CN105899670A - Glucosyl stevia composition - Google Patents

Glucosyl stevia composition Download PDF

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Publication number
CN105899670A
CN105899670A CN201480061594.5A CN201480061594A CN105899670A CN 105899670 A CN105899670 A CN 105899670A CN 201480061594 A CN201480061594 A CN 201480061594A CN 105899670 A CN105899670 A CN 105899670A
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glucityl
enzyme
flos chrysanthemi
compositions
mixture
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A·马科斯雅恩
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PureCircle USA Inc
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PureCircle USA Inc
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Priority claimed from US14/040,986 external-priority patent/US20140030381A1/en
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Priority to CN202011309570.0A priority Critical patent/CN112391426A/en
Publication of CN105899670A publication Critical patent/CN105899670A/en
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Abstract

The invention relates to glucosyl stevia compositions which are prepared from steviol glycosides of Stevia rebaudiana Bertoni. The glucosylation was performed by cyclodextrin glucanotransferase using the starch as source of glucose residues. The glucosyl stevia compositions were purified to >95% content of total steviol glycosides. The compositions can be used as sweetness enhancers, flavors, flavor enhancers and sweeteners in foods, beverages, cosmetics and pharmaceuticals.

Description

Glucityl Flos Chrysanthemi compositions
Background of invention
Invention field
The present invention relates to for producing the purest from the extract of Flos Chrysanthemi (Stevia rebaudiana Bertoni) plant The method of the food composition changed, and the purposes in various Food & Drink.
The description of association area
Owing to recognizing that numerous disease is relevant to edible high sugar food and beverage, present sugar substitute is increased severely the most day by day Concern.But, due to the problem of safety, many artificial sweeteners, if sucdrol, sodium cyclamate and saccharin are one A little countries are prohibited or limit.Therefore, the non-caloric sweetener of natural origin just becomes to become more and more popular.Sweet taste grass Flos Chrysanthemi (Stevia rebaudiana Bertoni) produces multiple diterpene glucosides, it is characterised in that be better than other high-potency sweeteners many The high intensity sweet taste of those and organoleptic attribute.
Above-mentioned sweet glycoside, has common aglycone, steviol, and distinguishes the carbon water being C13 and C19 position The quantity of compounds residues and type.The leaf of Flos Chrysanthemi can accumulate up to 10-20% (based on dry weight) steviol glycoside.Flos Chrysanthemi The major glycosides found in leaf is rebaudioside A (2-10%), stevioside (2-10%) and dulcoside B (1-2%).Other Glucosides, such as RB, D, E and F, steviolbioside and Rubusoside, is found (about 0-0.2%) with much lower level.
Two kinds of main glucosides-steviosides and rebaudioside A have obtained widely studied, and with regard to it as business high intensity The well-formedness of sweeting agent is characterized.Stability study in soda pop confirms their heat and pH stability (Chang S.S., Cook, J.M. (1983) Stability studies of stevioside and Rebaudioside A in Carbonated beverages (stability study in stevioside and rebaudioside A soda pop), J.Agric.Food Chem.31:409-412)。
Steviol glycoside difference each other is not only in that molecular structure, but also because its taste characteristic.Generally, find sweet Echinacoside sweet 110-270 times than sucrose, rebaudioside A is 150 to 320 times, and dulcoside B than sucrose sweet 40-60 times.Du Ke glycosides A sweet 30 times than sucrose.Rebaudioside A has minimum astringent taste, minimum bitterness and the most unabiding pleasant impression, therefore main Steviol glycoside has most popular sensory attribute (Tanaka O. (1987) Improvement of taste of Natural sweetners (improvement of the taste of natural sweetener) .Pure Appl.Chem.69:675-683；Phillips K.C. (1989) Stevia:steps in developing a new sweetener (Flos Chrysanthemi: the step in research and development new sweetening agent Suddenly). see: Grenby T.H. edits, Developments in sweeteners (sweeting agent research and development), vol.3.Elsevier Applied Science, London, 1-43).
Use water or organic solvent to extract from Stevia plant and the method for purification sweet glycoside is described in such as United States Patent (USP) No.4,361,697；4,082,858；4,892,938；5,972,120；5,962,678；In 7,838,044 and 7,862,845.
But, even if under highly purified state, steviol glycoside still has undesirable flavor attributes, such as hardship Taste, sweet pleasant impression, Radix Glycyrrhizae taste etc..One of major obstacle of stevia sweetening agent successful commercialization is that these undesirable tastes belong to Property.Demonstrating along with the raising of steviol glycoside concentration, these flavor characteristics become more prominent (Prakash I., DuBois G.E.,Clos J.F.,Wilkens K.L.,Fosdick L.E.(2008)Development of rebiana,a Natural, non-caloric sweetener (research and development of stevioside (rebiana), a kind of natural, non-caloric sweetener) .Food Chem.Toxicol.,46,S75-S82.)。
On the other hand, substitute substantial amounts of sugar in preparation to bring the mouthfeel as reduced, incomplete flavor characteristic etc. Problem.Therefore, the application of high strength and low thermal amount sweeting agent must provide for method to solve these problems.
Therefore, if single compositions can not only deliver sweet taste, but also there is local flavor and strengthen characteristic and correct from food The imperfect mouthfeel that product are relevant with elimination sucrose in beverage preparation, certainly with other high intensity sweetners known in the art Compare to be favourable.
When new carbohydrate residue connects initial molecular in C13 and C19 position, by making steviol glycoside accept Intermolecular transglycosylation reduces or eliminates some in these undesirable characteristics.According to the carbon aquation in these positions The quantity of compound residue, the quality of compound taste and effect will change.
Amylopectase, isomaltase (Lobov S.V., Jasai R., Ohtani K., Tanaka O.Yamasaki K.(1991)Enzymatic production of sweet stevioside derivatives: (enzyme of sweet taste stevioside derivant produces transglycosylation by glucosidases: turning by glucosidase Glycosyl effect) .Agric.Biol.Chem.55:2959-2965), beta galactosidase (Kitahata S., Ishikawa S., Miyata T.,Tanaka O.(1989)Production of rubusoside derivatives by Transglycosylation of various β-galactos idase (is made by the glycosyl that turns of various beta galactosidases With producing Rubusoside derivant) .Agric.Biol.Chem.53:2923-2928) and dextransucrase (Yamamoto K., Yoshikawa K.,Okada S.(1994)Effective production of glucosyl-stevioside byα-1, 6-transglucosylation of dextran dextranase (turns glycosyl by the α-1,6-of glucosan glucanase to make With effectively producing glucityl-stevioside) .Biosci.Biotech.Biochem.58:1657-1661) already function as and turn glycosyl Enzyme, and the starch of amylopectin, maltose, lactose and partial hydrolysis is respectively as the donor of glucoside residue.
Can also pass through bacstearothermophilus (Bacillus stearothermophilus) (United States Patent (USP) NO.4, 219,571 and 7,807,206) effect of the cyclodextrin glucanotrasferase enzyme (CGT enzyme) produced is to carry out turning of steviol glycoside Glycosyl, as result, forms the α-Isosorbide-5-Nitrae-glycosyl derivative of the degree of polymerization with up to 10.
Have shown that the taste profile of glycosyl derivative and sweet taste effect are heavily dependent on other glucose The quantity of radical derivative, i.e. the degree of polymerization of α-Isosorbide-5-Nitrae-glucityl chain.The increase of α-1,4-glucosyl residue quantity improves taste Quality, but reduce sweetness level (Tanaka, 1987) simultaneously.Obtain by single-or two-α-1 with the stevioside of β-turn glucityl, The product (Tanaka, 1987) of 4-glycosyl derivative composition.
But, in such method, obtained product contains high-caliber the most unreacted (unmodified) sugar Glycosides (generally > 20%), this makes it be unsatisfactory for the laws and regulations requirement (α-Glucosyltransferase less than 15% unreacted glucosides Treated Stevia (Flos Chrysanthemi that alpha-glucosyl transferring enzyme processes), Japan ' s Specifications and Standards For Food Additives (Japanese food additives explanation and standard), VIII version, 2009, p.257).Therefore, use separately The outer chromatrographic separation step for unreacted steviol glycoside reduces the content of initial unreacted (unmodified) glucosides.So And, chromatographic separation technology is usually directed to high cost and is unsuitable for large-scale production.
Being also noted that the residual dextrin that many glucityl Flos Chrysanthemi products contain up to 20%, it does not have substantial function Characteristic and reduce the content of steviol glycoside in product.
