IP Library Granted Patent US 12,280,370
Granted Patent B2
US 12,280,370 · App. 18/466,696 · Granted Apr 22, 2025

Covalently modified surfaces, kits, and methods of preparation and use

Inventors: Randall D. Lowe, Jr. (Emeryville, CA); Alexander J. Mastroianni (Alameda, CA); Mark P. White (Orinda, CA); Gregory G. Lavieu (Vitry sur Seine, FR); Kristin G. Beaumont (New York, NY)
Assignee: Bruker Cellular Analysis, Inc.
B01L3/502707B01L3/502715B01L3/502761B81C1/00206C12M23/16G01N33/54393B01L2300/0636B01L2300/0816B01L2300/0864B01L2300/088B81B2201/058
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Quick Facts
Patent No.
US 12,280,370
App. No.
18/466,696
Granted
Apr 22, 2025
Kind
B2
Abstract

In biosciences and related fields, it can be useful to modify surfaces of apparatuses, devices, and materials that contact biomaterials such as biomolecules and biological micro-objects. Described herein are surface modifying and surface functionalizing reagents, preparation thereof, and methods for modifying surfaces to provide improved or altered performance with biomaterials.

Claims (24)

1. A kit including:

a microfluidic device comprising: an enclosure including a base, a cover, and microfluidic circuit material defining a fluidic circuit therein, where at least one inner surface of the base, the cover and the microfluidic circuit material has a plurality of first covalently bound surface modifications, each including a first linking group and a first moiety, where the first moiety is a first reactive moiety or a first surface contact moiety;

where at least one inner surface of the base, the cover and the microfluidic circuit material has a plurality of second covalently bound surface modifications, each including a second linking group and a second moiety, where the second moiety is a second reactive moiety or a second surface contact moiety; and

a first surface modifying reagent having a structure of Formula XII 1 :

RP 1 -L 1 -surface contact moiety 1   (Formula XII 1 )

wherein RP 1 is a reaction pair moiety; surface contact moiety 1 is a moiety configured to support cell growth, viability, portability, or any combination thereof; and L 1 is a linker; wherein L 1 is a bond or a chain of 1 to 200 non-hydrogen atoms selected from any combination of silicon, carbon, nitrogen, oxygen, sulfur and phosphorus atoms, and may further include 0 or 1 coupling groups CG.

2. The kit of claim 1 , wherein the first moiety is a first reactive moiety.

3. The kit of claim 2 , wherein the first reactive moiety comprises an alkyne moiety, an azide moiety, a carboxylic acid moiety, an amine moiety, an olefinic moiety, a tetrazinyl moiety, a trans-cyclooctenyl moiety, a thiol moiety, a maleimide moiety, a biotin moiety, a streptavidin moiety, a halide moiety, a cyano moiety, isocyanate moiety, an epoxide moiety, a hydroxyamine moiety, or a sulfonyl fluoride moiety; and/or where the second reactive moiety comprises an alkyne moiety, an azide moiety, a carboxylic acid moiety, an amine moiety, an olefinic moiety, a tetrazinyl moiety, a trans-cyclooctenyl moiety, a thiol moiety, a maleimide moiety, a biotin moiety, a streptavidin moiety, a halide moiety, a cyano moiety, isocyanate moiety, an epoxide moiety, a hydroxyamine moiety, or a sulfonyl fluoride moiety.

4. The kit of claim 2 , wherein the first reactive moiety has a structure selected from Formula XXX, Formula V, and Formula VII:

where: LG is —W—Si(OZ) 2 O— or —OP(O) 2 O—; L fm is a linker including 1 to 200 non-hydrogen atoms selected from any combination of silicon, carbon, nitrogen, oxygen, sulfur and phosphorus atoms and may further include 0 or 1 coupling groups CG; R x is a reactive moiety; W is O, S, or N; Z is a bond to an adjacent silicon atom or is a bond to the surface; n is an integer of 3 to 21; and

is the surface.

