GB2247242A - Amylose granule and its preparation - Google Patents
Amylose granule and its preparation Download PDFInfo
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y204/00—Glycosyltransferases (2.4)
- C12Y204/01—Hexosyltransferases (2.4.1)
- C12Y204/01019—Cyclomaltodextrin glucanotransferase (2.4.1.19)
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
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- A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
- A23L29/30—Foods or foodstuffs containing additives; Preparation or treatment thereof containing carbohydrate syrups; containing sugars; containing sugar alcohols, e.g. xylitol; containing starch hydrolysates, e.g. dextrin
- A23L29/35—Degradation products of starch, e.g. hydrolysates, dextrins; Enzymatically modified starches
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- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/732—Starch; Amylose; Amylopectin; Derivatives thereof
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/738—Cyclodextrins
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
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- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B30/00—Preparation of starch, degraded or non-chemically modified starch, amylose, or amylopectin
- C08B30/20—Amylose or amylopectin
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- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/16—Preparation of compounds containing saccharide radicals produced by the action of an alpha-1, 6-glucosidase, e.g. amylose, debranched amylopectin
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- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/18—Preparation of compounds containing saccharide radicals produced by the action of a glycosyl transferase, e.g. alpha-, beta- or gamma-cyclodextrins
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/41—Particular ingredients further characterized by their size
- A61K2800/412—Microsized, i.e. having sizes between 0.1 and 100 microns
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Abstract
Novel amylose granules advantageously used in the fields of food products, pharmaceuticals and cosmetics exist in an approximately globular-shape of amylose granule or in a conjugation form consisting of two or more of the amylose granules linked together, and having about 2.10 mu m in diameter or major axis, B type form of starch on powder X-ray diffraction analysis, the number-average molecular weight of about 4,000-7,000 on gel permeation chromatography, and the weight- average molecular weight per the number-average molecular weight of about 1.4-1.7. The granules may be prepared by allowing cyclomaltodextrin glucanotransferase (EC 2.4.1.19) to act on an aqueous solution containing a cyclodextrin or starch. In examples the enzyme is derived from Bacillus stearothermophilas or Bacillus macerans; other sources are mentioned. <IMAGE>
Description
AMYLOSE GRANULE AND ITS PREPARATION
The present invention relates to an amylose granule and its preparation, more particularly, it relates to an amylose granule having a specific form, X-ray diffraction pattern, and molecular weight; and to a process which comprises allowing cyclomaltodextrin glucanotransferase to act on an aqueous solution containing a cyclodextrln or starch to form an amylose granule which is insoluble in the aqueous solution, and recoverying the resultant amylose granule.
Conventional methods for preparing amylose are as follows:
(1) The complex precipitatIon method using butanol
reported by T. J. Schoch, Journal of American
Chemical Society, Vol.64, p.2957-2961 (1942);
(2) The extraction method using hot water reported
by K. H. Meyer, Helvetica Chimica Acta, Vol.24,
p.378-389 (1941);
(3) The salting-out method using magnesium sulfate
disclosed in Bus et al. , Japanese Patent
Publication No.8,675/57 and United States Patent
Nos.2,822,305 and 2,829,990;
(4) The hydrolysis method using debranching enzymes
such as pullulanase and isoamylase disclosed in
Sugimoto et al., Japanese Patent Publication
No.21,420/79; and
(5) The saccharide-transferring reaction method
using cyclomaltodextrin glucanotransferase which
transfers a saccharide to its acceptor reported
by Hans Bender, Carbohydrate Research, Vol.65,
pp.85-97 (1978).
The methods for preparing amylose (1), (2) and (3), however, have some drawbacks: The yield of amylose is usually lower than 25 w/w % against the material starch; the quality and yield of amylose dependently vary on the type and lot number of the material starch; and there is also a possibility of a contamination of amylopectin into amylose.
Although, the yield of amylose in the method (4) is relatively high, i.e. 80 w/w Z or higher, against the material starch, the method only provides a mixture of long- and shortchain length of amyloses which usually require complicated separation processes. Furthermore, there is a possibility of a contamination of intact starch which has not been hydrolyzed by a starch-debranching enzyme.
The concentration of the amylose prepared by the method (5) is relatively low, and the yield of amylose is relatively low, i.e. lower than 30 w/w Z, in spite of a requirement of an organic precipitant such as methanol.