Accordingly, it would be desirable to the high-purity that research and development have optimum alpha-Isosorbide-5-Nitrae-glucityl chain length and low unreacted glucosides level is produced Thing, it will deliver sweet taste effect and flavour characteristic best of breed.
Summary of the invention
The shortcoming that present invention aim to overcome that existing stevia sweetening agent.The present invention describes for from Stevia plant Extract produces the method for high-purity food composition, and as sweet taste and the use of flavor improving agent in various Food & Drink On the way.
Part of the present invention relates to the composition of the glycosyl derivative of the steviol glycoside comprising Stevia plant.Steviol glycoside Selected from stevioside, rebaudioside A, RB, dulcoside B, Rebaudiodside A D, Rebaudiodside A E, Rebaudiodside A F, Lai Baodi Other steviol glycosides found in glycosides X, Du Ke glycosides A, steviolbioside, Rubusoside, and Stevia plant, and mixture.
Part of the present invention relates to produce containing stevioside, rebaudioside A, RB, dulcoside B, Lai Baodi Glycosides D, Rebaudiodside A E, Rebaudiodside A F, Rebaudiodside A X, Du Ke glycosides A, steviolbioside, Rubusoside, and Stevia plant are sent out The method of the composition of the glucosylation form of other existing steviol glycosides.The method can be to use by stearothermophilus spore The enzyme of the CGT enzyme that alphacterium culture produces turns glycosyl method.The method can include by beta amylase or other enzymes additionally The step of ferment treatment.The method can also have decolouring, desalination and the step of removal Oligomeric maltose.Activated carbon can be used Decolour.Desalination can be carried out by ion exchange resin and/or membrane filter.Can be carried out by macropore polymer resin The removal of Oligomeric maltose.
In the present invention, by business-like for PureCircle (JiangXi) Co., Ltd. (Chinese) containing stevioside (28- 30%), rebaudioside A (50-55%), dulcoside B (9-12%), Rebaudiodside A F (1-3%) and total at least 95% are the sweetest The Flos Chrysanthemi extract of other glucosides of steviol glycoside content is used as parent material.Or, there is the steviol glycoside of different proportion And highly purified steviol glycoside (such as rebaudioside A, stevioside, Rebaudiodside A D, Rebaudiodside A X, Rubusoside etc.) is sweet Chrysanthemum extract can serve as parent material.
In the case of there is the starch as glucose donor, parent material is made to accept to pass through cyclodextrin glycosyl transferases The enzyme transglycosylation of the effect of (CGT enzyme).As result, define α-Isosorbide-5-Nitrae-glycosyl derivative, in some embodiments In, there is the degree of polymerization of up to 20.Optionally make derivant acceptance beta amylase or the process of other enzymes of formation, to produce There is the α-1,4-glycosyl derivative of specific aggregation degree.
By Amberlite XAD7HP resin, from the reactant mixture obtained, remove oligosaccharide, and take off subsequently Color, deionization, concentrate and be spray-dried.
The product obtained is applied to various food as sweeting agent, sweetness enhancers, flavoring agent and flavor improving agent And beverage, including in soft drink, ice river in Henan Province woods, cookies, bread, fruit juice, milk product, bakery and confectionary product.
General introduction and detailed description afterwards before being understood that are exemplary and explanatory, and are intended to provide and are wanted The present invention asked is explained further.
Accompanying drawing is sketched
The present invention is provided to be further understood from including accompanying drawing.Accompanying drawing illustrate embodiment of the present invention and with explanation Book is used for explaining the principle of embodiment of the present invention together.
Fig. 1 shows the high speed liquid chromatography chromatogram turning glucosylation Flos Chrysanthemi extract of purification, does not has β-starch Ferment treatment, containing long-chain alpha-Isosorbide-5-Nitrae-glucityl-derivant, has up to nine α-Isosorbide-5-Nitrae-glucosyl residue；
Fig. 2 show beta amylase process after the high speed liquid chromatography chromatograph turning glucosylation Flos Chrysanthemi extract of purification Figure, has short chain (containing four or the less α-Isosorbide-5-Nitrae-glucosyl residue) derivant of stevioside and rebaudioside A；
Fig. 3 shows the single-and di-α-1,4-glucityl-derivant containing steviol glycoside and high-caliber the most anti- The beta amylase of the steviol glycoside answered processes high speed liquid chromatography (HPLC) chromatogram of product；
Fig. 4 shows the single-and di-α-1,4-glucityl-derivant containing steviol glycoside and low-level the most anti- The beta amylase of the steviol glycoside answered processes high speed liquid chromatography (HPLC) chromatogram of product.
Detailed Description Of The Invention
The detailed description be given from below, the advantage of the present invention will be apparent from.It is, however, to be understood that describe in detail and specific Although embodiment represents the preferred embodiments of the invention, but the mode simply by explanation is given, because people in the art Member describes in detail the various changes understanding in the spirit and scope of the present invention and change from this.
By business-like to PureCircle (JiangXi) Co., Ltd. (Chinese) containing stevioside (28-30%), Lai Baodi Glycosides A (50-55%), dulcoside B (9-12%), Rebaudiodside A F (1-3%) and total at least 95% total steviol glycoside content Other glucosides (hereinafter collectively referred to as " steviol glycoside ") Flos Chrysanthemi extract be used as parent material.Or, there is different proportion Steviol glycoside and highly purified steviol glycoside (as rebaudioside A, stevioside, Rebaudiodside A D, Rebaudiodside A X, Rubusoside etc.) Flos Chrysanthemi extract can serve as parent material.
In certain embodiments, steviol glycoside can be selected from Fructus Momordicae extract, Siraitia Grosvenorii extract, Momordia grosvenori aglycone (mogroside), Momordia grosvenori aglycone IIE, Momordia grosvenori aglycone III, Momordia grosvenori aglycone IV, arhat Really glycosides V, mogroside Ⅴ I, 11-oxygen-mogroside Ⅴ, Simon glycosides (siamenoside) I, Semen Momordicae saponin (grosmomoside) other cucurbitacins (mogrol) found in I, and Siraitia grosvenorii plant or oxygen-calabash The compound of Lu Su glucosides and mixture thereof partially or completely substitutes.
At Agilent Technologies1200 series (USA) liquid equipped with Zorbax-NH2 (4.6 × 250mm) post The HPLC carrying out raw material and product on chromatography analyzes.Movement is from 80:20, v/v (0-2min) to 50:50, v/v (2-mutually Acetonitrile-water gradient 70min).The diode array detector being set in 210nm is used as detector.
By bacstearothermophilus (Bacillus stearothermophilus) St-88 (PureCircle Sdn Bhd Collection of Industrial Microorganisms-Malaysia) the ring maltodextrin glucosan that produces Transferring enzyme (CGT enzyme；EC 2.4.1.19) complete to turn glucosylation.But, any other CGT or have and intermolecular turn glucose The enzyme of baseization activity can also use.Enzyme can be cell free broth, concentrated liquid cell free broth, spray drying or cold Cell free broth that lyophilizing is dry or the form of high purity protein.Free or fixing enzyme preparation can be used.
According to Hale W.S., Rawlins L.C. (1951) Amylase of Bacillus macerans (leaching fiber crops spore The amylase of bacillus) activity of the program determination CGT enzyme preparation described in .Cereal Chem.28,49-58.
The starch of separate sources can serve as the donor of glucityl monomer, e.g., be derived from Semen Tritici aestivi, Semen Maydis, Rhizoma Solani tuber osi, Maninot esculenta crantz. and The starch of sago.
Before turning glucosylation reaction, starch receiving portion is made to hydrolyze (liquefaction).The glucose of boiling starch is worked as Amount can be at about 10-25, in preferably from about 12-16 scope.Any can amylolytic enzyme may be used for liquefaction, such as alphalise starch Enzyme, beta amylase etc..In one embodiment, it is preferred to CGT enzyme and alpha-amylase mixture are as α-amylase.
Alpha-amylase activity is represented with thousand promises (Kilo Novo) α-amylase unit (KNU).One KNU is at standard bar (pH7.1 under part；37 DEG C) amount of the α-amylase of gelatinizing 5.26g starch dry matter per hour.
Liquified mixt contains the α-shallow lake of the CGT enzyme about 0.001-0.2KNU, preferably from about 0.05-0.1KNU of each unit Powder enzyme.
Liquefaction use α-amylase can obtain higher flux in further activated carbon filters.When CGT enzyme is used When making unique α-amylase, filtering rate is about 10-15L/hr/1m2Filter area.(alphalise starch is comprised at α-amylase mixture Enzyme and CGT enzyme) in the case of, the fast twice of filtering rate-about 20-30L/hr/1m2Filter area.
