JPH0811071B2 - Method for producing sugar alcohol - Google Patents

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a method for producing a sugar alcohol, and more particularly to an efficient method for producing a sugar alcohol of fructooligosaccharide such as indigestible or indigestible inulooligosaccharide. This sugar alcohol is expected to be used as a health food and other food materials.

[0002]

2. Description of the Related Art Inulin is a fructose polymer contained in tubers of Jerusalem artichoke, bulbs of dahlia and the like, and a method for producing fructose by subjecting this inulin to acid or enzymatic decomposition has been widely studied. However, a method for mass-producing substances other than fructose, such as inulooligosaccharides and sugar alcohols thereof, has not been examined, nor has its utilization been considered.

[0003]

Conventionally, no method for directly obtaining inulooligosaccharides from Jerusalem artichoke has been considered, and the main idea was to hydrolyze inulin and use it as fructose. An object of the present invention is to provide a method for producing inulooligosaccharide from a plant containing a fructose polymer such as Jerusalem artichoke and reducing it to efficiently produce a sugar alcohol.

[0004]

[Means for Solving the Problems] That is, the present invention hydrolyzes a plant containing a fructose polymer to obtain a soluble portion, and separates fructooligosaccharide or a mixture of fructooligosaccharide and fructose from the soluble portion, and then reduces the fraction. And a method for producing a sugar alcohol of fructooligosaccharide.

In the present invention, the fructose polymer means, for example, a polymer having various degrees of polymerization in which fructose is bound to β-2,1 and includes inulin and the like.
Examples of plants containing this fructose polymer include Dahlia, burdock, etc. in addition to Jerusalem artichoke (tubers, powders, etc.).

[0006] In the method of the present invention, plants such as Jerusalem artichoke may be used as raw or may be steamed. When the plant is steamed to inactivate various enzymes existing in plants such as Jerusalem artichoke, the extraction efficiency of hydrolyzate of fructose polymer such as inulin decreases,
It is desirable to add a small amount of cellulase to the reaction before the hydrolysis.

Acid hydrolysis is suitable for the hydrolysis, and as the acid used at that time, inorganic acids such as hydrochloric acid, sulfuric acid, phosphoric acid and metaphosphoric acid and organic acids such as acetic acid, oxalic acid, succinic acid and maleic acid are used. Any of the above acids may be used, but oxalic acid is particularly preferable. When the final concentration of acid is 0.01 normal,
For example, suitable treatment times for the production of inulooligosaccharides at 65 ° C. are 2.5 hours for oxalic acid and 2 hours for phosphoric acid. The treatment time can be shortened or extended, or the treatment temperature can be lowered or raised as the acid concentration is changed.

An ion exchange resin (H ⁺ ) can also be used, but in this case, fructose is mainly produced, which is advantageous for the purpose of producing fructose. Furthermore, if there is a fructooligosaccharide-forming enzyme such as an enzyme that produces inulooligosaccharide from not only acid but also inulin, the enzyme can be effectively applied in the present invention.

The above fructose polymer-containing plant is hydrolyzed to obtain a soluble portion, and fructooligosaccharide is separated from the soluble portion. Fructooligosaccharides are obtained alone or as a mixture with fructose. Here, examples of fructooligosaccharides include inulooligosaccharides such as inulobiose, inulotriose, and inulotetraose. When the cellulase is allowed to act before the hydrolysis of the raw material plant, a commercially available cellulase is usually used, but it is preferable to use the crude enzyme in terms of economy and effect.
After adding cellulase to the raw material plant, appropriate temperature and time,
For example, the reaction is allowed to proceed overnight at 40 ° C.

The fructooligosaccharide separated from the soluble portion is unstable because it has a reducing end. Therefore, in the present invention, the fructooligosaccharide is reduced. The reduction method is not particularly limited, and for example, there are a conventional method using sodium borohydride, a high-pressure hydrogen gas reduction method in the presence of a catalyst, and the like, but the reduction method using hydrogen gas is industrially convenient. The reduction produces fructooligosaccharide sugar alcohols. The sugar alcohols thus obtained are sorbitol and mannitol produced by reducing fructose; fructosyl-sorbitol, fructosyl-mannitol, inulobiosyl-sorbitol, inulobiosyl-mannitol, etc. produced by reducing inulooligosaccharide; reduction of fructose residue. It is considered to contain various sugar alcohols having sorbitol or mannitol bonded to the ends, and is therefore called reduced inuro syrup. This reduced inuro syrup is further improved in sweetness quality, physical properties, stability, etc. compared to the inuro syrup before reduction. Therefore,
This product is expected to have a wide range of uses as a food material. Improvement of physical properties, sweetness, and stability by reduction of fructooligosaccharides such as inulooligosaccharides can be applied to various oligosaccharides such as xylooligosaccharides, cellooligosaccharides, and mannooligosaccharides. The analysis of each component should be carried out, for example, by performing high performance liquid chromatography on the inulooligosaccharide component and fractionating the reduced inurooligosaccharide component on a Toyopearl-HW (Super Fine) column followed by complete acid decomposition. You can

