METHODS OF USE OF SOLID SUPPORT MATERIAL FOR BINDING BIOMOLECULES

• US 20100184103A1
• Filed: 04/17/2008
• Published: 07/22/2010
• Est. Priority Date: 04/19/2007
• Status: Active Grant

• Current Assignee: 3M Innovative Properties Company (3M Company)
• Original Assignee: 3M Innovative Properties Company (3M Company)
• Inventors: Legatt, Michelle L., Schultz, William J., Jing, Naiyong, Guo, Chunmei
• Granted Patent: US 8,597,959 B2
• Time in Patent Office: Days
• US Class Current: 435/7.320
• CPC Class Codes: G01N 33/54393 Improving reaction conditions or stability, e.g. by coating or irradiation of surface, by reduction of non-specific binding, by promotion of specific binding

Abstract

Functionalized solid support material with biomolecule-binding groups and uses thereof, wherein the biomolecule-binding groups include a plurality of aromatic groups, an amine group which bonds to a biomolecule through an aldehyde group, a hydrazine group which bonds to a biomolecule through an aldehyde group, or an alpha,beta-ethylenically or acetylenically unsaturated group with an electron withdrawing group.

Claims

1. A method of capturing a target biological analyte, the method comprising:

providing a solid support material having a surface comprising;

shielding groups covalently bonded to the surface;

biomolecule-binding groups disposed on the surface, wherein the biomolecule-binding groups comprise one or more aromatic groups;

contacting the solid support material with a polypeptide under conditions effective to attach the polypeptide to one or more of the aromatic groups;

wherein the polypeptide is a capture agent for a target biological analyte; and

contacting the surface having the polypeptide capture agent attached thereto with a sample suspected of containing a target biological analyte.

2. A method of capturing a target biological analyte, the method comprising:

providing a solid support material having a surface comprising;

optional shielding groups covalently bonded to the surface;

biomolecule-binding groups disposed on at least 25% of the area of the surface, wherein the biomolecule-binding groups comprise one or more aromatic groups;

contacting the solid support material with a polypeptide under conditions effective to attach the polypeptide to one or more of the aromatic groups;

wherein the polypeptide is a capture agent for a target biological analyte; and

contacting the surface having the polypeptide capture agent attached thereto with a sample suspected of containing a target biological analyte.

3-23. -23. (canceled)

24. A method of preparing a solid support material having a polypeptide attached thereto, the method comprising:

providing a solid support material comprising a surface;

providing a shielding compound comprising a shielding group and a surface-bonding group;

providing a biomolecule-binding compound comprising one or more aromatic groups;

covalently bonding the shielding group to the surface of the solid support material through the surface-bonding group, and disposing the biomolecule-binding compound on the surface of the solid support material; and

contacting the solid support material with a polypeptide under conditions effective to attach the polypeptide to one or more of the aromatic groups.

25. A method of preparing a solid support material having a polypeptide attached thereto, the method comprising:

providing a solid support material comprising a surface;

optionally providing a shielding compound comprising a shielding group and a surface-bonding group;

providing a biomolecule-binding compound comprising one or more aromatic groups;

optionally covalently bonding the shielding group to the surface of the solid support material through the surface-bonding group, and disposing the biomolecule-binding compound on the surface of the solid support material in an amount sufficient to provide at least 25% coverage of the surface area; and

contacting the solid support material with a polypeptide under conditions effective to attach the polypeptide to one or more of the aromatic groups.

26-39. -39. (canceled)

40. A solid support material having a surface, comprising:

biomolecule-binding groups disposed on at least 25% of the area of the surface;

wherein the biomolecule-binding groups comprise one or more aromatic groups;

optional shielding groups covalently bonded to the surface; and

a polypeptide attached to one or more of the aromatic groups through a noncovalent hydrophobic interaction.

41. A solid support material having a surface, comprising:

biomolecule-binding groups comprising one or more aromatic groups disposed on the surface;

shielding groups covalently bonded to the surface; and

a polypeptide attached to one or more of the aromatic groups through a noncovalent hydrophobic interaction.

42-48. -48. (canceled)

49. A method of capturing a target biological analyte, the method comprising:

providing a solid support material having a surface comprising;

biomolecule-binding groups covalently bonded to the surface, wherein the biomolecule-binding groups comprise nontertiary amine groups and/or hydrazine groups; and

optional shielding groups covalently bonded to the surface;

contacting the solid support material with an aldehyde-functional biomolecule under conditions effective to covalently bond the biomolecule to one or more biomolecule-binding groups to form an —

Ar—

N═

C(H)— and

/or —

Ar—

NHN═

C(H)—

linkage, wherein Ar is an aryl group;

wherein the biomolecule is a capture agent for a target biological analyte; and

contacting the surface with the biomolecule capture agent covalently bonded thereto with a sample suspected of containing a target biological analyte.

50-71. -71. (canceled)

72. A method of preparing a solid support material having a biomolecule attached thereto, the method comprising:

providing a solid support material comprising a surface;

providing a biomolecule-binding compound comprising a nontertiary amine group and/or a hydrazine group and a surface-bonding group;

optionally providing a shielding compound comprising a shielding group and a surface-bonding group;

covalently bonding the biomolecule-binding group and optional shielding group to the surface of the solid support material through the surface-bonding groups; and

contacting the solid support material with an aldehyde-functional biomolecule under conditions effective to covalently bond the biomolecule to one or more biomolecule-binding groups to form an —

Ar—

N═

C(H)— and

/or —

Ar—

NHN═

C(H)—

linkage, wherein Ar is an aryl group.