Starch in liquified mixt is each gram of starch about 0.1-0.5 unit with the ratio of CGT enzyme, and preferably every gram about 0.2-0.4 unit.
Starch concentration in liquified mixt is about 15-40% (wt/wt), preferably from about 20-30%.
At about 0.5-5 hour, such as, during about 0.5 to 2 hour, and preferably from about 1-2 hour, at about 70-90 DEG C, or Liquefy at 75-80 DEG C.
After liquefaction, reactant mixture is made to accept the heat inactivation of the α-amylase under low ph condition.Preferred pH for inactivation Scope is about pH2.5 to pH3.0, and preferable temperature is about 95-105 DEG C.The heat-inactivated persistent period is about 5-10 minute.
After inactivation, by the pH regulator of reactant mixture to about pH5.5-6.5, and steviol glycoside is added in mixture And dissolve.Preferably steviol glycoside is about 0.5-1.5 with the ratio (kg of the steviol glycoside of every 1kg starch) of starch, excellent Select about 0.8-1.2.
Add the CGT enzyme prepared product of Part II and at about 5-125 DEG C, at a temperature of 65 DEG C, carry out Transglycosylation About 1 to 168 hour, such as 24-48 hour.The amount of the CGT enzyme of Part II is the CGT enzyme of every gram of solid about 0.2-4 unit, preferably Every gram of solid about 0.5-1.2 unit.
After adding the CGT enzyme prepared product of Part II, other step can include optionally inactivateing in reactant mixture Enzyme；Optionally reactant mixture is decoloured；Optionally reactant mixture is concentrated and dried, to obtain the combination of glucityl Flos Chrysanthemi Thing.In certain embodiments, the glucityl Flos Chrysanthemi compositions in this stage comprises and has 20 or less α-Isosorbide-5-Nitrae-glucityls The steviol glycoside of residue.
Turn after glucosylation reacted, it is possible to use further one or more ferment treatment and extra step, with Obtain the degree of polymerization required in compositions and unreacted glucosides.
Further ferment treatment can include adding amylase, beta amylase, maltase, glucoamylase, furan fruit Glycosidase, glucosidase, glucanase, 1,4 beta-glucanase, transglucosidase, glucosyltransferase, transfructosylase, half Galactosyltransferase, Lactose enzyme, tilactase, cellulase, amylopectase, xylanase, mannonaseOr its mixture, together with In one or more enzymes respective used one or more substrates together.Reactant mixture can be 5-125 DEG C in scope At a temperature of, the scope of hatching is the time period of 0.0001 to 168 hour.
Additional step can include by the enzyme in heat treatment inactivation reactant mixture；Optionally reactant mixture is taken off Color；Remove non-diterpene compound optionally by the reactant mixture of decolouring is contacted with macroporous adsorbent resin and use subsequently Alcohol or the Diterpene glucoside of aqueous alcohol eluting absorption, to obtain the eluent in glucosides；Optionally spent ion exchange resin will contain glucosides Eluent desalination；From eluent, optionally remove alcohol, it is thus achieved that aqueous eluent；Optionally aqueous eluent is concentrated and does Dry, to obtain the glucityl Flos Chrysanthemi compositions being dried, and optionally float on aqueous alcohol by composition suspended for dry glucityl Flos Chrysanthemi In, from suspension, separate crystal and be dried, the glucityl Flos Chrysanthemi compositions needed for obtaining.
According to many factors, any order of these steps can change.
In certain embodiments, when completing Transglycosylation, add the beta amylase of every gram of solid about 30-50 unit, And will reaction at about 35-55 DEG C, at preferably from about 45 DEG C the most about 12-16 hour.At this stage, for sample 1a and 2a, uses soya-beta amylase, the beta amylase prepared according to embodiment 2 is used for sample 1b and 2b simultaneously.However, it is also possible to Use the beta amylase being derived from any other source including Fructus Hordei Vulgaris, antibacterial, fungus beta amylase etc..
Beta amylase active unit (1AUN) is defined as release 100 μ g reducing sugar the most per minute and (passes through Dextrose equivalent represents) activity: by 1mL enzymatic solution and 5mL1.2% starch solution (pH5.5, M/20 acetate buffer) Mixed being incorporated at 40 DEG C keeps 20 minutes.
Carry out inactivator by heating about 15 minutes at about 95 DEG C, with stopped reaction, and process solution with activated carbon, with Obtain the reactant mixture of decolouring.The amount of activated carbon is about 0.02-0.4 gram gram solid, preferably from about 0.05-0.2 gram gram solid. Other suitable discoloration methods can be used, as made spent ion exchange resin, membrane filtration, use ultrafiltration, nanofiltration or reverse osmotic membrane, Or additive method known in the art.
Can optionally remove non-diterpene compound, such as, multiple posts filling macroporous adsorbent resin sequentially connected, connect And wash post with water, then by about 10-50% (v/v) washing with alcohol, detached dowel, and individually wash with 30-100% ethanol subsequently De-each post.
By ion exchange resin, such as Amberlte FPC23 (H+Type) and Amberlite FPA51 (OH-Type), will decolouring Reactant mixture desalination.
By vacuum evaporator, the reactant mixture of desalination is concentrated further, and be dried by spray dryer.Permissible Other are used suitably to concentrate and drying means, such as membrane filtration, lyophilization or additive method known in the art.
By in dry powder suspension aqueous alcohol.Powder is 1:1 to 1:20 with the ratio (wt/vol) of aqueous alcohol, preferably 1:3 to 1:10.Aqueous alcohol contains 0-50% (vol), preferably 1-10% water.By suspension at 30-100 DEG C, at preferably 50-85 DEG C Stir 1-24 hour, preferably 2-15 hour.Then the solid of suspension it is isolated by filtration.Known in the art being suitable for can be used In from any other technology of liquid separate suspended solid, such as centrifugal, decantation etc..Can also use known in the art any its His exsiccator.Or, the solid of separation can be dissolved in the water, evaporate from trace alcohol and be spray-dried.
The alcohol used in the present invention can be selected from alkanol, and is preferably selected from methanol, ethanol, n-propanol, 2-propanol, 1-fourth Alcohol and 2-butanol, or its mixture.
In certain embodiments, obtained product contains low-level unmodified glucosides, short chain (containing four or more Few, or two or less α-Isosorbide-5-Nitrae-glucosyl residue) derivant and the mixture (sample 1a and 1b) of Oligomeric maltose.Such as this Using in literary composition, statement " low-level unmodified glucosides " or " low-level unreacted glucosides " should refer to below about 20%, And the glucosides level of preferably less than about 15%, based on butt.In some embodiments, make can obtain about in this way 12%, the unreacted glucosides of about 10% or even lower.
In order to prepare total sweet glycoside (glucosylation and the summation of non-glucosylation glucosides) with high level, de- Before salt treatment, Amberlite XAD7HP is used to remove Oligomeric maltose.Steviol glycoside and glucosylation derivant thereof are inhaled It is attached on resin, and subsequently by aqueous alcohol eluting.As described above, subsequently by obtained containing glucityl Flos Chrysanthemi The aquiferous ethanol eluent decolouring of alcohol glucosides and desalination, and after evaporation eluting solvent, by being spray-dried glycoside solution Powdered.As described above, dry powder is suspended in aqueous alcohol and processes, to remove (the unreacted of unmodified ) steviol glycoside (sample 2b).Obtained by product contain the glucosides of low-level unmodified and short chain (containing four or more Few, or two or less α-Isosorbide-5-Nitrae-glucosyl residue) derivant (sample 2a and 2b).
The embodiment of the present invention illustrated by sample 1a, 1b, 2a and 2b are super free or substantially free of having Cross 4 or higher glycosyl derivative more than 2 glucosyl residue.According to the present invention, highly purified glucityl Flos Chrysanthemi group Compound preferably comprise greater than about 25% weight two-, three-and four glucityl rebaudioside As, and greater than about 9% weight three-box four Portugal Glycosyl stevioside.In another embodiment, highly purified glucityl Flos Chrysanthemi compositions comprise greater than about 50% weight list- With didextrose base steviol glycoside.
Using the similarity method of sample 2a, the processing stage of except beta amylase, preparation contains glucosides and the long-chain of unmodified The product (sample 3) of α-1,4-glucityl-derivant (there are up to nine α-1,4-glucosyl residue).
As comparison, the glucosides containing unmodified of use business beta amylase process and short chain (containing two or less α-1,4-glucosyl residue) product (sample 4) of derivant.
