IP Library Granted Patent US 11,408,892
Granted Patent B2
US 11,408,892 · App. 14/974,992 · Granted Aug 9, 2022

Devices, compositions and methods for imaging with raman scattering

Inventors: Wei Min (Edgewater, NJ); Lu Wei (Anhui, CN); Zhixing Chen (Beijing, CN); Fanghao Hu (New York, NY); Yihui Shen (Jiangsu, CN)
Assignee: THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK
G01N33/583A61K49/0013G01N33/5005G01N2021/655
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Quick Facts
Patent No.
US 11,408,892
App. No.
14/974,992
Granted
Aug 9, 2022
Kind
B2
Abstract

Methods, systems and computer-accessible medium for imaging a living cell or a living organism with bond-edited compounds using stimulated Raman scattering are disclosed. The method comprises the steps of introducing one or more bond-edited compounds into a live cell or a living organism, and detecting a vibrational tag in the cell or organism with stimulated Raman scattering. Also disclosed are methods for detecting a disease condition in a subject, methods for monitoring treatment for a disease condition, methods for screening an agent, methods for tracing a cellular process in a live cell using bond-edited compounds in combination with stimulated Raman scattering. Also disclosed are a composition for labeling a target cell with at least one bond-edited compound and devices for imaging bond-edited compounds by stimulated Raman scattering.

Claims (29)

1. A method for imaging a living cell or a living organism, comprising:

introducing an effective amount of a bond-edited compound into a living cell or a living organism, wherein said bond-edited compound comprises one or more chemical bond that serves as a vibrational tag; and

detecting said vibrational tag in said cell or said organism with stimulated Raman scattering (SRS) imaging,

wherein the vibrational tag comprises at least one 13 C atom.

2. The method of claim 1 , wherein said bond-edited compound comprises one, two, three, four, five, six, seven, eight, nine, ten or more vibrational tags.

3. The method of claim 1 , wherein the vibrational tag comprises: a 13 C modified carbon-carbon triple bond, a 13 C modified carbon-nitrogen triple bond, a 13 C modified azide bond, a 13 C modified carbon-deuterium bond, a 13 C modified phenol ring, or a combination thereof.

4. The method of claim 1 , wherein said bond-edited compound comprises:

at least one additional vibrational tag selected from the group consisting of —C≡C—, —C≡N, —N═N═N, —C≡C—C≡C—, —C≡C—C≡N, —C-D, and —C≡C-D;

at least one additional vibrational tag containing at least one deuterium atom;

an amino acid;

a nucleoside or a nucleotide;

a fatty acid;

a monosaccharide or a disaccharide;

a glucose derivative; or

a cytokine or chemokine.

5. The method of claim 1 , wherein the bond-edited compound comprises an amino acid selected from the group consisting of histidine, isoleucine, leucine, lysine, methionine, threonine, tryptophan and valine.

6. The method of claim 1 , wherein the bond-edited compound comprises at least one selected from the group consisting of anti-cancer agents, anti-inflammatory agents, anti-bacterial agents, anti-fungal agents and anti-viral agents.

7. The method of claim 1 , wherein the living cell or the living organism metabolizes the bond-edited compound, transferring the vibrational tag from the bond-edited compound to a down-stream metabolite of the bond-edited compound, and further comprising detecting the vibrational tag in the down-stream metabolite.

8. The method of claim 1 , wherein said bond-edited compound comprises at least one additional vibrational tag selected from the group consisting of —N═N═N, —C≡C—C≡C—, and —C≡C—C≡N.

9. The method of claim 1 , wherein the bond-edited compound exhibits at least one Raman peak in a region of 1800 cm −1 to 2800 cm −1 .

10. The method of claim 1 , wherein the bond-edited compound comprises a bond-edited labeling dye that is conjugated to a biological molecule.

11. A method for imaging a living cell or a living organism, comprising:

introducing an effective amount of a bond-edited compound into a living cell or a living organism, wherein said bond-edited compound comprises one or more chemical bond that serves as a vibrational tag; and

detecting said vibrational tag in said cell or said organism with stimulated Raman scattering (SRS) imaging,

wherein the vibrational tag comprises —C≡ 15 N— or — 13 C≡ 15 N—.

12. A method for imaging a living cell or a living organism, comprising:

introducing an effective amount of a bond-edited compound into a living cell or a living organism, wherein said bond-edited compound comprises one or more chemical bond that serves as a vibrational tag; and

detecting said vibrational tag in said cell or said organism with stimulated Raman scattering (SRS) imaging,

wherein the vibrational tag comprises —C≡ 13 C—, — 13 C≡ 13 C—, — 13 C≡N—, or — 13 C-D-.

Assignments (2)
CONFIRMATORY LICENSE Recorded Nov 3, 2022
From: COLUMBIA UNIV NEW YORK MORNINGSIDE
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 061878/0773 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 13, 2016
From: MIN, WEI; WEI, LU; CHEN, ZHIXING; HU, FANGHAO; SHEN, YIHUI
To: THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK
Reel/Frame 038427/0618 →
Continuity (5)
Continuation In Part PCTUS2014042936 · Jun 18, 2014
Provisional Application 62112906 · Feb 6, 2015
Provisional Application 61946296 · Feb 28, 2014
Provisional Application 61836235 · Jun 18, 2013
Related Publication 20160243261A1 · Aug 25, 2016