It has been a strong demand to overcome the drawbacks in conventional methods for preparing amylose, and to establish a relatively high-quality of amylose granule with a relatively uniform molecular-weight, as well as to a preparation which stably facilitates the formation of a relatively high-quality of amylose granule in a relatively high-yield.
The present invention aims to overcome the above drawbacks, more particularly, the present inventors studied novel amylose granule and its preparation using cyclomaltodextrin glucanotransferase (EC 2.4.1.19).
As a result, the present inventors found that novel amylose granule was obtained by allowing cyclomaltodextrin glucanotransferase (hereinafter abbreviated as "CGT-ase") to act at a relatively low-temperature on an aqueous solution containing a relatively high-concentration of a cyclodextrin or starch to form and precipitate an amylose granule in the aqueous solution, and found that a relatively high-quality of amylose granule was readily obtained in a relatively high-yield by recoverying the amylose granule.
Thus, the present inventors had accomplished the present invention.
Furthermore, the present inventors found that the present invention has the following advantageous features:
(1) Since an insoluble amylose granule is formed and
precipitated in a reaction solution, the
separation and recovery of the amylose granule
is not difficult and a relatively expensive
organic-precipitant such as methanol and'butanol
is not required;
(2) The yield of the amylose granule is readily
increased to a 50 w/w % or higher against the
material;
(3) The molecular weight of amylose granule is
controllable by varying the material starch,
origin of CGT-ase, and the conditions such as
the amount of CGT-ase and the reaction time and
temperature.
The present invention will now be described in more detail by way of example only with reference to the drawings in which: FIG.1 shows an electron microscopic photograph (x 2,000) of an example of the amylose granules according to the present invention.
FIG.2 shows the powder X-ray diffraction patterns of starch specimens and the amylose granules according to the present invention, i.e. the patterns (1), (2) and (3) are A type form of starch (corn starch), B type form of starch (potato starch), and the X-ray diffraction pattern of the amylose granules.
FIG.3 shows the infrared absorption spectrum of an example of the amylose granules according to the present invention.
The material cyclodextrins usable in the invention include one or more of a-cyclodextrin, ss-cyclodextrin and y-cyclodextrin. Furthermore, commercialized cyclodextrins and those prepared by allowing CGT-ase to act on starch can be favorably employed. When a cyclodextrin contains a concomitant such as glucose and relatively-low molecular weight of oligosaccharides, it is recommendable to remove such concomitant as much as possible prior to its use.
Furthermore, it can be advantageously carried out to form cyclodextrins by allowing CGT-ase together with a starchdebranching enzyme to act on starch to form cyclodextrins and amylose granules.
The starch sources usable in the invention include a subterranean stem starch, for example, potato starch, cane starch and tapioca starch; and a terrestrial stem starch, for example, corn starch, wheat starch and rice starch. The methods for allowing CGT-ase to act on the material starch in the invention include those which comprising adding CGT-ase to a starch slurry, and heating the resultant mixture to effect the gelatinization and liquefaction of starch, or, if necessary the material starch can be first liquefied with acid or a-amylase to give a relatively low dextrose-equivalent (DE), preferably, DE of lower than 1, then the resultant mixture can be subjected to the action of CGT-ase.
The CGT-ases usable in the invention include microorganisms of the genus Bacillus, for example, those of the species Bacillus stearothermophilus, Bacillus circulans and
Bacillus macerans; and those of the genus Klebsiella, for example, those of the species Klebsiella pneumoniae.
Particularly, a thermostable CGT-ase specimen derived from a microorganism of the species Bacillus stearothermophilus, which can be used for the gelatinization of starch under heating conditions, can be advantageously used. Furthermore, the starch-debranching enzymes advantageously usable in the invention include pullulanase (EC 3.2.1.41) derived from microorganisms, for example, those of the genus Aerobacter and
Bacillus; and isoamylase (EC 3.2.1.68) derived from microorganisms, for example, those of the genus Pseudomonas,
Flavobacterium and Cytophaga. These enzymes should not be purified prior to their use as long as they can attain the present object, and, usually supernatants of culture mediums of these microorganisms or their partially purified enzymes are used. Furthermore, the enzymes can be used in an immobilized form, if necessary.
