# US 11,028,420 B2 · Method for producing D-psicose from D-psicose borate complex using chromatography and composition containing D-psicose

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- Number: US 11,028,420 B2
- Document ID: US11028420B2
- Status: Granted
- Kind: B2
- Application number: 16/624,973
- Filed: 2018-06-22
- Published: 2020-06-04
- Granted: 2021-06-08
- Earliest claimed: 2017-06-23
- Assignees: Cj Cheiljedang Corporation
- Applicants: Cj Cheiljedang Corporation
- Inventors: Min Hoe Kim; Joo Hang Lee; Hye Jin Jo; Seong Bo Kim; Yang Hee Kim; Jung Eun Kim; Seung Won Park; Eun Jung Choi
- Web page: https://patentgrep.com/patent/US11028420B2

## CPC

- C12P 19/02: Monosaccharides (2-ketogulonic acid C12P7/60)
- B01D 15/185: {characterised by the components to be separated}
- B01D 15/362: {Cation-exchange}
- C07H 1/06: Separation; Purification
- C07H 3/02: Monosaccharides
- C12P 19/24: produced by the action of an isomerase, e.g. fructose
- C12P: FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE {(brewing of beer C12C; producing vinegar C12J; producing specific peptides or proteins C07K; producing enzymes C12N9/00; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification C12N15/00; measuring or testing processes involving enzymes or microorganisms C12Q; measuring or testing processes involving nucleic acid amplification reactions C12Q1/6844; fermentation processes to form a food composition, A21 or A23; compounds in general, see the relevant compound class, e.g. C01, C07)}
- 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)
- C07H: SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS (derivatives of aldonic or saccharic acids C07C, C07D; aldonic acids, saccharic acids C07C59/105, C07C59/285; cyanohydrins C07C255/16; glycals C07D; compounds of unknown constitution C07G; polysaccharides, derivatives thereof C08B; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification C12N15/00; sugar industry C13)

## Abstract

The present application relates to a method for producing D-psicose, the method comprising the steps of: putting a composition containing a D-psicose borate complex into a chromatography comprising divalent cations; and separating the composition containing the D-psicose borate complex into a D-psicose-containing fraction (i) and a borate-containing fraction (ii).

## Claims

### Claim 1

A method for producing D-psicose, the method comprising:
a step of putting a composition comprising a D-psicose borate complex into a chromatography comprising divalent cations; and
a step of separating the composition comprising the D-psicose borate complex into a D-psicose-containing fraction (i) and a borate-containing fraction (ii); and
wherein the chromatography is a simulated moving bed chromatography.

### Claim 2 (depends on 1)

The method of claim 1, further comprising, before the step of putting, a step of obtaining a composition comprising the D-psicose borate complex by bringing a D-fructose and a borate into contact with a D-psicose 3-epimerization enzyme, a strain expressing the enzyme or a culture of the strain.

### Claim 3 (depends on 2)

The method of claim 2, wherein the D-psicose 3-epimerization enzyme is a wild-type psicose epimerization enzyme derived from Agrobacterium tumefaciens or Kaistia granuli, or a variant thereof.

### Claim 4 (depends on 1)

The method of claim 1, wherein the composition comprising the D-psicose borate complex has a borate content of less than 25% (w/w) on a dry solid basis.

### Claim 5 (depends on 1)

The method of claim 1, wherein the D-psicose-containing fraction (i) has a borate content of less than 0.5 ppm (w/w) on a dry solid basis.

### Claim 6 (depends on 1)

The method of claim 1, wherein the D-psicose-containing fraction (i) has a D-psicose content of 85% (w/w) or more on a dry solid basis.

### Claim 7 (depends on 1)

The method of claim 1, wherein the divalent cations are included in a columnar form filled with a cation exchange resin.

### Claim 8 (depends on 1)

The method of claim 1, wherein the divalent cations are one or more of calcium ions, barium ions, and strontium ions.

### Claim 9 (depends on 7)

The method of claim 7, wherein the simulated moving bed chromatography comprises four or more columns.

### Claim 10 (depends on 7)

The method of claim 7, wherein the simulated moving bed chromatography performs elution with water of 50-70° C.

### Claim 11 (depends on 1)

The method of claim 1, wherein a content of the borate-containing fraction (ii) is 95 or higher parts by weight with respect to 100 parts by weight of a borate content in the composition comprising the D-psicose borate complex.

### Claim 12 (depends on 1)

The method of claim 1, wherein the composition comprising the D-psicose borate complex further comprises a fructose.

### Claim 13 (depends on 12)

The method of claim 12, wherein the borate-containing fraction (ii) has a borate content of 95 or higher parts by weight with respect to 100 parts by weight of a borate content in the composition comprising the D-psicose borate complex, and has a fructose content of 95 or higher parts by weight with respect to 100 parts by weight of a fructose content in the composition comprising the D-psicose borate complex.