The composition of sample is summarized in table 1a and 1b, wherein make sample 1a and 2a prepared in aforementioned manners contain four or Less α-Isosorbide-5-Nitrae-glucosyl residue, and make sample 1b and 2b prepared in aforementioned manners contain two or less α-Isosorbide-5-Nitrae-Portugal Glycosyl residue.
Table 1a
Containing 4 or the composition of the glucityl steviol glycoside sample of less α-1,4-glucosyl residue
Use aqueous solution, 20 group members, carry out the sensory evaluation of sample.Based on entirety certainly, have selected and manage most Think and the most undesirable sample.Result is shown in table 2a.
Table 2a
The sensory evaluation of the sample in water system
Understanding from the result of table 2a, the sweet taste quality evaluation of sample 1a and 2a is optimum.On the whole, with there is long-chain Portugal Glycosyl derivatives (sample 3) is compared with the sample of two or less α-Isosorbide-5-Nitrae-glucosyl residue short chain derivant (sample 4), has The sample (sample 1a and sample 2a) of short chain (containing four or less α-1,4-glucosyl residue) derivant has more preferable taste Road feature.
Sample 1a with 2a demonstrates that the sweet taste power suitable with control sample 4 (150 times) is (compared with 5% sucrose solution, sweet 150-160 times)；But, their flavor characteristic is substantially better than control sample.
Sample 1b and 2b containing two or less α-1,4-glucosyl residue has been carried out similarity analysis.According to embodiment 12 are prepared for sample 5.
Table 1b
Containing 2 or the composition of the glucityl steviol glycoside sample of less α-1,4-glucosyl residue
Use aqueous solution, 20 group members, carry out the sensory evaluation of sample.Based on entirety certainly, have selected and manage most Think and the most undesirable sample.Result is shown in table 2b.
Table 2b
The sensory evaluation of the sample in water system
Understanding from the result of table 2b, the sweet taste quality evaluation of sample 1b and 2b is optimum.On the whole, with there is long-chain Portugal Glycosyl derivatives (sample 3) and short chain (containing two or less α-1,4-glucosyl residue) derivant and high-caliber the most anti- The sample (sample 5) answering glucosides is compared, and has short chain (containing two or less α-Isosorbide-5-Nitrae-glucosyl residue) derivant and low water The sample (sample 1b and sample 2b) of flat unreacted glucosides has more preferable taste profile.
Sample 1b with 2b demonstrates that the sweet taste power suitable with control sample 5 (160 times) is (compared with 5% sucrose solution, sweet 150-160 times)；But, their flavor characteristic is substantially better than control sample 5.
Compositions can serve as the sweetness enhancers in various Food & Drink product, flavoring agent, flavour enhancer and sweet Taste agent.The limiting examples of Food & Drink product includes carbonated soft drink, instant beverage, energy drink, iso-osmotic drink, low Calorie beverage, empty calory beverage, sports drink, tea, fruit juice and vegetable juice, juice beverage, milk beverage, boruga, alcoholic beverage, Powder drink, baking goods, cookie, cookies, baking mixture, corn, confectionery, confection, taffy, chewing gum, milk product, tune Taste milk, Yoghourt, flavouring sour milk, fermented milk, soy sauce and other goods based on Semen sojae atricolor, salad dressing, mayonnaise, vinegar, frozen confection, Meat products, fish-meat products, bottled and canned food, table top sweeteners, fruits and vegetables.
It addition, compositions may be used in medicine or pharmaceutical preparation and cosmetics, include but not limited to toothpaste, collutory, Cough syrup, chewable tablet, lozenge, vitamin preparation etc..
Compositions " in statu quo (as-is) " can use or combine with other sweeting agents, flavoring agent and food composition.
The limiting examples of sweeting agent includes steviol glycoside, stevioside, rebaudioside A, RB, Lai Baodi Glycosides C, Rebaudiodside A D, Rebaudiodside A E, Rebaudiodside A F, Rebaudiodside A X, Du Ke glycosides A, steviolbioside, Rubusoside, Yi Jitian Other steviol glycosides found in chrysanthemum plant and mixture, Flos Chrysanthemi extract, Fructus Momordicae extract, Momordia grosvenori aglycone, Gao Guo Sugar corn syrup, corn syrup, Nulomoline, oligofructose, inulin, oligomeric inulin, coupling sugar, Oligomeric maltose, Fructus Hordei Germinatus magma Essence, corn-syrup solids, glucose, fructose, maltose, sucrose, lactose, aspartame, saccharin, sucralose, sugar alcohol, and Combination.
The limiting examples of flavoring agent include Fructus Citri Limoniae, Fructus Citri junoris, fruity, Fructus Musae, Fructus Vitis viniferae, pear, Fructus Ananadis comosi, Semen Armeniacae Amarum, can Pleasure, Cortex Cinnamomi, sugar, cotton candy, vanilla flavor.
The limiting examples of other food compositions includes flavoring agent, acidic flavoring agent, organic acid and aminoacid, coloring agent, fills out Fill agent, modified starch, natural gum, texturizer, preservative, antioxidant, emulsifying agent, stabilizer, thickening agent, gellant, and A combination thereof.
Following example illustrate various embodiments of the present invention.It is understood that and the invention is not restricted to embodiment is listed Material, ratio, condition and program, it is merely exemplary.
Embodiment 1
The preparation of CGT enzyme
The inoculation of bacstearothermophilus St-88 is carried containing 1.0% starch, 0.25% Semen Maydis in 2,000 liters Take thing, 0.5% (NH4)2SO4And 0.2%CaCO3In the sterilising medium of (pH 7.0-7.5), at 56 DEG C, use constant ventilation (2,000L/ minute) and stirring (150rpm) cultivate 24 hours.Use Kerasep 0.1 μm ceramic membrane (Novasep, France) mistake The culture fluid that filter is obtained, to separate cell.By acellular permeate in Persep 10kDa ultrafilter (Orelis, France) Upper further concentration 2 times.Enzymatic activity is determined according to Hale, Rawlins (1951).Obtain and there is about 2 units/mL activity Rough enzyme preparation.
Embodiment 2
The preparation of beta amylase
By the inoculation of bacillus polymyxa (Bacillus polymyxa) St-3504 in 2,000 liters containing 1.0% Starch, 0.5% peptone, 0.5% corn extract, 0.5%NaCl, 0.02%MnSO4And 0.1%CaCO3(pH 7.0-7.5) Sterilising medium in, at 32 DEG C use constant ventilation (2,000L/ minutes) and stir (150rpm) cultivate 24 hours.Use Kerasep 0.1 μm ceramic membrane (Novasep, France) filters the culture fluid obtained, to separate cell.By the glucose of 10% Add in acellular permeate, by it in Persep 10kDa ultrafilter (Orelis, France) upper further concentration, and use α 1-4LSC freeze drying plant (Christ, Germany) is dried, and has 20 to obtain, the powder of 000AUN/g activity.Beta amylase Active unit (1AUN) is defined as release 100 μ g reducing sugar (being represented by dextrose equivalent) the most per minute Activity: by 1.2% starch solution (pH 5.5, the M/20 acetate buffer) mixing of 1mL enzymatic solution and 5mL, and at 40 DEG C Lower holding 20min.
Embodiment 3
The preparation of short chain glucityl Flos Chrysanthemi compositions
100g tapioca is suspended in 300mL water (pH6.5).Add the α-amylase (Termamyl of 2KNU Classic, Novozymes, Denmark) and the CGT enzyme that obtains according to embodiment 1 of 30 unit roots, and at 80 DEG C, carry out starch fluid Change about one hour, to the dextrose equivalent of about 15.By hydrochloric acid by the pH regulator of reactant mixture to pH 2.8, and at 5 points During clock, mixture is boiled at 100 DEG C, make enzyme-deactivating.After being cooled to 65 DEG C, with sodium hydroxide solution by pH regulator To pH6.0.Will by PureCircle (JiangXi) Co., Ltd. (Chinese) produce containing stevioside 29.2%, Lai Baodi Its of the total steviol glycoside content of glycosides A 54.3%, dulcoside B 9.0%, Rebaudiodside A F (1.7%) and a total of about 96.4% The 100g Flos Chrysanthemi extract of his glucosides adds in liquefying starch and stirs until obtaining uniform solution.CGT enzyme by 200 units Add in solution, and mixture is kept 24 hours at a temperature of 65 DEG C under continuous stirring.Then 45 DEG C are cooled the temperature to, And by 8,000 unit soya-beta amylase (#1500S, Nagase Chemtex Corp., Japan) adds in reactant mixture. Reaction is further continued for 12 hours.The reactant mixture obtained is heated 15 minutes at 95 DEG C, makes enzyme-deactivating.Add 20 grams of activity Charcoal, and heat the mixture to 75 DEG C, and keep 30 minutes.Mixture is filtered and with water, filtrate is diluted to 5% solid and contains Amount, and by being filled with Amberlite FPC23 (H+) and Amberlite FPA51 (OH-) post of ion exchange resin.Will be de- The solution of salt is concentrated in vacuo at 60 DEG C, and uses spray dryerin lab to be dried to powder type.Obtain 196 grams of products (sample 1a).
