# US 11,906,461 B2 · Electron transfer by nanocarbon

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- Number: US 11,906,461 B2
- Document ID: US11906461B2
- Status: Granted
- Kind: B2
- Application number: 17/043,175
- Filed: 2019-03-29
- Published: 2021-09-23
- Granted: 2024-02-20
- Earliest claimed: 2018-03-29
- Assignees: Toyobo Co., Ltd.; National Institute of Advanced Industrial Science and Technology
- Applicants: Toyobo Co., Ltd.; National Institute of Advanced Industrial Science and Technology
- Inventors: Katsumi Tsuji; Keizo Yoneda; Atsushi Sogabe; Atsunori Hiratsuka; Hitoshi Muguruma; Hisanori Iwasa; Takeshi Tanaka; Kouhei Orihara
- Web page: https://patentgrep.com/patent/US11906461B2

## CPC

- G01N 27/3272: {Test elements therefor, i.e. disposable laminated substrates with electrodes, reagent and channels (optical biosensors G01N33/52)}
- G01N 27/3278: {involving nanosized elements, e.g. nanogaps or nanoparticles (nanopores G01N33/48721; magnetic beads G01N27/745)}
- C01B 32/159: single-walled
- C01B 32/168: After-treatment
- C12N 11/14: Enzymes or microbial cells immobilised on or in an inorganic carrier
- C12Q 1/005: {involving specific analytes or enzymes (including groups of enzymes, e.g. oxydases; C12Q1/004 takes precedence)}
- C12Q 1/32: involving dehydrogenase
- C12Y 101/05: with a quinone or similar compound as acceptor (1.1.5)
- G01N 27/308: {at least partially made of carbon}
- B82Y 15/00: Nanotechnology for interacting, sensing or actuating, e.g. quantum dots as markers in protein assays or molecular motors
- B82Y 40/00: Manufacture or treatment of nanostructures
- C01B 2202/02: Single-walled nanotubes
- C01B 2202/22: Electronic properties
- 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)
- C01B: NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; {METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C}
- C12N: MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA (microbiological testing media C12Q1/00)
- 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
- C12Y: ENZYMES
- B82Y: SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES

## Abstract

Provided is a means for promoting electron transfer between nanocarbon and other substances. An electron transfer accelerator for nanocarbon comprising a compound having an aromatic ring Skelton.

## Claims

### Claim 1

An electrode loaded with nanocarbon, a compound having an aromatic ring skeleton, and an enzyme on a substrate, wherein the compound having an aromatic ring skeleton is selected from the group consisting of thymol, phenol, bis(4-hydroxyphenyl)sulfone, tyrosine disodium hydrate, sodium salicylate, 5-hydroxyindole, aniline (CAS Registry No. 62-53-3), leucoquinizarin, carvacrol, 1,5-naphthalene diol, 4-isopropyl-3-methylphenol, 2-isopropylphenol, 4-isopropylphenol, 1-naphthol, 2-tert-butyl-5-methylphenol, 2,4,6-trimethylphenol, 2,6-diisopropylphenol, 2-tert-butyl-4-ethylphenol, 6-tert-butyl-2,4-xylenol, 2-tert-butyl-4-methylphenol, 2-tert-butyl-6-methylphenol, 2,4-di-tert-butylphenol, 2,4-di-tert-butyl-5-methylphenol, bis(p-hydroxyphenyl)methane, 3-tert-butylphenol, 2-isopropyl-5-methylanisole, o-cresol, m-cresol, and p-cresol.

### Claim 2 (depends on 1)

The electrode according to claim 1, wherein the nanocarbon is a carbon nanotube.

### Claim 3 (depends on 1)

The electrode according to claim 1, wherein the carbon nanotube is a single-walled carbon nanotube.

### Claim 4 (depends on 1)

The electrode according to claim 1, wherein the enzyme is flavin-binding glucose dehydrogenase.

### Claim 5 (depends on 1)

The electrode according to claim 1, further comprising a dispersant loaded on the substrate.

### Claim 6 (depends on 1)

The electrode according to claim 1, wherein a thin film of carbon or metal is formed on the substrate.

### Claim 7 (depends on 1)

A sensor comprising the electrode according to claim 1.

### Claim 8 (depends on 1)

The electrode according to claim 1, wherein the compound having an aromatic ring skeleton is a compound that does not function as a mediator by itself.

### Claim 9 (depends on 1)

The electrode according to claim 1, wherein the carbon nanotube is a single-walled carbon nanotube and the enzyme is flavin-binding glucose dehydrogenase.

### Claim 10 (depends on 9)

A sensor comprising the electrode according to claim 9.

### Claim 11

A method for preparing an electrode loaded with nanocarbon, a compound having an aromatic ring skeleton, and an enzyme on a substrate, the method comprising attaching or bringing close the compound having an aromatic ring skeleton to nanocarbon on the substrate, wherein the compound having an aromatic ring skeleton is selected from the group consisting of thymol, phenol, bis(4-hydroxyphenyl)sulfone, tyrosine disodium hydrate, sodium salicylate, 5-hydroxyindole, aniline (CAS Registry No. 62-53-3), leucoquinizarin, carvacrol, 1,5-naphthalene diol, 4-isopropyl-3-methylphenol, 2-isopropylphenol, 4-isopropylphenol, 1-naphthol, 2-tert-butyl-5-methylphenol, 2,4,6-trimethylphenol, 2,6-diisopropylphenol, 2-tert-butyl-4-ethylphenol, 6-tert-butyl-2,4-xylenol, 2-tert-butyl-4-methylphenol, 2-tert-butyl-6-methylphenol, 2,4-di-tert-butylphenol, 2,4-di-tert-butyl-5-methylphenol, bis(p-hydroxyphenyl)methane, 3-tert-butylphenol, 2-isopropyl-5-methylanisole, o-cresol, m-cresol, and p-cresol.

### Claim 12 (depends on 11)

The method according to claim 11, wherein the compound having an aromatic ring skeleton is a compound that does not function as a mediator by itself.

### Claim 13 (depends on 11)

The method according to claim 11, wherein the nanocarbon is a carbon nanotube.

### Claim 14 (depends on 11)

The method according to claim 11, wherein the nanocarbon is a single-walled carbon nanotube.

### Claim 15 (depends on 11)

The method according to claim 11, wherein the enzyme is flavin-binding glucose dehydrogenase.

### Claim 16 (depends on 11)

The method according to claim 11, wherein the substrate is a substrate on which a thin film of carbon or metal is formed.

### Claim 17 (depends on 11)

The method according to claim 11, wherein the carbon nanotube is a single-walled carbon nanotube and the enzyme is flavin-binding glucose dehydrogenase.