multisignal labeling reagents comprising (i) an oligomer of nucleotides or nucleotide analogs; (ii) a DNA supramolecular binding molecule noncovalently bound to the oligomer; and (iii) a first reactive group or a first partner of a first binding pair covalently bound to the oligomer. Additionally provided are methods of producing multisignal labeling reagents.

## Claims

### Claim 1

A multi-signal labeling reagent, comprising:
a plurality of first nucleic acid strands covalently bound to the first member of a binding pair and not to the second member of the binding pair; and
a plurality of second nucleic acid strands covalently bound to a second member of the binding pair and not to the first member of the binding pair,
wherein at least some of the nucleic acid monomers of one or both of the first nucleic acid strands and the second nucleic acid strands comprise a covalently linked signal moiety, and
wherein the binding pair is not a nucleic acid binding pair.

### Claim 2 (depends on 1)

The multi-signal labeling reagent of claim 1, wherein the signal moiety comprises a fluorescent moiety, a phosphorescent moiety or a chemiluminescent moiety.

### Claim 3 (depends on 1)

The multi-signal labeling reagent of claim 1, wherein each of the first nucleic acid strand and the second nucleic acid strand comprise nucleic acid monomers comprising a covalently linked signal moiety.

### Claim 4 (depends on 3)

The multi-signal labeling reagent of claim 3, wherein the signal moiety comprises a fluorescent moiety, a phosphorescent moiety or a chemiluminescent moiety.

### Claim 5 (depends on 1)

The multi-signal labeling reagent of claim 1, wherein the binding pair is selected from biotin and streptavidin or biotin and avidin.

### Claim 6 (depends on 2)

The multi-signal labeling reagent of claim 2, wherein the binding pair is selected from biotin and streptavidin or biotin and avidin.

### Claim 7 (depends on 3)

The multi-signal labeling reagent of claim 3, wherein the binding pair is selected from biotin and streptavidin or biotin and avidin.

### Claim 8 (depends on 4)

The multi-signal labeling reagent of claim 4, wherein the binding pair is selected from biotin and streptavidin or biotin and avidin.