Embodiment 4
The preparation of highly purified short chain glucityl Flos Chrysanthemi compositions
100g tapioca is suspended in 300mL water (pH6.5).Add the α-amylase (Termamyl of 2KNU Classic, Novozymes, Denmark) and the CGT enzyme that obtains according to embodiment 1 of 30 unit roots, and at 80 DEG C, carry out starch fluid Change about one hour, to the dextrose equivalent of about 15.By hydrochloric acid by the pH regulator of reactant mixture to pH 2.8, and at 5 points During clock, mixture is boiled at 100 DEG C, make enzyme-deactivating.After being cooled to 65 DEG C, with sodium hydroxide solution by pH regulator To pH6.0.Will by PureCircle (JiangXi) Co., Ltd. (Chinese) produce containing stevioside 29.2%, Lai Baodi Its of the total steviol glycoside content of glycosides A 54.3%, dulcoside B 9.0%, Rebaudiodside A F (1.7%) and a total of about 96.4% The 100g Flos Chrysanthemi extract of his glucosides adds in liquefying starch and stirs until obtaining uniform solution.CGT enzyme by 200 units Add in solution, and mixture is kept 24 hours at a temperature of 65 DEG C under continuous stirring.Then 45 DEG C are cooled the temperature to, And by 8,000 unit soya-beta amylase (#1500S, Nagase Chemtex Corp., Japan) adds in reactant mixture. Reaction is further continued for 12 hours.The reactant mixture obtained is heated 15 minutes at 95 DEG C, makes enzyme-deactivating.Add 20 grams of activity Charcoal, and heat the mixture to 75 DEG C, and keep 30 minutes.Mixture is filtered and with water, filtrate is diluted to 5% solid and contains Amount, and by being each filled with the post of 4000mL Amberlite XAD 7HP macroporous adsorbent resin.With water and 2 bodies of 5 volumes Long-pending 20% (v/v) washing with alcohol post.Glucosides with 50% ethanol elution absorption.By the eluent of acquisition by being filled with Amberlte FPC23(H+) and Amberlite FPA51 (OH-) post of ion exchange resin.Ethanol evaporation, and by desalination with de- The aqueous solution of color is concentrated in vacuo at 60 DEG C, then uses spray dryerin lab to be dried to powder type.Obtain 151 grams Product (sample 2a).
Embodiment 5
The preparation of highly purified long-chain glucityl Flos Chrysanthemi compositions
100g tapioca is suspended in 300mL water (pH6.5).Add the α-amylase (Termamyl of 2KNU Classic, Novozymes, Denmark) and the CGT enzyme that obtains according to embodiment 1 of 30 unit roots, and at 80 DEG C, carry out starch fluid Change about one hour, to the dextrose equivalent of about 15.By hydrochloric acid by the pH regulator of reactant mixture to pH 2.8, and at 5 points During clock, mixture is boiled at 100 DEG C, make enzyme-deactivating.After being cooled to 65 DEG C, with sodium hydroxide solution by pH regulator To pH6.0.Will by PureCircle (JiangXi) Co., Ltd. (Chinese) produce containing stevioside 29.2%, Lai Baodi Its of the total steviol glycoside content of glycosides A 54.3%, dulcoside B 9.0%, Rebaudiodside A F (1.7%) and a total of about 96.4% The 100g Flos Chrysanthemi extract of his glucosides adds in liquefying starch and stirs until obtaining uniform solution.CGT enzyme by 200 units Add in solution, and mixture is kept 24 hours at a temperature of 65 DEG C under continuous stirring.The reactant mixture that will obtain Heat 15 minutes at 95 DEG C, make enzyme-deactivating.Add 20 grams of activated carbons, and heat the mixture to 75 DEG C, and keep 30 minutes. Mixture filters and filtrate is diluted to water 5% solids content, and by being each filled with 4000mL Amberlite The post of XAD 7HP macroporous adsorbent resin.With water and 20% (v/v) washing with alcohol post of 2 volumes of 5 volumes.Wash with 50% ethanol The glucosides of De contamination.By the eluent of acquisition by being filled with Amberlite FPC23 (H+) and Amberlite FPA51 (OH-) The post of ion exchange resin.Ethanol evaporation, and the aqueous solution of desalination and decolouring is concentrated in vacuo at 60 DEG C, then use experiment Room spray dryer is dried to powder type.Obtain 165 grams of products (sample 3).
Embodiment 6
Orange beverage low in calories
By Fructus Citri junoris concentrate (35%), citric acid (0.35%), ascorbic acid (0.05%), orange red pigment (0.01%), Orange flavor (0.20%), rebaudioside A (0.003%) and the mixing of different glucityls Flos Chrysanthemi compositions (0.03%), at water In be completely dissolved (until 100%) pasteurize.The sample that glucityl Flos Chrysanthemi compositions obtains according to embodiment 3,4 and 5 respectively Product 1a, 2a and 3 represent；And sample 4 is that the product that business beta amylase processes (comprises only the single-and di-of steviol glycoside α-1,4-glucityl-derivant).
The sensory evaluation of sample is summarized in table 3.Data show by using high-purity short chain glucityl Flos Chrysanthemi compositions (containing four or less α-1,4-glucosyl residue) derivant (sample 1a and 2a) can obtain optimum.Especially, The beverage prepared with sample 1a and 2a presents mellow and full and complete flavor characteristic and mouthfeel.
Table 3
The evaluation of orange beverage sample
Identical method may be used for preparing juice and juice beverage from other fruit, such as Fructus Mali pumilae, Fructus Citri Limoniae, Fructus Pruni, Fructus Pruni pseudocerasi, spinach Trailing plants, Fructus Mangifera Indicae etc..
Embodiment 7
Low calorie carbonated beverage
It is prepared for the soda pop according to formula as below.
Composition Content, %
Sucrose 5.5
Cola essence 0.340
N-phosphoric acid 0.100
Sodium citrate 0.310
Sodium benzoate 0.018
Citric acid 0.018
Rebaudioside A 0.003
Glucityl Flos Chrysanthemi compositions 0.05
Carbonated water To 100
Organoleptic attribute is have rated by 20 group members.Result is summarized in table 4.
Table 4
The evaluation of low calorie carbonated beverage sample
Result above shows that the beverage using sample 1a and 2a to prepare has optimal organoleptic feature.
Embodiment 8
Limmits
By flour (50.0%), margarine (30.0%), fructose (10.0%), maltose alcohol (8.0%), whole milk (1.0%), salt (0.2%), yeast powder (0.15%), Rhizoma et radix valerianae (0.1%) and different glucityls Flos Chrysanthemi compositions (0.03%) Dough mixer is fully mediated.By the dough molding obtained and bakee 15 minutes in 200 DEG C of baking boxs.Glucityl Flos Chrysanthemi group Sample 1a, 2a and 3 that compound obtains according to embodiment 3,4 and 5 respectively represent；And sample 4 is that business beta amylase processes Product (comprising only the single-and di-α-1,4-glucityl-derivant of steviol glycoside).
Organoleptic attribute is have rated by 20 group members.(contained by high-purity short chain glucityl Flos Chrysanthemi compositions Four or less α-1,4-glucosyl residue) the prepared sample of derivant (sample 1a and 2a) obtains optimum.Little Group membership is labelled with mellow and full and complete flavor characteristic and mouthfeel in the cookies using sample 1a and 2a to prepare.
Embodiment 9
Yoghourt
Different glucityls Flos Chrysanthemi compositions (0.03%) and sucrose (4%) are dissolved in low fat milk.Glucityl Flos Chrysanthemi Sample 1a, 2a and 3 that compositions obtains according to embodiment 3,4 and 5 respectively represent；And sample 4 is at business beta amylase The product (comprising only the single-and di-α-1,4-glucityl-derivant of steviol glycoside) of reason.Pasteurize 20 points at 82 DEG C Zhong Hou, cools the milk to 37 DEG C.Add fermentation culture medium (3%), and mixture is hatched 6 hours at 37 DEG C, then 5 12 hours are hatched at DEG C.