More particularly, the preparation according to the present invention comprises a step of allowing 1-1,000 units/g solid of CGT-ase to act on an aqueous solution containing about 10-50 w/w Z of a cyclodextrin or starch at a temperature in the range of about 5-100"C and a pH in the range of 3-9 for an appropriate period of tine to form and precipitate amylose granules in the solution.When a starch slurry is used as the material starch, amylose granules are prepared by adding
CGT-ase alone or in combination with a starch-debranching enzyme to the starch, heating the mixture at a temperature in the range of 70-100 C to effect gelatinization and liquefaction of the starch, cooling the resultant mixture to a temperature of 60"C or lower, preferably to a temperature in the range of 5-50"C, adding a fresh CGT-ase to the resultant mixture if necessary, and allowing the CGT-ase to act on the resultant mixture for 5-500 hours to form and precipitate amylose granules. The resultant amylose granules can be readily recovered by filtration or centrifugation.
It was found that the amylose granules thus obtained exhibited the following physicochemical properties:
(1) The amylose granules are approximately
globular-shape of amylose granules existing
separately or in a conjugation form consisting
of two or more of the amylose granules linked
together, said amylose granules having about
2-10 ;:m in diameter or major axis;
(2) The amylose granules exhibit B type form of
starch on powder X-ray diffraction analysis;
(3) The amylose granules have the number-average
molecular weight (Mn) of about 4,000-7,000
(average glucose polymerization degree of about
25-43), and the weight-average molecular weight
(Mn) per the number-average molecular weight
(Mw) of about 1.4-1.7;
(4) The color of amylose granules turns blue violet
or blue on the iodine coloration; and
(5) The amylose granules form a theoretical amount
of maltose when hydrolyzed by amylase.
Furthermore, the amylose granules formed by the action of CGT-ase can be favorably purified by repeating the dissolution and precipitation methods. For example, a white powder of amylose granules is prepared by dissolving crude amylose granules in water by heating, cooling the mixture to precipitate amylose granules, subjecting the resultant mixture to the filtration or centrifugation, and drying the filtrate or the precipitate to obtain a white powder of amylose granules.
Furthermore, the powder thus obtained can be favorably pulverized or granulated by conventional methods.
The amylose granules thus obtained have features that those in powder have a satisfiable free-flowing ability, as well as being scarcely hygroscopic, and those dissolved in water by heating are susceptible to the action of an amylase and readily solidified by cooling.
By using these features, the present amylose granule can be extensively used in the fields of food products, for example, jelly, rice cake, confectionery made of rice, bakery, cookie, confectionery in tablet form, and rice meal; pharmaceuticals, for example, agents in powder-, tablet- or paste-form; and products, for example, mold lubricant, adhesion-preventing agent, filler, and material for film products.
Furthermore, since the present invention can provide a stable preparation of a high-quality amylose granule, such amylose granule can be advantageously used for clinical tests as a substrate for an amylase assay.
The following Experiments will describe the present invention more in detail.
Experiment 1
Effect of substrate concentration on formation of amylose granules
Aliquots of substrate solution, in which acyclodextrin had been dissolved to give different concentrations, were respectively added with 50 units/g cyclodextrin of a CGT-ase specimen derived from a microorganism of the species
Bacillus stearothermophilus, commercialized by Hayashibara
Biochemical Laboratories, Inc., Okayama, Japan, and each mixture was allowed to stand at 300C and at pH 5.5 for 20 hours to form amylose granules which were then recovered by centrifugation, followed by determining the yield (w/w %). The amylose granules thus obtained were subjected to a gel permeation chromatography using "TSK-GEL G4000PW" and "TSK-GEL
G3000PW", both columns were commercialized by Toyo Soda Mfg.
Co., Ltd., Tokyo, Japan, and ;'Shodex STANDARD P-82", commercialized by Showa Denko K.K., Tokyo, Japan, as a molecular standard, to determine the number-average molecular weight (Mn). The results were as shown in Table 1.
Table 1
Substrate concentration Yield Number-average
(w/w Z) (w/w %) molecular weight (Mn)
5 0.0 10 14.0 4,800
15 51.0 5,100
20 72.8 5,300
25 84.0 5,300
30 91.7 5,200
35 96.9 5,200
The results in Table 1 showed that the formation of amylose granules depended on the substrate concentration, i.e. the more the substrate concentration increased, the more the yield of amylose granules increased; and the yield at a substrate concentration of 15 w/w % or higher was 50 w/w Z or higher. The amylose granules which had formed at a different substrate concentration had approximately the same level of molecular weight (Mn).