The above-mentioned sugar alcohol obtained by the present invention is a mixture and can be produced at a low cost, and is therefore very advantageous for foods. Further, if desired, a specific sugar alcohol can be separated from the above starch syrup by column chromatography or the like, and can be used as a single product or as a reduced inulooligosaccharide mainly containing any of the components. Furthermore, the main purpose was to improve the physical properties of foods by fractionating them into high-molecular components and low-molecular components with an ultrafiltration membrane and combining them individually or in combination of two or more, or by mixing sorbitol, mannitol and the like. It is also possible to obtain a product or a product whose main purpose is to impart sweetness, and add this to food. Membranes used in this case include ultrafiltration membranes, reverse osmosis membranes, and dynamic membranes. Recently, various dynamic membranes such as ion exclusion membranes have been developed.
It is considered to be used for separating nonionic substances such as neutral sugars from living organisms and for separating and concentrating ionic substances. These dynamic films can be applied to the method of the present invention. Specifically, it can be applied to separation of fructose and inulooligosaccharide, concentration of pectin, and the like. In addition, if a dynamic membrane that allows the inulooligosaccharide molecule to pass through and does not pass through the acid is used, raw materials such as inulin can be continuously processed, and the passing solution is concentrated with a reverse osmosis membrane, etc. It is also possible to obtain.

[0012]

The present invention will be described in detail with reference to examples. Production Example 1 50 g of fresh Jerusalem artichoke was added with 50 ml of water and ground, and immediately autoclaved at 120 ° C. for 15 minutes. Then, 20 mg of commercially available cellulase was added, and the mixture was shaken at 40 ° C. overnight for reaction. After completion of the reaction, oxalic acid _{(H 2 C 2 O 4 ·} 2H 2 O) 1
26 mg was added, and the mixture was stirred at 65 ° C. for 2 hours. Then, centrifugation was performed at 5000 × g for 10 minutes to obtain a supernatant. After the supernatant was neutralized with calcium carbonate to remove the precipitate, the supernatant was further added with 1 ml of a 1M calcium chloride solution. Then, centrifuge to precipitate pectin,
This was obtained as a by-product. From the supernatant, inuro starch syrup, which is a mixture of fructose and inulooligosaccharides such as inurobiose, was obtained. The yield at this time was 96% in terms of fructose, and when the total sugar component was 100, fructose 49.1, inulobiose 11.0, inulotriose 7.3, inulotetraose 6.3, inulopenta Aus was 5.0, and inurohexaose was 21.3 or more.

Example 1 The sugar concentration of the Inuro syrup obtained in Production Example 1 was adjusted to 5%, sodium borohydride was added, and the mixture was stirred at 100 ° C. for 20 minutes to carry out a reduction reaction, and then pH was adjusted to 6 with 8N acetic acid. Adjusted to. Next, an ion exchange resin (Amberlite MB-
Deionization treatment was performed in 3). Further, it was filtered through a membrane filter (0.45 μm) and concentrated to obtain a highly viscous and mild sweetener.

[0014]

Industrial Applicability According to the present invention, sugar alcohol of fructooligosaccharide can be mass-produced at low cost. The sugar alcohol of this fructooligosaccharide is non-digestible or indigestible, and in particular inulotriose and inulotetraose can be bifidus factors, so not only general food but also obesity prevention, hypercholesterolemia prevention, diabetes patients It is expected to be used as a special food material for foods and the like, and also as a health food material due to its non-cariogenic or difficult carious property.

 ─────────────────────────────────────────────────── ─── Continued Front Page (72) Inventor Keikichi Honbo 1-733 Yakushi, Kagoshima City Kagoshima Prefecture (72) Inventor Kazushi Nagata 1-47-8 Arata City, Kagoshima City Kagoshima Prefecture

Claims (3)

[Claims] 1. A plant containing a fructose polymer is hydrolyzed to obtain a soluble part, and fructooligosaccharide or a mixture of fructooligosaccharide and fructose is separated from the soluble part and then reduced. Method for producing sugar alcohol. 2. The method according to claim 1, wherein the fructose polymer is inulin. 3. The production method according to claim 1, wherein the plant containing the fructose polymer is Jerusalem artichoke.