# US 2018/0021753 A1 · Aminoglycoside hydrogel microbeads and macroporous gels with chemical crosslink, method of preparation and use thereof

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- Number: US 2018/0021753 A1
- Document ID: US20180021753A1
- Status: Published application
- Kind: A1
- Application number: 15/547,173
- Filed: 2016-02-12
- Published: 2018-01-25
- Earliest claimed: 2015-02-12
- Assignees: Arizona Board of Regents on behalf of Arizona State University
- Applicants: Arizona Board of Regents On Behalf of Arizona State University
- Inventors: Kaushal Rege; Taraka Sai Pavan Grandhi; Thrimoorthy Potta
- Web page: https://patentgrep.com/patent/US20180021753A1

## CPC

- B01J 20/285: based on polymers
- B01D 15/20: relating to the conditioning of the sorbent material
- B01J 20/267: {Cross-linked polymers}
- B01J 20/28052: {Several layers of identical or different sorbents stacked in a housing, e.g. in a column}
- C12N 15/101: {by chromatography, e.g. electrophoresis, ion-exchange, reverse phase}
- G01N 2030/528: {Monolithic sorbent material}
- B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01D: SEPARATION (separating solids from solids by wet methods B03B, B03D; by pneumatic jigs or tables B03B; by other dry methods B07; magnetic or electrostatic separation of solid materials from solid materials or fluids, separation by high-voltage electric fields B03C; centrifuges, vortex apparatus B04; presses per se for squeezing-out liquid from liquid-containing material B30B9/02; treatment of water C02F, e.g. softening by ion-exchange C02F1/42; {arrangements of air intake cleaners in gas turbine plants F02C7/05} ; arrangements or mounting of filters in air-conditioning, air-humidification or ventilation F24F13/28)
- C12N: MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA (microbiological testing media C12Q1/00)
- G01N: INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES (measuring or testing apparatus or processes other than immunoassay, involving enzymes or microorganisms C12M, C12Q)

## Abstract

Methods and materials for the generation of amikacin antibiotic-derived microbeads, (FIG. 3). These beads may function as anion-exchange resins for use in pDNA purification as well as in situ capture of DNA from mammalian cells. New microresin and macroporous monolith based materials also are disclosed and may function for plasmid DNA binding and purification, mammalian whole cell genomic DNA extraction, and in-vitro cell culture.

## Claims

### Claim 1

A method to prepare a macroporous column, comprising:
providing a chromatographic column packed with salt;
mixing an aminoglycoside and a cross-linker in an organic solvent;
disposing said aminoglycoside/cross-linker/organic solvent in said chromatographic column;
after said aminoglycoside reacts with said cross-linker to form a macroporous porous, cross-linked resin, adding water to said column to dissolve said salt;
draining said water from said chromatographic column,

### Claim 2 (depends on 1)

The method of claim 1, wherein said aminoglycoside is selected from the group consisting of Amikacin, Neomycin, Streptomycin, Tobramycin, Sisomicin, Paromomycin, Apramycin, Framecytin, Ribostamycin, Kanamycin, Arbekacin, Beckanamycin, Dibekacin, Astromicin, Spectinomycin, Hygromycin b, Gentamicin, Netilmicin, Isepamicin, and Verdamicin.

### Claim 3 (depends on 1)

The method of claim 1, wherein said cross-linker comprises a di-epoxide.

### Claim 4 (depends on 1)

The method of claim 1, wherein said cross-linker is selected from the group consisting of Poly (ethylene glycol) diglycidyl ether, Ethylene glycol diglycidyl ether, 1, 4-Cyclohexane dimethanol diglycidyl ether, Neopentyl glycol diglycidyl ether, 1,4-Butanediol diglycidyl ether, Resorcinol diglycidyl ether, Poly (propylene glycol) diglycidyl ether, Glycerol diglycidyl ether, Polyethylene glycol) diacrylate, Hexamethylene diacrylate, Neopentyl glycol diacrylate, 1,3-Butanediol diacrylate, 1,6-Hexanediol diacrylate, Bisphenol A ethoxylate diacrylate, Ethylene glycol diacrylate, 1,4-Butanediol diacrylate, Glycerol 1,3-diglycerolate diacrylate, Neopentyl glycol diacrylate, Tetra(ethylene glycol) diacrylate, Poly(propylene glycol) diacrylate, Tri(ethyleneglycol) diacrylate, 1,6-Hexanediol ethoxylate diacrylate, and Neopentyl glycol propoxylate diacrylate.