Experiment 2
Effect of temperature on formation of amylose granules
A 25 w/w % a-cyclodextrin solution was added with 50 units/g cyclodextrin of a CGT-ase specimen derived from a microorganism of the species Bacillus stearothermophilus, and the mixture was allowed to stand at pH 5.5 for 20 hours to form amylose granules which were then recovered. The results on the yield and the number-average molecular weight of the amylose granules were shown in Table 2.
Table 2
Temperature Yield Number-average ( C) (w/w %) molecular weight (Mn)
12 78.6 4,800
20 86.0 5,200
30 83.5 5,300
40 74.6 6,200
50 56.2 6,200
60 2.6 4,800
70 0.8 3,900
The results in Table 2 showed that the formation of amylose granules depended on -the temperature, i.e. the lower the temperature decreased, the more the yield of amylose granules increased; and a temperature of 50"C or lower was favorable for the formation. The molecular weight (Mn) of the amylose granules depended on the temperature.
Experiment 3
Effect of CCT-ase origin on formation of amylose granules
A 25 w/w % a-cyclodextrin- or y-cyclodextrinsolution was added with 50 units/g cyclodextrin of a CGT-ase specimen derived from a microorganism of the species Bacillus stearothermophilus or that of Bacillus macerans, and the mixture was allowed to stand at pH 5.5 and at 40eC for 20 hours to form amylose granules which were then determined on the yield, the number-average molecular weight (Mn), and the iodine coloration. The results were as shown in Table 3.
Table 3
Origin of CGT-ase Yield Number-average Iodine coloration
Substrate specimen (w/w %) molecular weight (Mn) #max (nm) α-CD B. stearothermophilus 74.2 6,200 582.0
B. macerans 83.4 5,800 581.0 γ-CD B. stearothermophilus 73.6 5,700 572.0
B. macerans 66.2 4,700 562.5 As shown in Table 3, since the yield, the numberaverage molecular weight, and the iodine coloration of the amylose granules dependently vary on the type of substrate and the origin of CGT-ase, the expected amylose granules can be prepared by using the above variations.
Examples of the present invention will be described hereinafter.
Example 1
An aqueous solution of 25 w/w % a-cyclodextrin was added with 50 units/g cyclodextrin of a CGT-ase specimen derived from a microorganism of the species Bacillus stearothermophilus, and the mixture was allowed to stand at pH 5.5 and at 30"C for 20 hours to form amylose granules which were then recovered by centrifugation. The amylose granules thus obtained were washed twice with water, and dried at 40"C overnight, followed by recoverying the amylose granules in the yield of about 84 w/w .
The physicochemical properties of the amylose granules were as follows:
(1) Diameter of granule
The scanning electron microscopic analysis (x
2,000) revealed that the amylose granules
were approximately globular-shape of amylose
granules existing separately or in a conjugation
form consisting of two or more of the amylose
granules linked together, and that the
amylose granules had about 2-10 um in diameter
or major axis; (2) Powder X-ray diffraction analysis
The amylose granules and a starch specimen as
control were subjected to the powder X-ray
diffraction analysis using "GEIGERFLEX RAD-II B
(CuKa ray)", an apparatus for X-ray diffraction
analysis produced by Rigaku Corp., Tokyo, Japan.
The results were as shown in FIG.2. The
patterns (1) and (2) in the figure were
respectively A and B type forms of starch, while
the pattern (3) was the X-ray diffraction
pattern of the amylose granules. The analysis
revealed that the amylose granules gave the same
pattern as that of (2); (3) Molecular weight
On gel permeation chromatography, the number
average molecular weight (Mn) and the weight
average molecular weight (Mw) of the amylose
granules were determined to give 5,300 and
8,000, respectively.Thus, the ratio of Mw/Mn
is about 1.5 which means that the amylose
granules are relatively high-quality of amylose
granules with a relatively narrow molecular
weight-distribution;
(4) Specific rotation [aX20 1630 (1=1, c=0.9, 0.5N-NaOH);
(5) Infrared absorption spectrum
The KBr tablet method was used and the result
was shown in FIG.3;
(6) Iodine coloration
Turning blue with the iodine-iodide solution,
and exhibiting Amax around 570nm; and
(7) Hydrolysis by amylase
It is understood that the amylose granules are
substantially consisted of of1,4 glucosidic
linkages because the amylose granules are
hydrolyzed by a crystalline amylase specimen
derived from sweet potato, commercialized by
Seikagaku-Kogyo Co., Ltd., Tokyo, Japan, to form
a theoretical amount of maltose.
