IP Library Granted Patent US 11,493,518
Granted Patent B2
US 11,493,518 · App. 16/140,583 · Granted Nov 8, 2022

Binding domain mapping

Inventors: Alessandra Luchini Kunkel (Fairfax, CA); Lance Liotta (Fairfax, VA); Virginia Espina (Fairfax, VA)
Assignee: GEORGE MASON RESEARCH FOUNDATION, INC.
G01N33/6845C07K16/2866G01N33/53G01N33/68G01N33/6848C07K2317/76G01N2458/00
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Quick Facts
Patent No.
US 11,493,518
App. No.
16/140,583
Granted
Nov 8, 2022
Kind
B2
Abstract

The present disclosure relates to compositions and methodology for revealing binding sites between proteins, proteins and nucleic acids, or proteins and small molecules. The disclosure provides rapid and direct positive identification and sequencing of the contact region between such molecules, and can be applied to individual interacting pairs, as well as large-scale or global interactions.

Claims (99)

1. A method for determining a contact region within a single folded protein or between a protein complexed with another molecule, comprising

(a) introducing a mixture comprising an organic masking molecule to said protein, wherein said organic masking molecule binds to an exposed site on said protein or protein complex, thereby coating said protein;

(b) dissociating said protein or protein complex, such that the organic masking molecule coats an area of the protein or protein complex excluding the contact region, wherein the organic masking molecule remains bound to the area of the protein or protein complex excluding the contact region;

(c) contacting the contact region with a proteolytic enzyme, thereby digesting the contact region with the proteolytic enzyme; and

(d) sequencing the contact region after contacting the contact region with the proteolytic enzyme.

2. The method of claim 1 , wherein said organic masking molecule is an aryl hydrocarbon containing organic compound less than 30 Angstroms in total length, or a salt or a solvate thereof.

3. The method of claim 2 , wherein said aryl hydrocarbon containing organic compound has the following structure formula:

Polymethine compounds

wherein R 1 represents H, halo, CO 2 H, NO 2 , SH, NR 5 R 6 , C1-6 alkyl, C1-6 alkoxy, cyano, carbonyl, pyrrolidinyl, pyrrolyl, pyrazolyl, imidazolyl, or triazolyl;

R 5 , R 6 represent H or C1-4 alkyl;

E 1 represents benzene ring or ring Q;

A represents CH or N;

D represents S, NH, N—C1-3 alkyl, O, or CH 2 ;

R 2 represents H, C1-4 alkyl, halo-C1-4 alkyl, OH, or cyano;

n represents an integer of 1-4;

E=benzene ring or ring Q′;

X represents CH or N

Y represents S, NH, N—C1-3 alkyl, O, or CH 2

R 3 =H, halo, CO 2 H, NO 2 , SH, NR 5 R 6 , C1-6 alkyl, C1-6 alkoxy, cyano, carbonyl, pyrrolidinyl, pyrrolyl, pyrazolyl, imidazolyl, or triazolyl;

Triarylmethane compounds

wherein X and Y represent H, NR 1 R 2 , sulfo, halo, CO 2 H, NO 2 , SH, C1-6 alkyl, or C1-6 alkoxy;

Z represents NR 1 R 2 , sulfo, O, CO 2 H, NO 2 , C1-6 alkyl, or C1-6 alkoxy;

R 1 R 2 represent H, C1-6 alkyl, or sulfophenyl;

E 1 , E 2 , E 3 , E 4 , E 5 , E 6 represent H, sulfo, C1-6 alkyl, halo, CO 2 H, NO 2 , or SH;

Naphthalene derivatives

wherein E 1 , E 2 , E 3 , E 4 , E 5 , E 6 represent H, C1-6 alkyl, C1-6 alkoxy, carbonyl, sulfo, NO 2 , NR 1 R 2 , azetidinyl, or thiazolidinyl;

R 1 , R 2 represent H or phenyl;

Aryl azo compounds

wherein E 1 , E 2 , E 3 represent H, halo, sulfo, C1-6 alkyl, or C1-6 alkyl aryl;

R1 represents ring Q or ring Q′;

D represents H or NR 2 R 3 ;

R 2 , R 3 represent C1-6 alkyl or C1-6 alkyl aryl;

E represents H, OH, or C1-6 alkyloxy;

Anthraquinones

wherein E 1 represents H, NH, sulfo, Q, Q′, C1-6 alkyl, OH, or carboxy;

E 2 represents H, NH, OH, C1-6 alkyl, or sulfo;

E 3 represents H, NH, OH, NR 1 R 2 , sulfo, or C1-6 alkyl;

R 1 , R 2 represent H or Q″;

E 4 , E 5 , E 6 , E 7 represent H, OH, NH, sulfo, C1-6 alkyl, or carboxy;

Xanthenes

wherein E 1 , E 2 , E 3 , E 4 represent H, NO 2 , OH, Halo, or C1-6 alkyl;

E 5 , E 6 represent H or Carbon in position 3 and oxygen in position 1 in group Q; or

Thiazine

wherein E 1 represents N, O, or S;

E 2 , E 3 represent H or C in aryl;

E 4 represents O, N, or NR 1 R 2 ;

R 1 , R 2 represent C1-6 alkyl;

E 5 represents N, O, or S;

E 6 represents H, NH, or NC1-6 alkyl.