73-84. -84. (canceled)

85. A solid support material having a surface, comprising:

biomolecule-binding groups bonded to the surface through nonreversible covalent bonds;

an aldehyde-containing biomolecule covalently bonded to one or more biomolecule-binding groups through an —

Ar—

N═

C(H)— and

/or —

Ar—

NHN═

C(H)—

linkage, wherein Ar is an aryl group; and

shielding groups covalently bonded to the surface.

86-92. -92. (canceled)

93. A method of capturing a target biological analyte, the method comprising:

providing a solid support material having a surface comprising;

shielding groups covalently bonded to the surface; and

biomolecule-binding groups covalently bonded to the surface, wherein the biomolecule-binding groups comprise alpha,beta-ethylenically or acetylenically unsaturated groups and electron withdrawing groups;

contacting the solid support material with an amino-functional biomolecule under conditions effective to covalently bond the biomolecule to one or more biomolecule-binding groups through a carbon-nitrogen bond between the amino group of the biomolecule and the beta position of the alpha,beta-ethylenically or acetylenically unsaturated group;

wherein the biomolecule is a capture agent for a target biological analyte; and

contacting the surface with the biomolecule capture agent covalently bonded thereto with a sample suspected of containing a target biological analyte.

99. The method of claim 93 wherein the biomolecule-binding groups comprise an alpha,beta-ethylenically unsaturated group with an electron withdrawing group.

100. The method of claim 93 wherein the solid support material further comprises hydrophilic groups covalently bonded to the surface, wherein the hydrophilic groups are distinct from the shielding groups.

107. The method of claim 93 wherein the shielding groups comprise poly(alkylene oxide)-containing groups, ethylene glycol ether-containing groups, poly(ethylene oxide) ether-containing groups, ethylene glycol lactate-containing groups, sugar-containing groups, polyol-containing groups, crown ether-containing groups, oligo glycidyl-containing groups, hydroxyl acrylamide-containing groups, organosulfonate-containing groups, organocarboxylate-containing groups, or combinations thereof.

108. The method of claim 93 wherein the electron withdrawing groups comprise carbonyls, ketones, esters, amides, —

SO₂—

, —

SO—

, —

CO—

CO—

, —

CO—

COOR, sulfonamides, halides, trifluoromethyl, sulfonamides, halides, maleimides, maleates, or combinations thereof.

94-98. -98. (canceled)

101-106. -106. (canceled)

109-114. -114. (canceled)

115. A method of capturing a target biological analyte, the method comprising:

providing nanoparticles having a surface comprising;

organocarboxylate-containing and/or organosulfonate-containing shielding groups covalently bonded to the surface; and

biomolecule-binding groups covalently bonded to the surface, wherein the biomolecule-binding groups comprise acrylate groups;

contacting the solid support material with an amino-functional biomolecule under conditions effective to covalently bond the biomolecule to one or more biomolecule-binding groups through a carbon-nitrogen bond between the amino group of the biomolecule and the beta position of the acrylate group;

wherein the biomolecule is a capture agent for a target biological analyte; and

contacting the surface with the biomolecule capture agent covalently bonded thereto with a sample suspected of containing a target biological analyte.

116. A method of preparing a solid support material having a biomolecule attached thereto, the method comprising:

providing a solid support material comprising a surface;

providing a shielding compound comprising a shielding group and a surface-bonding group;

providing a biomolecule-binding compound comprising an alpha,beta-ethylenically or acetylenically unsaturated group, an electron withdrawing group, and a surface-bonding group;

covalently bonding the shielding group and biomolecule-binding group to the surface of the solid support material through the surface-bonding groups; and

contacting the solid support material with an amino-functional biomolecule under conditions effective to covalently bond the biomolecule to one or more biomolecule-binding groups through a carbon-nitrogen bond between the amino group of the biomolecule and the beta position of the alpha,beta-ethylenically unsaturated group.

117. The method of claim 116 wherein the biomolecule is a capture agent for a target biological analyte.

120. The method of claim 116 further comprising:

providing a reporter molecule comprising a reporter group and a surface-bonding group; and

covalently bonding the reporter group to the surface of the solid support material through the surface-bonding group.

121. The method of claim 120 wherein the reporter group comprises a fluorescent group.

122. The method of claim 121 wherein the shielding compound is covalently bonded to the surface of the solid support material prior to the reporter molecule being bonded thereto.

118-119. -119. (canceled)

123-125. -125. (canceled)

126. A method of preparing a solid support material having a biomolecule attached thereto, the method comprising:

providing nanoparticles, each comprising a surface;

providing a shielding compound comprising an organocarboxylate-containing and/or organosulfonate-containing group and a surface-bonding group;

providing a biomolecule-binding compound comprising an acrylate group and a surface-bonding group;

covalently bonding the organocarboxylate and/or organosulfonate group and acrylate group to the surface of the nanoparticles through the surface-bonding groups; and

contacting the nanoparticles with an amino-functional biomolecule under conditions effective to covalently bond the biomolecule to one or more acrylate groups through a carbon-nitrogen bond between the amino group of the biomolecule and the beta position of the acrylate group.

127. (canceled)