Example 2
An aqueous solution of 25 w/w Z y-cyclodextrin was added with 70 units/g cyclodextrin of a CGT-ase specimen derived from a microorganism of the species Bacillus macerans, and the mixture was allowed to stand at pH 5.7 and at 400C for 20 hours. Similarly as in Example 1, the amylose granules were washed, dried and recovered in the yield of about 66 w/w %.
The number-average molecular weight (Mn) and the weight-average molecular weight (Mw) of the product were 4,700 and 6,500, and the ratio of Mw/Mn was about 1.4. Furthermore, the specific rotation of the product was [α]D20 161 .
The product gave the same physicochemical properties as that of Example 1.
Example 3
A 20 w/w % ss-cyclodextrin suspension was added with 200 units/g cyclodextrin of a CGT-ase specimen derived from a microorganism of the species Bacillus stearothermophilus, and the mixture was subjected to an enzymatic reaction for 24 hours in total, i.e. the mixture was first allowed to stand at pH 5.7 and at 50"C for 4 hours, then the resultant mixture was cooled, followed by the successive standing at 400C for 10 hours and at 30"C for 10 hours. Similarly as in Example 1, the amylose granules were recovered in the yield of about 60 w/w %.
The number-average molecular weight (Mn) and the weight-average molecular weight (mew) of the product were 5,200 and 7,900, and the ratio of Mw/Mn was about 1.5. Furthermore, the specific rotation of the product was [a]D0 163 .
The product gave the same physicochemical properties as that of Example 1.
Example 4
A 20 w/w Z corn starch slurry, which had been adjusted to pH 6.0, was added with one unit/g solid of a
CGT-ase specimen derived from a microorganism of the species
Bacillus stearothermophilus, and the mixture was liquefied at 90"C for 20 minutes. The resultant liquefied starch solution was first cooled to 70 C, then added with 5 units/g solid of a
CGT-ase specimen to effect an enzymatic reaction for 24 hours, followed the formation of cyclodextrins. The resultant solution was first kept at 100"C for 20 hours to inactivate the remaining CGT-ase, then adjusted to pH 4.5. The resultant mixture was added with 10 units/g solid of a glucoamylase specimen, and subjected to an enzymatic reaction at 55"C for 20 hours.The resultant solution was first kept at 100"C for 10 minutes to inactivate the remaining glucoamylase, then decolored with an activated charcoal and concentrated.
In accordance with the method disclosed in Japanese
Patent Publication No.51,120/87, the concentrated solution was subjected to a column chromatography using a column packed with strongly-acidic cation exchange resins (Na -form) to remove glucose, followed by the recovery of a mixture of a-, ss-, and ;-cyclodextrins in solution in the yield of about 25 w/w %.
The solution thus obtained was concentrated to give a concentration of about 35 w/w Z, and the resultant solution was added with SC units/g cyclodextrins of a CGT-ase specimen derived from a microorganism of the species of Bacillus stearothermophilus. The mixture was subjected to an enzymatic reaction at pH 5.7 for 24 hours in total, i.e. the mixture was successively incubated at 650C for 4 hours, at 400C for 10 hours, and at 30"C for 10 hours. Similarly as in Example 1, the amylose granules were recovered in the yield of about 85 w/w Z against the mixture of cyclodextrins.
The number-average molecular weight (Mn) and the weight-average molecular weight (Mw) of the product were 6,600 and 10,500, and the ratio of Mw/Mn was about 1.6. Furthermore, the specific rotation of the product was [aJ20 166".
the The product gave the same physicochemical properties as that of Example 1.
Example 5
A 25 w/w z potato starch slurry, which had been adjusted to pH 6.0, was added with 2 units/g solid of a thermos table CGT-ase specimen derived from a microorganism of the species Bacillus stearothermophilus, and the mixture was liquefied at 90 C for 20 minutes. The liquefied starch solution was first cooled to 55 C, then adjusted to pH 5.5.
Thereafter, the resultant mixture was first added with 100 units/g solid of a CGT-ase specimen and 100 units/g solid of an isoamylase specimen, commercialized by Hayashibara Biochemical
Laboratories, Inc., Okayama, Japan, then subjected to an enzymatic reaction for 26 hours in total, i.e. the mixture was first incubated at 550C for 3 hours to form cyclodextrins, then the resultant mixture was successively incubated at 400C for 6 hours and at 300C for 17 hours. Similarly as in Example 1, the amylose granules were recovered in the yield of about 55 w/w Z against the material starch.