Organoleptic attribute is have rated by 20 little compositions.By high-purity short chain glucityl Flos Chrysanthemi compositions (containing four Individual or less α-1,4-glucosyl residue) the prepared sample of derivant (sample 1a and 2a) obtains optimum.Group Member is labelled with mellow and full and complete flavor characteristic and mouthfeel in the sample using sample 1a and 2a to prepare.
Embodiment 10
The preparation of short chain glucityl Flos Chrysanthemi compositions
100g tapioca is suspended in 300mL water (pH6.5).Add the α-amylase (Termamyl of 2KNU Classic, Novozymes, Denmark) and the CGT enzyme that obtains according to embodiment 1 of 30 unit roots, and at 80 DEG C, carry out starch fluid Change about one hour, to the dextrose equivalent of about 15.By hydrochloric acid by the pH regulator of reactant mixture to pH 2.8, and at 5 points During clock, mixture is boiled at 100 DEG C, make enzyme-deactivating.After being cooled to 65 DEG C, with sodium hydroxide solution by pH regulator To pH6.0.Will by PureCircle (JiangXi) Co., Ltd. (Chinese) produce containing stevioside 29.2%, Lai Baodi Its of the total steviol glycoside content of glycosides A 54.3%, dulcoside B 9.0%, Rebaudiodside A F (1.7%) and a total of about 96.4% The 100g Flos Chrysanthemi extract of his glucosides adds in liquefying starch and stirs until obtaining uniform solution.CGT enzyme by 200 units Add in solution, and mixture is kept 24 hours at a temperature of 65 DEG C under continuous stirring.Then 45 DEG C are cooled the temperature to, And the beta amylase that 8,000 unit roots obtain according to embodiment 2 is added in reactant mixture.Reaction is further continued for 12 hours.Will The reactant mixture obtained heats 15 minutes at 95 DEG C, makes enzyme-deactivating.Add 20 grams of activated carbons, and heat the mixture to 75 DEG C, and keep 30 minutes.Mixture is filtered and with water filtrate is diluted to 5% solids content, and by being filled with Amberlite FPC23(H+) and Amberlite FPA51 (OH-) post of ion exchange resin.By the solution of desalination at 60 DEG C It is concentrated in vacuo, and uses spray dryerin lab to be dried to powder type.Dry powder is suspended in the 95% of 5 volumes contain In water-ethanol.Suspension was stirred during 12 hours at 80 DEG C.Then the solid of suspension it is isolated by filtration.To obtain Solid during 5 hours at 90 DEG C be vacuum dried.Obtain 170 grams of products (sample 1b).
Embodiment 11
The preparation of highly purified short chain glucityl Flos Chrysanthemi compositions
100g tapioca is suspended in 300mL water (pH6.5).Add the α-amylase (Termamyl of 2KNU Classic, Novozymes, Denmark) and the CGT enzyme that obtains according to embodiment 1 of 30 unit roots, and at 80 DEG C, carry out starch fluid Change about one hour, to the dextrose equivalent of about 15.By hydrochloric acid by the pH regulator of reactant mixture to pH 2.8, and at 5 points During clock, mixture is boiled at 100 DEG C, make enzyme-deactivating.After being cooled to 65 DEG C, with sodium hydroxide solution by pH regulator To pH6.0.Will by PureCircle (JiangXi) Co., Ltd. (Chinese) produce containing stevioside 29.2%, Lai Baodi Its of the total steviol glycoside content of glycosides A 54.3%, dulcoside B 9.0%, Rebaudiodside A F (1.7%) and a total of about 96.4% The 100g Flos Chrysanthemi extract of his glucosides adds in liquefying starch and stirs until obtaining uniform solution.CGT enzyme by 200 units Add in solution, and mixture is kept 24 hours at a temperature of 65 DEG C under continuous stirring.Then 45 DEG C are cooled the temperature to, And the beta amylase that 8,000 unit roots obtain according to embodiment 2 is added in reactant mixture.Reaction is further continued for 12 hours.Will The reactant mixture obtained heats 15 minutes at 95 DEG C, makes enzyme-deactivating.Add 20 grams of activated carbons, and heat the mixture to 75 DEG C, and keep 30 minutes.Mixture is filtered and with water filtrate is diluted to 5% solids content, and by being each filled with The post of 4000mL Amberlite XAD 7HP macroporous adsorbent resin.Wash with the water of 5 volumes and 20% (v/v) ethanol of 2 volumes Wash post.Glucosides with 50% ethanol elution absorption.By the eluent of acquisition by being filled with Amberlite FPC23 (H+) and Amberlite FPA51(OH-) post of ion exchange resin.Ethanol evaporation, and by the aqueous solution of desalination and decolouring at 60 DEG C It is concentrated in vacuo, then uses spray dryerin lab to be dried to powder type.Dry powder is suspended in the 95% of 5 volumes In aquiferous ethanol.Suspension was stirred during 12 hours at 80 DEG C.Then the solid of suspension it is isolated by filtration.To obtain The solid obtained was vacuum dried during 5 hours at 90 DEG C.Obtain 121 grams of products (sample 2b).
Embodiment 12
The preparation of highly purified short chain glucityl Flos Chrysanthemi compositions
100g tapioca is suspended in 300mL water (pH6.5).Add the α-amylase (Termamyl of 2KNU Classic, Novozymes, Denmark) and the CGT enzyme that obtains according to embodiment 1 of 30 unit roots, and at 80 DEG C, carry out starch fluid Change about one hour, to the dextrose equivalent of about 15.By hydrochloric acid by the pH regulator of reactant mixture to pH 2.8, and at 5 points During clock, mixture is boiled at 100 DEG C, make enzyme-deactivating.After being cooled to 65 DEG C, with sodium hydroxide solution by pH regulator To pH6.0.Will by PureCircle (JiangXi) Co., Ltd. (Chinese) produce containing stevioside 29.2%, Lai Baodi Its of the total steviol glycoside content of glycosides A 54.3%, dulcoside B 9.0%, Rebaudiodside A F (1.7%) and a total of about 96.4% The 100g Flos Chrysanthemi extract of his glucosides adds in liquefying starch and stirs until obtaining uniform solution.CGT enzyme by 200 units Add in solution, and mixture is kept 24 hours at a temperature of 65 DEG C under continuous stirring.Then 45 DEG C are cooled the temperature to, And the beta amylase that 8,000 unit roots obtain according to embodiment 2 is added in reactant mixture.Reaction is further continued for 12 hours.Will The reactant mixture obtained heats 15 minutes at 95 DEG C, makes enzyme-deactivating.Add 20 grams of activated carbons, and heat the mixture to 75 DEG C, and keep 30 minutes.Mixture is filtered and with water filtrate is diluted to 5% solids content, and by being each filled with The post of 4000mL Amberlite XAD 7HP macroporous adsorbent resin.Wash with the water of 5 volumes and 20% (v/v) ethanol of 2 volumes Wash post.Glucosides with 50% ethanol elution absorption.By the eluent of acquisition by being filled with Amberlite FPC23 (H+) and Amberlite FPA51(OH-) post of ion exchange resin.Ethanol evaporation, and by the aqueous solution of desalination and decolouring at 60 DEG C It is concentrated in vacuo, then uses spray dryerin lab to be dried to powder type.Obtain 154 grams of products (sample 5).
Embodiment 13
The preparation of long-chain glucityl Flos Chrysanthemi compositions
100g tapioca is suspended in 300mL water (pH6.5).Add the α-amylase (Termamyl of 2KNU Classic, Novozymes, Denmark) and the CGT enzyme that obtains according to embodiment 1 of 30 unit roots, and at 80 DEG C, carry out starch fluid Change about one hour, to the dextrose equivalent of about 15.By hydrochloric acid by the pH regulator of reactant mixture to pH 2.8, and at 5 points During clock, mixture is boiled at 100 DEG C, make enzyme-deactivating.After being cooled to 65 DEG C, with sodium hydroxide solution by pH regulator To pH6.0.Will by PureCircle (JiangXi) Co., Ltd. (Chinese) produce containing stevioside 29.2%, Lai Baodi Its of the total steviol glycoside content of glycosides A 54.3%, dulcoside B 9.0%, Rebaudiodside A F (1.7%) and a total of about 96.4% The 100g Flos Chrysanthemi extract of his glucosides adds in liquefying starch and stirs until obtaining uniform solution.CGT enzyme by 200 units Add in solution, and mixture is kept 24 hours at a temperature of 65 DEG C under continuous stirring.The reactant mixture that will obtain Heat 15 minutes at 95 DEG C, make enzyme-deactivating.Add 20 grams of activated carbons, and heat the mixture to 75 DEG C, and keep 30 minutes. Mixture filtered and filtrate is concentrated in vacuo at 60 DEG C, then using spray dryerin lab to be dried to powder type. Obtain 197 grams of products (sample 6).