5. The kit of claim 2 , wherein the second moiety is a second reactive moiety.

6. The kit of claim 5 , wherein the second reactive moiety comprises an alkyne moiety, an azide moiety, a carboxylic acid moiety, an amine moiety, an olefinic moiety, a tetrazinyl moiety, a trans-cyclooctenyl moiety, a thiol moiety, a maleimide moiety, a biotin moiety, a streptavidin moiety, a halide moiety, a cyano moiety, isocyanate moiety, an epoxide moiety, a hydroxyamine moiety, or a sulfonyl fluoride moiety; and/or where the second reactive moiety comprises an alkyne moiety, an azide moiety, a carboxylic acid moiety, an amine moiety, an olefinic moiety, a tetrazinyl moiety, a trans-cyclooctenyl moiety, a thiol moiety, a maleimide moiety, a biotin moiety, a streptavidin moiety, a halide moiety, a cyano moiety, isocyanate moiety, an epoxide moiety, a hydroxyamine moiety, or a sulfonyl fluoride moiety.

7. The kit of claim 5 , wherein the second reactive moiety has a structure selected from Formula XXX′, Formula V′, and Formula VII′:

where: LG′ is —W—Si(OZ) 2 O— or —OP(O) 2 O—; L′ fm is a linker including 1 to 200 non-hydrogen atoms selected from any combination of silicon, carbon, nitrogen, oxygen, sulfur and phosphorus atoms and may further include 0 or 1 coupling groups CG; R′ x is a reactive moiety; W′ is O, S, or N; Z′ is a bond to an adjacent silicon atom or is a bond to the surface; n′ is an integer of 3 to 21; and is the surface.

8. The kit of claim 5 , wherein the first reactive moiety and the second reactive moiety have the same formula.

9. The kit of claim 1 , wherein the surface contact moiety 1 is polymeric.

10. The kit of claim 1 , wherein the surface contact moiety includes one or more of an alkyl, fluoroalkyl, monosaccharide, polysaccharide, alcohol, polyalcohol, alkylene ether, polyelectrolytes, amino, carboxylic acid, phosphonic acid, sulfonate anion, carboxybetaines, sulfobetaine, sulfamic acid, amino acid moiety, or cleavable moiety.

11. The kit of claim 1 further comprising a second surface modifying reagent having a structure of Formula XII 2 :

RP 2 -L 2 -surface contact moiety 2   (Formula XII 2 )

wherein RP 2 is a reaction pair moiety; surface contact moiety 2 is a moiety configured to support cell growth, viability, portability, or any combination thereof; L 2 is a linker; wherein L 2 is a bond or 1 to 200 non-hydrogen atoms selected from any combination of silicon, carbon, nitrogen, oxygen, sulfur and phosphorus atoms, and may further include 0 or 1 coupling groups CG; and

wherein the second surface modifying reagent is different than the first surface modifying reagent.

12. The kit of claim 11 , wherein the surface contact moiety 2 is polymeric.

13. The kit of claim 11 , wherein the surface contact moiety 2 includes one or more of an alkyl, fluoroalkyl, monosaccharide, polysaccharide, alcohol, polyalcohol, alkylene ether, polyelectrolytes, amino, carboxylic acid, phosphonic acid, sulfonate anion, carboxybetaines, sulfobetaine, sulfamic acid, amino acid moiety, or cleavable moiety.

Assignments (3)
MERGER AND CHANGE OF NAME Recorded Nov 30, 2023
From: PHENOMEX INC.; BIRD MERGERSUB CORPORATION
To: BRUKER CELLULAR ANALYSIS, INC.
Reel/Frame 065726/0624 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 13, 2023
From: LOWE, RANDALL D., JR.; MASTROIANNI, ALEXANDER J.; WHITE, MARK P.; LAVIEU, GREGORY G.; BEAUMONT, KRISTIN G.
To: BERKELEY LIGHTS, INC.
Reel/Frame 064895/0849 →
CHANGE OF NAME Recorded Sep 13, 2023
From: BERKELEY LIGHTS, INC.
To: PHENOMEX INC.
Reel/Frame 064895/0887 →
Continuity (9)
Continuation 17162467 · Jan 29, 2021
Continuation 16196649 · Nov 20, 2018
Continuation PCTUS2017034832 · May 26, 2017
Provisional Application 62411191 · Oct 21, 2016
Provisional Application 62410238 · Oct 19, 2016
Provisional Application 62353938 · Jun 23, 2016
Provisional Application 62345603 · Jun 3, 2016
Provisional Application 62342131 · May 26, 2016
Related Publication 20240375097A1 · Nov 14, 2024
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