The number-average molecular weight (Mn) and the weight-average molecular weight (Mw) of the product were 5,400 and 9,200, and the ratio of Mw/Mn was about 1.7. Furthermore, the specific rotation of the product was 1D20 163".
The product gave the same physicochemical properties as that of Example 1.
[Effect of the invention3
As described above, the present novel amylose granule is a relatively high-quality of amylose granule having a relatively uniform molecular-weight. Since the amylose granule is formed and precipitated in a reaction solution by allowing cyclodextrin glucanotransferase to act on a cyclodextrin or starch, the separation and recovery of the amylose granule is facilitated without the requirement of a relatively expensive organic-precipitant such as methanol and butanol.
Furthermore, the present invention readily increases the yield of amylose granule to 50 w/w 7 or higher against the material.
In addition, the present invention is advantageously favorable in that the molecular weight of amylose granule is controllable by varying the source of material starch, origin of CGT-ase, and the conditions such as the concentration and the amount of material starch and CGT-ase.
The amylose granule thus obtained has 8 free-flowing ability and is scarcely hygroscopic in powder form, while that dissolved in water by heating is susceptibly hydrolyzed by the action of an amylase and readily solidified by cooling. By using these features, the amylose granule according to the present invention can be advantageously used as a material in the fields of food products, pharmaceuticals and cosmetics.
Thus, the present invention has a great significance in these industrial fields.
While there has been described what is at present considered to be the preferred embodiments of the invention, it will be understood that various modifications may be made therein, and it is intended to cover the appended claims all such modifications as fall within the true spirit and scope of the invention.
Claims (15)
1. An amylose in granule form which exists in an approximately globular-shape of amylose granule or in a conjugation form consisting of two or more of the amylose granules linked together, said amylose granule having about 2-10 vm in diameter or major axis, B type form of starch on powder X-ray diffraction analysis, the number-average molecular weight of about 4,000-7,000 on gel permeation chromatography, and the weight-average molecular weight per the number-average molecular weight of about 1.4-1.7.
2. A process for preparing amylose granule, which comprises:
(a) allowing cyclomaltodextrin glucanotransferase (EC 2.4.1.19) to act on an aqueous solution containing a cyclodextrin or starch to form an amylose granule which is insoluble in said aqueous solution; and
(b) recoverying the resultant amylose granule.
3. The process of claim 2, wherein said amylose granule exists in an approximately globular-shape of amylose granule or in a conjugation form consisting of two or more of the amylose granules linked together, said amylose granule having about 2-10 ;:m in diameter or major axis, B type form of starch on powder X-ray diffraction analysis, the number-average molecular weight of about 4,000-7,000 on gel permeation chromatography, and the weight-average molecular weight per the number-average molecular weight of about 1.4-1.7.
4. The process of claim 2, wherein said aqueous solution contains about 10-50 w/w Z of a cyclodextrin or starch.
5. The process of claim 4, wherein said cyclodextrin is a member selected from the group consisting of a-cyclodextrin, 8-cyclodextrin, y-cyclodextrin and mixtures thereof.
6. The process of claim 4, wherein said starch is a member selected from the group consisting of potato starch, cane starch, tapioca starch, corn starch, wheat starch, rice starch and mixtures thereof.
7. The process of claim 2, wherein said cyclodextrin (EC 2.4.1.19) is used together with a starchdebranching enzyme.
8. The process of claim 7, wherein said starchdebranching enzyme is a member selected from the group consisting of pullulanase (EC 3.2.1.41), isoamylase (EC 3.2.1.68) and mixtures thereof.
9. The process of claim 2, wherein said cyclomaltodextrin glucanotransferase (EC 2.4.1.19) is used in the range of 1-1,000 units/g solid.
10. The process of claim 2, wherein the temperature in the step (a) is in the range of about 5-100"C.
11. The process of claim 2, wherein the pH in the step (a) is in the range of 3-9.
12. The process of claim 2, wherein the step (c) is effected by filtration or centrifugation.
13. An amylose in granule form substantially as
hereinbefore described with reference to any one of the
drawings.
14. An amylose in granule form substantially as
hereinbefore described with reference to any one of the
Examples.
