IP Library Granted Patent US 9,366,670
Granted Patent B2
US 9,366,670 · App. 13/541,378 · Granted Jun 14, 2016

Polymer including group having at least two hydroxyls or zwitterionic group and use thereof

Inventors: Chang-eun Yoo (Seoul, KR); Ga-hee Kim (Yongin-si, KR); Hyun-ju Kang (Hwaseong-si, KR)
Assignee: SAMSUNG ELECTRONICS CO., LTD.
G01N33/54353C08F8/30C08F220/06C08F220/26Y10T436/255
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Quick Facts
Patent No.
US 9,366,670
App. No.
13/541,378
Granted
Jun 14, 2016
Kind
B2
Abstract

A solid support comprising a polymer that includes a group having at least two hydroxyls or a zwitterionic group and a method of using the same.

Claims (38)

1. A solid support on which at least one polymer comprising at least one repeating unit of Formula M1 and at least one repeating unit of Formula M2 is immobilized:

wherein R 1 , R 3 , R 4 , and R 6 are each independently a bond or a substituted or unsubstituted C 1-6 alkylene group,

R 2 and R 5 are each independently hydrogen, halo, or a substituted or unsubstituted C 1-6 alkyl group,

A 1 and A 2 are each independently —NH—, —O—, or —O—(CO)—, and

wherein R 7 is a substituted or unsubstituted C 1-6 alkylene group, a substituted or unsubstituted C 6-12 arylene group, a substituted or unsubstituted C 1-6 alkyl-C 6-12 arylene group, or a substituted or unsubstituted C 6-12 aryl-C 1-6 alkylene group;

and R 8 , R 9 , and R 10 are each independently H, halo, or a substituted or unsubstituted C 1-6 hydroxyalkyl group, wherein at least two of R 8 , R 9 , and R 10 are each independently a substituted or unsubstituted C 1-6 hydroxyalkyl group

wherein the zwitterionic group is represented by Formula 2 below:

-L 1 -A 3 -L 2 -A 4   <Formula 2>

wherein L 1 and L 2 are each independently a substituted or unsubstituted C 1-100 alkylene group, a substituted or unsubstituted C 6-100 arylene group, a substituted or unsubstituted C 1-50 alkyl-C 6-50 arylene group, or a substituted or unsubstituted C 6-50 aryl-C 1-50 alkylene group;

and A 3 and A 4 are ionic groups, wherein A 3 is a cationic group and A 4 is an anionic group; or A 3 is a anionic group and A 4 is an cationic group, and

wherein the material that specifically binds to one or more biomolecules is an antibody, an antigen, a receptor, a ligand, a substrate or inhibitor of an enzyme, or an enzyme,

wherein M1 and M2 are different,

wherein 10% to 90% of the repeating units of the polymer comprises at least one material that specifically binds to one or more biomolecules,

wherein 10% to 90% of the repeating units of the polymer comprises a group having at least two hydroxyls, a zwitterionic group, PEG, or a combination thereof, and

wherein the number of the repeating units of Formula M1 of the polymer is an integer of 1 to 300 and the number of the repeating units of Formula M2 of the polymer is an integer of 1 to 300, and

wherein X is a group having at least two hydroxyls represented by Formula 1

and Y is a material that specifically binds to one or more biomolecules.

2. The solid support of claim 1 , wherein at least one of R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 is a C 1-6 alkyl group substituted with one or more halo or C 1-3 alkyl groups.

3. The solid support of claim 1 , wherein at least one of R 7 , R 8 , R 9 , and R 10 is further substituted with one or more halo or C 1-3 alkyl groups.

4. The solid support of claim 1 , wherein the material that specifically binds to one or more biomolecules is an antibody that binds to a protein of a microvesicle membrane.

5. The solid support of claim 1 , wherein the solid support is a bead, a plate, or a well.

6. The solid support of claim 1 , wherein the polymer further comprises a portion bonded to the solid support, which portion of the polymer comprises units of formula M1, M2, or both:

wherein R 1 and R 4 are each independently —CH 2 —;

R 3 and R 6 are each independently a single bond;

R 2 and R 5 are each independently —H; and

A 1 and A 2 are each independently —NH—.

7. A method of binding biomolecules from a sample to a solid support, the method comprising contacting a solid support of claim 1 with biomolecules from a sample to form a biomolecule-solid support composite.

8. The method of claim 7 , further comprising washing the biomolecule-solid support composite after contacting the support with the biomolecules.

9. The method of claim 7 , further comprising eluting biomolecules from the biomolecule-solid support composite after contacting the support with the biomolecules.

10. A method of preparing a solid support according to claim 1 , the method comprising:

providing a polymer comprising repeating units of Formula M1 and Formula M2:

wherein R 1 , R 3 , R 4 , and R 6 are each independently a bond or a substituted or unsubstituted C 1-6 alkylene group,

R 2 and R 5 are each independently hydrogen, halo, or a substituted or unsubstituted C 1-6 alkyl group,

A 1 and A 2 are each independently —O—;

and X and Y are both H;

coupling the carboxyl group provided by A1 and X with a group having at least two hydroxyls represented by Formula 1

and coupling the carboxyl group provided by A2 and Y, with a material that specifically binds to one or more biomolecules;

and immobilizing the polymer on a solid support.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 3, 2012
From: YOO, CHANG-EUN; KIM, GA-HEE; KANG, HYUN-JU
To: SAMSUNG ELECTRONICS CO., LTD.
Reel/Frame 028486/0030 →
Priority Claims (2)
KR 10-2011-0066158 · Jul 4, 2011 · national
KR 10-2011-0115926 · Nov 8, 2011 · national
Continuity (1)
Related Publication 20130011931A1 · Jan 10, 2013