### Claim 5

A macroporous, cross-linked resin, formed by the process of:
providing a chromatographic column packed with salt;
mixing an aminoglycoside and a cross-linker in an organic solvent;
disposing said aminoglycoside/cross-linker/organic solvent in said chromatographic column;
after said aminoglycoside reacts with said cross-linker to form a macroporous porous, cross-linked resin, adding water to said column to dissolve said salt;
draining said water from said chromatographic column.

### Claim 6 (depends on 5)

The macroporous, cross-linked resin of claim 5, wherein said aminoglycoside is selected from the group consisting of Amikacin, Neomycin, Streptomycin, Tobramycin, Sisomicin, Paromomycin, Apramycin, Framecytin, Ribostamycin, Kanamycin, Arbekacin, Beckanamycin, Dibekacin, Astromicin, Spectinomycin, Hygromycin b, Gentamicin, Netilmicin, Isepamicin, and Verdamicin.

### Claim 7 (depends on 5)

The macroporous, cross-linked resin of claim 5, wherein said cross-linker comprises a di-epoxide.

### Claim 8 (depends on 5)

The macroporous, cross-linked resin of claim 5, wherein said cross-linker is selected from the group consisting of Poly (ethylene glycol) diglycidyl ether, Ethylene glycol diglycidyl ether, 1, 4-Cyclohexane dimethanol diglycidyl ether, Neopentyl glycol diglycidyl ether, 1,4-Butanediol diglycidyl ether, Resorcinol diglycidyl ether, Poly (propylene glycol) diglycidyl ether, Glycerol diglycidyl ether, Poly(ethylene glycol) diacrylate, Hexamethylene di acrylate, Neopentyl glycol diacrylate, 1,3-Butanediol diacrylate, 1,6-Hexanediol diacrylate, Bisphenol A ethoxylate diacrylate, Ethylene glycol diacrylate, 1,4-Butanediol diacrylate, Glycerol 1,3-diglycerolate diacrylate, Neopentyl glycol diacrylate, Tetra(ethylene glycol) diacrylate, Poly(propylene glycol) diacrylate, Tri(ethyleneglycol) diacrylate, 1,6-Hexanediol ethoxylate diacrylate, and Neopentyl glycol propoxylate diacrylate.

### Claim 9

A method to form microbeads comprising an aminoglycoside moiety, comprising:
polymerizing a reaction mixture comprising an aminoglycoside and a cross-linker;
prior to gellation, disposing said reaction mixture into heated mineral oil;
collecting said microbeads by centrifugation.

### Claim 10 (depends on 9)

The method of claim 9 wherein said aminoglycoside comprises amikacin.

### Claim 11 (depends on 9)

The method of claim 9, wherein said cross-linker comprises polyethylene glycol diepoxide.

### Claim 12 (depends on 9)

The method of claim 9, wherein said reaction mixture comprises a weight ratio of 1:2 amikacin to PEGDE.

### Claim 13 (depends on 9)

The method of claim 9, wherein said heated mineral oil is maintained at a temperature of 65 oC with constant stirring at 260 rpm.

### Claim 14 (depends on 9)

The method of claim 9, wherein said reaction mixture comprises a surfactant.

### Claim 15 (depends on 9)

The method of claim 9, further comprising prior to forming said reaction mixture, reacting said amikacin with glycidyl trimethyl ammonium chloride.

### Claim 16

Microbeads comprising an aminoglycoside moiety, formed by the process of:
polymerizing a reaction mixture comprising an aminoglycoside and a cross-linker;
prior to gellation, disposing said reaction mixture into heated mineral oil;
collecting said microbeads by centrifugation.

### Claim 17 (depends on 16)

The microbeads of claim 16, wherein said aminoglycoside comprises amikacin.

### Claim 18 (depends on 16)

The microbeads of claim 16, wherein said cross-linker comprises polyethylene glycol diepoxide (PEGDE).

### Claim 19 (depends on 16)

The microbeads of claim 16, wherein said reaction mixture comprises a weight ratio of 1:2 amikacin to PEGDE.

### Claim 20 (depends on 16)

The microbeads of claim 16, wherein said heated mineral oil is maintained at a temperature of 65° C. with constant stirring at 260 rpm.

### Claim 21 (depends on 16)

The method of claim 16, wherein said reaction mixture comprises a surfactant.

### Claim 22 (depends on 16)

The method of claim 16, further comprising prior to forming said reaction mixture, reacting said amikacin with glycidyl trimethyl ammonium chloride.