15. A process for preparing amylose granules
substantially as hereinbefore described with reference to
any one of the Examples.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2200052A JP2926434B2 (en) | 1990-07-26 | 1990-07-26 | Amylose particles and method for producing the same |
Publications (3)
Publication Number | Publication Date |
---|---|
GB9116133D0 GB9116133D0 (en) | 1991-09-11 |
GB2247242A true GB2247242A (en) | 1992-02-26 |
GB2247242B GB2247242B (en) | 1994-04-06 |
Family
ID=16418031
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB9116133A Expired - Fee Related GB2247242B (en) | 1990-07-26 | 1991-07-25 | Granular amylose and its preparation |
Country Status (2)
Country | Link |
---|---|
JP (1) | JP2926434B2 (en) |
GB (1) | GB2247242B (en) |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
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EP0608040A2 (en) * | 1993-01-22 | 1994-07-27 | Coöperatieve Verkoop- en Productievereniging van Aardappelmeel en Derivaten 'AVEBE' B.A. | A method for fractionating starch |
FR2716199A1 (en) * | 1994-02-15 | 1995-08-18 | Roquette Freres | Method for manufacturing a starch hydrolyzate with a low polymolecularity index, a new starch hydrolyzate thus obtained and its use in peritoneal dialysis. |
WO1999011695A1 (en) * | 1997-08-28 | 1999-03-11 | Aventis Research & Technologies Gmbh & Co Kg | Spherical microparticles containing linear polysaccharides |
WO2000012590A1 (en) * | 1998-08-28 | 2000-03-09 | Celanese Ventures Gmbh | Method for the production of spherical microparticles consisting totally or partly of at least one water-insoluble polyglucan containing branches and microparticles produced according to said method |
WO2000038622A1 (en) * | 1998-12-28 | 2000-07-06 | Celanese Ventures Gmbh | Sun protection product with microparticles on the basis of water-insoluble linear polyglucan |
WO2000038643A1 (en) * | 1998-12-28 | 2000-07-06 | Celanese Ventures Gmbh | Oral hygiene product containing spherical microparticles on the basis of linear water-insoluble polyglucans |
WO2000038623A1 (en) * | 1998-12-28 | 2000-07-06 | Celanese Ventures Gmbh | Cosmetic or medical preparation for topical use |
DE19902917C2 (en) * | 1999-01-26 | 2001-03-29 | Aventis Res & Tech Gmbh & Co | Water-insoluble linear polysaccharides for filtration |
WO2008109206A1 (en) * | 2007-03-06 | 2008-09-12 | Tate & Lyle Ingredients Americas, Inc. | Production of resistant starch product |
WO2012129017A1 (en) * | 2011-03-18 | 2012-09-27 | Baxter International Inc. | Peritoneal dialysis solutions comprising glucose polymers |
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US5368878A (en) | 1990-02-20 | 1994-11-29 | A. E. Staley Manufacturing Company | Reduced fat meat products |
AU652743B2 (en) | 1990-02-20 | 1994-09-08 | A.E. Staley Manufacturing Company | Hydrolysed starch as a substitute for fat in food |
US5409726A (en) | 1990-02-20 | 1995-04-25 | A. E. Staley Manufacturing Co. | Method of preparing reduced fat foods |
US5372835A (en) | 1990-02-20 | 1994-12-13 | A. E. Staley Manufacturing Company | Method of preparing reduced fat foods |
US5374442A (en) | 1990-02-20 | 1994-12-20 | A. E. Staley Manufacturing Company | Method of preparing reduced fat foods |
US5395640A (en) | 1990-02-20 | 1995-03-07 | A.E. Staley Manufacturing Company | Method of preparing reduced fat foods |
US5378491A (en) | 1990-02-20 | 1995-01-03 | A. E. Staley Manufacturing Co. | Method of preparing a starch hydrolysate, an aqueous starch hydrolysate dispersion, method of preparing a food containing a starch hydrolysate, and a food formulation containing a starch hydrolysate |
US5387426A (en) | 1990-02-20 | 1995-02-07 | A.E. Staley Manufacturing Company | Method of preparing reduced fat foods |
US5436019A (en) | 1990-02-20 | 1995-07-25 | A. E. Staley Manufacturing Co. | Method of preparing reduced fat foods |
