Isolation of specific lipids

By employing supercritical fluids and 2D-HPLC, the method effectively addresses the inefficiencies of existing glucosylceramide extraction techniques, achieving enhanced purification and separation of this important lipid molecule.

JP7681862B2Active Publication Date: 2025-05-23SANWA CORNSTARCH +1
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Patent Information

Application Number
JP2020058454
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Filing Date
2020-03-27
Publication Date
2025-05-23
Estimated Expiration
2040-03-27

AI Technical Summary

Technical Problem

Existing methods for extracting glucosylceramide from plants are not efficient, leading to suboptimal purification and separation of specific lipid molecules.

Method used

The use of supercritical fluids, subcritical fluids, or mixtures thereof, in combination with ethanol analogues and carbon dioxide, to efficiently separate and extract glucosylceramide from plant materials, followed by 2D-HPLC for further purification and analysis.

Benefits of technology

This method enables the efficient separation and purification of glucosylceramide, achieving higher concentrations and identifying specific molecular species, thereby overcoming the inefficiencies of previous extraction methods.

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Abstract

To provide a method for concentrating and analyzing specific lipid.SOLUTION: There are provided a method for efficiently separating specific lipid such as glucosylceramide by using supercritical fluid, subcritical fluid or mixed fluid thereof, a method for separating lipid by using two-dimensional chromatography, and a novel lipid composition useful for food products, cosmetics or the like containing specific lipid. Specific lipid can be efficiently concentrated and / or analyzed.SELECTED DRAWING: None
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Claims

1. (a) A material containing glucosylceramide is dissolved in 0 to 5% by weight of a lower alcohol and CO 2 removing one or more lipids other than the glucosylceramide by contacting the resulting mixture with a supercritical fluid, subcritical fluid, or a mixture thereof containing ethane or propane; (b) The material containing glucosylceramide is mixed with 6 to 15% by weight of a lower alcohol and CO 2 and at least one medium selected from the group consisting of ethane and propane, thereby obtaining a glucosylceramide-enriched composition. A method for producing the glucosylceramide enriched composition comprising the steps of:

2. 2. The method of claim 1, wherein the lower alcohol comprises methanol, ethanol, 1-propanol or 2-propanol.

3. 3. The method of claim 1 or 2, wherein at least one of steps (a) and (b) is carried out through a tube.

4. The method according to any one of claims 1 to 3, wherein at least one of steps (a) and (b) is carried out through a filter.

5. The method according to any one of claims 1 to 4, wherein the material containing glucosylceramide comprises a plant material.

6. A method for producing a medicine, cosmetic or food, or a raw material thereof, comprising carrying out the method according to any one of claims 1 to 5.

7. A method for producing a fermented food comprising: mixing a germ containing glucosylceramide with 0 to 5% by weight of a lower alcohol and CO 2 The method further comprises contacting the glucosylceramide with a supercritical fluid, subcritical fluid, or a mixture thereof containing ethane or propane to remove one or more lipids different from the glucosylceramide, and then contacting the glucosylceramide with 6 to 15% by weight of a lower alcohol and CO. 2 A concentrate obtained by concentrating the glucosylceramide in a supercritical fluid, subcritical fluid or a mixture thereof containing at least one medium selected from the group consisting of ethane and propane.

8. 8. The concentrate of claim 7, wherein the germ is corn germ.

9. 8. The concentrate of claim 7, comprising at least 1% by dry weight of glucosylceramide.

10. 【Fig. 8】 10. The concentrate of any one of claims 7 to 9, comprising a compound having the structure: where X is hydrogen or an acyl group.

11. 11. The concentrate of claim 10, wherein the sugar of the sugar moiety is glucose.

12. 12. The concentrate according to claim 10 or 11, wherein the 1β of the sugar of the sugar moiety is linked to the sterol moiety.

13. 13. The concentrate according to any one of claims 10 to 12, wherein the sterol of the sterol portion is sitosterol, campesterol, stigmasterol or stigmastanol.

14. 14. The concentrate according to any one of claims 10 to 13, wherein the acyl groups are palmitoyl (16:0), linolenoyl (18:3), linoleoyl (18:2), oleoyl (18:1) or stearoyl (18:0).

15. 15. The concentrate according to any one of claims 10 to 14, wherein the acyl group is attached to the 6-carbon of the sugar.

16. 16. The concentrate according to any one of claims 7 to 15, comprising, by dry weight, 5 to 45% by weight of acylated sterol glucosides, 5 to 40% by weight of sterol glucosides, and 2 to 15% by weight of glucosylceramides.

17. The concentrate according to any one of claims 7 to 16, comprising acylated sterol glucoside, sterol glucoside and glucosylceramide in a total amount of 10% by dry weight or more.

18. 18. The concentrate according to any one of claims 7 to 17, comprising acylated sterol glucoside, sterol glucoside and glucosylceramide in a weight ratio of acylated sterol glucoside:sterol glucoside:glucosylceramide=5-45:5-40:2-15.

19. A medicine, cosmetic or food product, or an ingredient thereof, comprising the concentrate according to any one of claims 7 to 18.

20. A composition for improving skin moisturization or for suppressing inflammation, comprising a concentrate according to any one of claims 7 to 18.

Citation Information

Patent Citations

  • Method for obtaining natural glycolipids through subcritical extraction

    CN105218604A

  • Method for purifying sphingolipids

    JP2003119492A

  • Cosmetic composition for skin suppression, skin moisturizing, anti-acne or sebum controlling

    KR1020190131884A