4. The method of claim 2 , wherein said aryl hydrocarbon containing organic compound has the following structure formula:

Polymethine compounds

wherein R 1 represents H, halo, CO 2 H, NO 2 , SH, NR 5 R 6 , C1-6 alkyl, C1-6 alkoxy, cyano, carbonyl, pyrrolidinyl, pyrrolyl, pyrazolyl, imidazolyl, or triazolyl;

R 5 , R 6 represent H or C1-4 alkyl;

E 1 represents benzene ring or ring Q;

A represents CH or N;

D represents S, NH, N—C1-3 alkyl, O, or CH 2 ;

R 2 represents H, C1-4 alkyl, halo-C1-4 alkyl, OH, or cyano;

n represents an integer of 1-4;

E=benzene ring or ring Q′;

X represents CH or N;

Y represents S, NH, N—C1-3 alkyl, O, or CH 2 ;

R 3 =H, halo, CO 2 H, NO 2 , SH, NR 5 R 6 , C1-6 alkyl, C1-6 alkoxy, cyano, carbonyl, pyrrolidinyl, pyrrolyl, pyrazolyl, imidazolyl, or triazolyl.

5. The method of claim 2 , wherein said aryl hydrocarbon containing organic compound has the following structure formula:

Triarylmethane compounds

wherein X and Y represent H, NR 1 R 2 , sulfo, halo, CO 2 H, NO 2 , SH, C1-6 alkyl, or C1-6 alkoxy;

Z represents NR 1 R 2 , sulfo, O, CO 2 H, NO 2 , C1-6 alkyl, or C1-6 alkoxy;

R 1 , R 2 represent H, C1-6 alkyl, or sulfophenyl;

E 1 , E 2 , E 3 , E 4 , E 5 , E 6 represent H, sulfo, C1-6 alkyl, halo, CO 2 H, NO 2 , or SH.

6. The method of claim 2 , wherein said aryl hydrocarbon containing organic compound has the following structure formula:

Naphthalene derivatives

wherein E 1 , E 2 , E 3 , E 4 , E 5 , E 6 represent H, C1-6 alkyl, C1-6 alkoxy, carbonyl, sulfo, NO 2 , NR 1 R 2 , azetidinyl, or thiazolidinyl;

R 1 , R 2 represent H or phenyl.

7. The method of claim 2 , wherein said aryl hydrocarbon containing organic compound has the following structure formula:

Aryl azo compounds

wherein E 1 , E 2 , E 3 represent H, halo, sulfo, C1-6 alkyl, or C1-6 alkyl aryl;

R1 represents ring Q or ring Q′;

D represents H or NR 2 R 3 ;

R 2 , R 3 represent C1-6 alkyl or C1-6 alkyl aryl;

E represents H, OH, or C1-6 alkyloxy.

8. The method of claim 2 , wherein said aryl hydrocarbon containing organic compound has the following structure formula:

Anthraquinones

wherein E 1 represents H, NH, sulfo, Q, Q′, C1-6 alkyl, OH, or carboxy;

E 2 represents H, NH, OH, C1-6 alkyl, or sulfo;

E 3 represents H, NH, OH, NR 1 R 2 , sulfo, or C1-6 alkyl;

R 1 , R 2 represent H or Q″;

E 4 , E 5 , E 6 , E 7 represent H, OH, NH, sulfo, C1-6 alkyl, or carboxy.

9. The method of claim 2 , wherein said aryl hydrocarbon containing organic compound has the following structure formula:

Xanthenes

wherein E 1 , E 2 , E 3 , E 4 represent H, NO 2 , OH, Halo, or C1-6 alkyl;

E 5 , E 6 represent H or Carbon in position 3 and oxygen in position 1 in group Q.

10. The method of claim 2 , wherein said aryl hydrocarbon containing organic compound has the following structure formula:

Thiazine

wherein E 1 represents N, O, or S;

E 2 , E 3 represent H or C in aryl;

E 4 represents O, N, or NR 1 R 2 ;

R 1 , R 2 represent C1-6 alkyl;

E 5 represents N, O, or S;

E 6 represents H, NH, or NC1-6 alkyl.

11. The method of claim 1 , wherein the proteolytic enzyme is trypsin.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 19, 2019
From: GEORGE MASON UNIVERSITY
To: GEORGE MASON RESEARCH FOUNDATION, INC.
Reel/Frame 048369/0892 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 19, 2019
From: LIOTTA, LANCE; KUNKEL, ALESSANDRA LUCHINI; ESPINA, VIRGINIA
To: GEORGE MASON UNIVERSITY
Reel/Frame 048369/0950 →
CONFIRMATORY LICENSE Recorded Dec 4, 2018
From: GEORGE MASON UNIVERSITY
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 048310/0688 →
Continuity (3)
Division 14758749
Provisional Application 61753226 · Jan 16, 2013
Related Publication 20190033319A1 · Jan 31, 2019