US5376399A (en) | 1992-05-15 | 1994-12-27 | A.E. Staley Manufacturing Co. | Reduced fat cremes |
USH1395H (en) | 1992-05-22 | 1995-01-03 | A. E. Staley Manufacturing Company | Composition and method of preparing reduced fat spreads |
USH1394H (en) | 1992-05-22 | 1995-01-03 | A. E. Staley Manufacturing Company | Method of preparing reduced fat spreads |
US20220213231A1 (en) | 2019-05-13 | 2022-07-07 | Showa Sangyo Co., Ltd. | Modifier, composition for modification containing the modifier, food or beverage, pharmaceutical product, cosmetic product, industrial product, feed, medium, or fertilizer using the same, and method for modifying these products |
CN113678933B (en) * | 2021-08-10 | 2023-03-28 | 江南大学 | Method for enhancing gel property of starch soft sweets by enzyme method and application thereof |
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EP0153705A2 (en) * | 1984-02-28 | 1985-09-04 | Ogilvie Mills Ltd. | Modified wheat b starch for corrugating adhesives |
EP0159631A2 (en) * | 1984-04-23 | 1985-10-30 | National Starch and Chemical Corporation | Compressible starches as binders for tablets or capsules |
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EP0608040A3 (en) * | 1993-01-22 | 1994-12-21 | Avebe Coop Verkoop Prod | A method for fractionating starch. |
EP0608040A2 (en) * | 1993-01-22 | 1994-07-27 | Coöperatieve Verkoop- en Productievereniging van Aardappelmeel en Derivaten 'AVEBE' B.A. | A method for fractionating starch |
FR2716199A1 (en) * | 1994-02-15 | 1995-08-18 | Roquette Freres | Method for manufacturing a starch hydrolyzate with a low polymolecularity index, a new starch hydrolyzate thus obtained and its use in peritoneal dialysis. |
US6703048B1 (en) * | 1997-08-28 | 2004-03-09 | Celanese Ventures Gmbh | Spherical microparticles containing linear polysaccharides |
WO1999011695A1 (en) * | 1997-08-28 | 1999-03-11 | Aventis Research & Technologies Gmbh & Co Kg | Spherical microparticles containing linear polysaccharides |
WO2000012590A1 (en) * | 1998-08-28 | 2000-03-09 | Celanese Ventures Gmbh | Method for the production of spherical microparticles consisting totally or partly of at least one water-insoluble polyglucan containing branches and microparticles produced according to said method |
US6746665B1 (en) | 1998-12-28 | 2004-06-08 | Celanese Ventures Gmbh | Sun protection product with microparticles on the basis of water-insoluble linear polyglucan |
WO2000038623A1 (en) * | 1998-12-28 | 2000-07-06 | Celanese Ventures Gmbh | Cosmetic or medical preparation for topical use |
AU752746B2 (en) * | 1998-12-28 | 2002-09-26 | Celanese Ventures Gmbh | Sun protection product with microparticles on the basis of water-insoluble linear polyglucan |
US6548075B1 (en) | 1998-12-28 | 2003-04-15 | Celanese Ventures Gmbh | Cosmetic or medical preparation for topical use |
WO2000038643A1 (en) * | 1998-12-28 | 2000-07-06 | Celanese Ventures Gmbh | Oral hygiene product containing spherical microparticles on the basis of linear water-insoluble polyglucans |
WO2000038622A1 (en) * | 1998-12-28 | 2000-07-06 | Celanese Ventures Gmbh | Sun protection product with microparticles on the basis of water-insoluble linear polyglucan |
DE19902917C2 (en) * | 1999-01-26 | 2001-03-29 | Aventis Res & Tech Gmbh & Co | Water-insoluble linear polysaccharides for filtration |
WO2008109206A1 (en) * | 2007-03-06 | 2008-09-12 | Tate & Lyle Ingredients Americas, Inc. | Production of resistant starch product |
WO2012129017A1 (en) * | 2011-03-18 | 2012-09-27 | Baxter International Inc. | Peritoneal dialysis solutions comprising glucose polymers |
US8975240B2 (en) | 2011-03-18 | 2015-03-10 | Baxter International Inc. | Peritoneal dialysis solutions comprising glucose polymers |
Also Published As
Publication number | Publication date |
---|---|
GB9116133D0 (en) | 1991-09-11 |
JPH0485301A (en) | 1992-03-18 |
GB2247242B (en) | 1994-04-06 |
JP2926434B2 (en) | 1999-07-28 |
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