Embodiment 14
Orange beverage low in calories
By Fructus Citri junoris concentrate (35%), citric acid (0.35%), ascorbic acid (0.05%), orange red pigment (0.01%), Orange flavor (0.20%), rebaudioside A (0.003%) and the mixing of different glucityls Flos Chrysanthemi compositions (0.03%), at water In be completely dissolved (until 100%) pasteurize.Glucityl Flos Chrysanthemi compositions is respectively according to embodiment 10,11,5,12 and 13 The sample 1b, 2b, 3,5 and 6 that obtain represent.
The sensory evaluation of sample is summarized in table 5.Data show by using high-purity short chain glucityl Flos Chrysanthemi compositions (containing two or less α-1,4-glucosyl residue and low unreacted steviol glycoside) (sample 1b and 2b) can obtain Optimum.Especially, the beverage prepared with sample 1b and 2b presents mellow and full and complete flavor characteristic and mouthfeel.
Table 5
The evaluation of orange beverage sample
Identical method may be used for preparing juice and juice beverage from other fruit, such as Fructus Mali pumilae, Fructus Citri Limoniae, Fructus Pruni, Fructus Pruni pseudocerasi, spinach Trailing plants, Fructus Mangifera Indicae etc..
Embodiment 15
Low calorie carbonated beverage
It is prepared for the soda pop according to formula as below.
Composition Content, %
Sucrose 5.5
Cola essence 0.340
N-phosphoric acid 0.100
Sodium citrate 0.310
Sodium benzoate 0.018
Citric acid 0.018
Rebaudioside A 0.003
Glucityl Flos Chrysanthemi compositions 0.05
Carbonated water To 100
Organoleptic attribute is have rated by 20 group members.Result is summarized in table 6.
Table 6
The evaluation of low calorie carbonated beverage sample
Result above shows that the beverage using sample 1b and 2b to prepare has optimal organoleptic feature.
Embodiment 16
Limmits
By flour (50.0%), margarine (30.0%), fructose (10.0%), maltose alcohol (8.0%), whole milk (1.0%), salt (0.2%), yeast powder (0.15%), Rhizoma et radix valerianae (0.1%) and different glucityls Flos Chrysanthemi compositions (0.03%) Dough mixer is fully mediated.By the dough molding obtained and bakee 15 minutes in 200 DEG C of baking boxs.Glucityl Flos Chrysanthemi group Sample 1b, 2b, 3 and 5 that compound obtains according to embodiment 10,11,5 and 12 respectively represent.
Organoleptic attribute is have rated by 20 group members.(contained by high-purity short chain glucityl Flos Chrysanthemi compositions Two or less α-1,4-glucosyl residue) the prepared sample of derivant (sample 1b and 2b) obtains optimum.Little Group membership is labelled with mellow and full and complete flavor characteristic and mouthfeel in the cookies using sample 1b and 2b to prepare.
Embodiment 17
Yoghourt
Different glucityls Flos Chrysanthemi compositions (0.03%) and sucrose (4%) are dissolved in low fat milk.Glucityl Flos Chrysanthemi Sample 1b, 2b, 3 and 5 that compositions obtains according to embodiment 10,11,5 and 12 respectively represent.Pasteurize 20 at 82 DEG C After minute, cool the milk to 37 DEG C.Add fermentation culture medium (3%), and mixture is hatched at 37 DEG C 6 hours, then 12 hours are hatched at 5 DEG C.
Organoleptic attribute is have rated by 20 little compositions.By high-purity short chain glucityl Flos Chrysanthemi compositions (containing two Individual or less α-1,4-glucosyl residue) the prepared sample of derivant (sample 1b and 2b) obtains optimum.Group Member is labelled with mellow and full and complete flavor characteristic and mouthfeel in the sample using sample 1b and 2b to prepare.
Comparing embodiment 1
The preparation of highly purified short chain glucityl Flos Chrysanthemi compositions
100g tapioca is suspended in 300mL water (pH6.5).Add the α-amylase (Termamyl of 2KNU Classic, Novozymes, Denmark) and the CGT enzyme that obtains according to said procedure of 30 units, and at 80 DEG C, carry out starch fluid Change about one hour, to the dextrose equivalent of about 15.
After being cooled to 65 DEG C, with sodium hydroxide solution by pH regulator to pH6.0.Will be by PureCircle (JiangXi) Co., Ltd. (Chinese) produce containing stevioside 29.2%, rebaudioside A 54.3%, dulcoside B 9.0%, Lai Baodi The 100g Flos Chrysanthemi extract of other glucosides of the total steviol glycoside content of glycosides F (1.7%) and a total of about 96.4% adds liquefaction and forms sediment In powder and stir until obtaining uniform solution.The CGT enzyme of 200 units is added in solution, and by mixture the temperature of 65 DEG C Keep under continuous stirring under degree 24 hours.
Then 45 DEG C are cooled the temperature to, and by 8,000 unit soya-beta amylase (#1500S, Nagase Chemtex Corp., Japan) add in reactant mixture.Reaction is further continued for 12 hours.The reactant mixture obtained is heated at 95 DEG C 15 minutes, make enzyme-deactivating.Add 20 grams of activated carbons, and heat the mixture to 75 DEG C, and keep 30 minutes.Mixture is filtered And with water, filtrate is diluted to 5% solids content, and by being filled with Amberlite FPC23 (H+) and Amberlite FPA51(OH-) post of ion exchange resin, then by being each filled with 4000mL Amberlite XAD 7HP macroporous absorption The post of resin.By water and 20% (v/v) washing with alcohol macroporous resin column of 2 volumes of 5 volumes.With 50% ethanol elution absorption Glucosides.By the ethanol evaporation of the eluent of acquisition, and it is concentrated in vacuo at 60 DEG C, then uses spray dryerin lab to be dried Become powder type.Obtain 114 grams of products (sample 7).
Use HPLC to analyze sample 7 to form, and use 20 trained group members, use aqueous solution together with it He has carried out sensory evaluation by sample (sample 1a, 2a, 3 and 4).
The composition of glucityl steviol glycoside sample
The sensory evaluation of the sample in water system
Comparing embodiment 2
The preparation of highly purified short chain glucityl Flos Chrysanthemi compositions
100g tapioca is suspended in 300mL water (pH6.5).Add the α-amylase (Termamyl of 2KNU Classic, Novozymes, Denmark) and the CGT enzyme that obtains according to said procedure of 30 units, and at 80 DEG C, carry out starch fluid Change about one hour, to the dextrose equivalent of about 15.After being cooled to 65 DEG C, with sodium hydroxide solution by pH regulator to pH6.0.Will be logical Cross that PureCircle (JiangXi) Co., Ltd. (Chinese) produces containing stevioside 29.2%, rebaudioside A 54.3%, Lay The 100g of other glucosides of the total steviol glycoside content of Bao Di glycosides C 9.0%, Rebaudiodside A F (1.7%) and a total of about 96.4% Flos Chrysanthemi extract adds in liquefying starch and stirs until obtaining uniform solution.The CGT enzyme of 200 units is added in solution, And mixture is kept 24 hours at a temperature of 65 DEG C under continuous stirring.Then cool the temperature to 45 DEG C, and by 8,000 is single The beta amylase that position obtains according to said procedure adds in reactant mixture.Reaction is further continued for 12 hours.The reaction that will obtain Mixture heats 15 minutes at 95 DEG C, makes enzyme-deactivating.Add 20 grams of activated carbons, and heat the mixture to 75 DEG C, and keep 30 minutes.Mixture is filtered and with water filtrate is diluted to 5% solids content, and by being filled with Amberlite FPC23 (H+) and Amberlite FPA51 (OH-) post of ion exchange resin, then by being each filled with 4000mL Amberlite The post of XAD 7HP macroporous adsorbent resin.By water and 20% (v/v) washing with alcohol macroporous resin column of 2 volumes of 5 volumes.With The glucosides of 50% ethanol elution absorption.By the ethanol evaporation of the eluent of acquisition, and it is concentrated in vacuo at 60 DEG C, then uses reality Test room spray dryer and be dried to powder type.Dry powder is suspended in 95% aquiferous ethanol of 5 volumes.By suspension Stirred at 80 DEG C during 12 hours.Then the solid of suspension it is isolated by filtration.By the solid of acquisition 5 hours processes In at 90 DEG C be vacuum dried.Obtain 67 grams of products (sample 8).
Use HPLC to analyze sample 8 to form, and use 20 trained group members, use aqueous solution together with it He has carried out sensory evaluation by sample (sample 1b, 2b, 3 and 5).
The composition of glucityl steviol glycoside sample
The sensory evaluation of the sample in water system
Before being understood that describe and particular shown herein be only best mode of the present invention and The explanation of principle, and those skilled in the art can easily be changed and increase, without deviating from the present invention spirit and Scope, it will be understood that the present invention is only limited by scope.

Claims (35)

1., for the method producing glucityl Flos Chrysanthemi compositions, comprise the following steps:
It is added to the water to form starch suspension by starch；
The mixture of α-amylase and CGT enzyme is joined in starch suspension and to hatch about 0.5 to 2 at about 75-80 DEG C little Time, generate liquefying starch suspension；
By low pH heat treatment, α-amylase is inactivated；
Steviol glycoside is joined in liquefying starch suspension, reaction of formation mixture；With
Second batch CGT enzyme is joined and hatches about 1 to 168 hour in reactant mixture and at about 5-125 DEG C.
Method the most according to claim 1, farther includes the following step:
Add selected from amylase, beta amylase, maltase, glucoamylase, fructofuranosidase, glucosidase, glucosan Enzyme, 1,4 beta-glucanase, transglucosidase, glucosyltransferase, transfructosylase, galactosyltransferase, Lactose enzyme, galactose Glycosides enzyme, cellulase, amylopectase, xylanase, mannonase Or one or more enzymes of its mixture；With
Reactant mixture is hatched about 0.0001-168 hour at about 5-125 DEG C；
Wherein glucityl Flos Chrysanthemi compositions comprises and has the steviol glycoside of 20 or less α-Isosorbide-5-Nitrae-glucosyl residue and spread out Biological.
Method the most according to claim 2, wherein order of the steps may be changed.
Method the most according to claim 1, wherein the mixture of α-amylase and CGT enzyme contains per unit CGT enzyme about 0.05- The α-amylase of 0.1KNU.
Method the most according to claim 1, the weight of the steviol glycoside wherein added approximates the weight of starch.
Method the most according to claim 1, the steviol glycoside wherein added selected from stevioside, rebaudioside A, RB, Dulcoside B, Rebaudiodside A D, Rebaudiodside A E, Rebaudiodside A F, Rebaudiodside A X, Du Ke glycosides A, steviolbioside, Rubusoside, And other steviol glycosides found in Stevia plant, and mixture.
Method the most according to claim 1, the steviol glycoside wherein added is selected from Fructus Momordicae extract, Siraitia Grosvenorii extract, Momordia grosvenori aglycone (mogroside), Momordia grosvenori aglycone IIE, Momordia grosvenori aglycone III, Momordia grosvenori aglycone IV, arhat Really glycosides V, mogroside Ⅴ I, 11-oxygen-mogroside Ⅴ, Simon glycosides (siamenoside) I, Semen Momordicae saponin (grosmomoside) other cucurbitacins (mogrol) found in I, and Siraitia grosvenorii plant or oxygen-calabash The compound of Lu Su glucosides and mixture thereof partially or completely substitutes.
Method the most according to claim 1, wherein CGT enzyme passes through bacstearothermophilus (Bacillus Stearothermophilus) culture produces.
Method the most according to claim 1, wherein second batch CGT enzyme has the CGT enzyme of every gram of solid about 0.2-4 unit.
Method the most according to claim 1, wherein second batch CGT enzyme has the CGT enzyme of every gram of solid about 0.5-1.2 unit.
11. methods according to claim 2, wherein from producing beta amylase selected from the source of Semen sojae atricolor, Fructus Hordei Vulgaris, fungus and antibacterial.
12. methods according to claim 2, wherein add beta amylase with every gram of total solid about 30-50 unit, and process Carry out at a temperature of about 40-60 DEG C, the time period of the most about 3-16 hour.
13. methods according to claim 2, wherein after ferment treatment, the glucosylation derivant of steviol glycoside have four or Less alpha-glucosyl residue.
14. methods according to claim 2, wherein after ferment treatment, the glucosylation derivant of steviol glycoside have two or Less alpha-glucosyl residue.
15. methods according to claim 2, wherein after ferment treatment, the glucosylation derivant of steviol glycoside only has one Alpha-glucosyl residue.
16. methods according to claim 2, farther include the step joining in reactant mixture by the substrate of enzyme.
The method of 17. claim 2, is inactivated in reactant mixture by heat treatment after further including at incubation reaction mixture Enzyme.
The method of 18. claim 2, farther includes the step decoloured by reactant mixture.
The method of 19. claim 2, farther includes to remove by being contacted with macroporous adsorbent resin by the reactant mixture of decolouring Remove non-diterpene compound the Diterpene glucoside adsorbed subsequently with alcohol or aqueous alcohol eluting, to obtain the step containing glucosides eluent.
The method of 20. claim 19, farther includes spent ion exchange resin by the step containing glucosides eluent desalination.
The method of 21. claim 20, farther includes to remove alcohol from eluent, it is thus achieved that the step of aqueous eluent.
The method of 22. claim 21, farther includes that aqueous eluent is concentrated and dried the glucityl being dried with acquisition sweet The step of chrysanthemum compositions.
The method of 23. claim 22, farther includes to float in aqueous alcohol by composition suspended for dry glucityl Flos Chrysanthemi, from outstanding Supernatant liquid separates crystal and is dried to obtain the step of glucityl Flos Chrysanthemi compositions by them.
The method of 24. claim 18, wherein uses activated carbon to decolour.
25. methods according to claim 18, wherein make spent ion exchange resin or film decolour, described film selected from ultrafiltration, Nanofiltration and reverse osmotic membrane.
The method of 26. claim 19, wherein with multiple posts being filled with macroporous adsorbent resin sequentially connected, then washes with water Wash post, then by about 10-50% (v/v) washing with alcohol, detached dowel, and subsequently with the 30-100% ethanol each post of independent eluting Carry out removing non-diterpene compound.
27. methods according to claim 20, are wherein carried out eluent by the post or film being filled with ion exchange resin Desalination, described film is selected from ultrafiltration, nanofiltration and reverse osmotic membrane.
28. methods according to claim 2, wherein glucityl Flos Chrysanthemi compositions has at least about 95% total steviol glycoside, base In butt.
29. comprise the glucityl Flos Chrysanthemi compositions and the compositions of other sweeting agent, institute prepared by the method for claim 1 State other sweeting agent to be selected from: Flos Chrysanthemi extract, steviol glycoside, stevioside, rebaudioside A, RB, Rebaudiodside A C, Rebaudiodside A D, Rebaudiodside A E, Rebaudiodside A F, Rebaudiodside A X, Du Ke glycosides A, steviolbioside, Rubusoside, Stevia plant Other steviol glycosides of middle discovery and mixture, Fructus Momordicae extract, Momordia grosvenori aglycone, high-fructose corn syrup, primverose Slurry, Nulomoline, oligofructose, inulin, oligomeric inulin, coupling sugar, Oligomeric maltose, maltodextrin, corn-syrup solids, Portugal Grape sugar, fructose, maltose, sucrose, lactose, aspartame, saccharin, sucralose, sugar alcohol, and combinations thereof.
30. comprise the glucityl Flos Chrysanthemi compositions and the flavor combinations of other aromatic prepared by the method for claim 1 Thing, described other aromatic is selected from, but not limited to: Fructus Citri Limoniae, Fructus Citri junoris, fruity, Fructus Musae, Fructus Vitis viniferae, pear, Fructus Ananadis comosi, Fructus Mangifera Indicae, bitter Fructus Pruni Core, cola, Cortex Cinnamomi, sugar, cotton candy, Rhizoma et radix valerianae, and combinations thereof.
31. comprise the glucityl Flos Chrysanthemi compositions prepared by the method for claim 1 becomes with the food of other food composition Point, described other food composition is selected from: acidic flavoring agent, organic acid and aminoacid, coloring agent, filler, modified starch, natural gum, Texturizer, preservative, antioxidant, emulsifying agent, stabilizer, thickening agent, gellant, and combinations thereof.
32. food, beverage, cosmetics or the medicines comprising the glucityl Flos Chrysanthemi compositions prepared by the method for claim 1.
The method of 33. claim 1, farther includes the step of the enzyme-deactivating in reactant mixture.
The method of 34. claim 1, farther includes the step decoloured by reactant mixture.
The method of 35. claim 1, farther includes to be concentrated and dried reactant mixture to obtain glucityl Flos Chrysanthemi compositions Step.
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