CN101649335B - Preparation method of high-purity alpha-1,6 trisaccharide - Google Patents

Preparation method of high-purity alpha-1,6 trisaccharide Download PDF

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CN101649335B
CN101649335B CN2009100874419A CN200910087441A CN101649335B CN 101649335 B CN101649335 B CN 101649335B CN 2009100874419 A CN2009100874419 A CN 2009100874419A CN 200910087441 A CN200910087441 A CN 200910087441A CN 101649335 B CN101649335 B CN 101649335B
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ratio
gala
trisaccharide
juice
purity alpha
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CN101649335A (en
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张金泽
段素芳
林静
王雪
周志桥
曾明
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China National Research Institute of Food and Fermentation Industries
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Abstract

The invention discloses a preparation method of high-purity alpha-1,6 gala-trisaccharide, which comprises the following steps: (1)juicing: lixiviating dried Chinese ortichoke or Yinbai in water and juicing; (2) fermentation: mixing the juice, yeast cream, MgSO47H2O and KH2PO4, sterilizing, and then cooling to reach the normal temperature, adding dried yeast for standing and culturing at the constant temperature of 28-37 DEG C to obtain fermentation liquor;(3) impurity removal; (4) decolorization; (5) desalination; and (6) concentration and drying, thus, high-purity alpha-1,6 gala-trisaccharide is obtained. In the invention, a microbe fermentation method is adopted to extract high-purity alpha-1,6 gala-trisaccharide from natural plants, thereby laying a foundation for the functional research of alpha-1,6 gala-trisaccharide with high purity and efficiency; the monosaccharide content is lower than 3 5, thereby further widening the application fields and target people of the alpha-1,6 gala-trisaccharide.

Description

The preparation method of high-purity alpha-1,6 gala trisaccharide
Technical field
The present invention relates to the preparation method of a kind of α-1,6 gala trisaccharide.
Background technology
α-1,6 gala trisaccharide is the staple in the Radix Rehmanniae Preparata oligose, has another name called manninotriose, mannotriose (being different from the mannotriose in the manna oligosaccharide), English name manninotriose.α-1,6 gala trisaccharide structure is clear and definite, molecular formula C 18H 32O 16, molecular weight 504, it connects two molecule semi-lactosi polymerizations by glucose with α-1,6 glycosidic link and forms, and structure is D-Gal-alpha1-＞6D-Gal-alpha1-＞6D-Glucose, is a kind of of oligomeric galactose.
α-1,6 gala trisaccharide is a kind of as oligomeric galactose, and very high utility value is arranged.Domestic research and development to α-1,6 gala trisaccharide at present are less, do not see the research report and the related patent U.S. Patent No. of high-purity α-1,6 gala trisaccharide.Read up the literature " preparation of mannotriose and process optimization thereof " (military defense is red etc.; " Chinese medicinal materials ") in the mannotriose preparation technology that mentions be the acid-hydrolysis method of stachyose; Under pH was 2.5,90 ℃ and 24h condition, 90.63% stachyose hydrolysis became mannotriose and fructose.Document " activeconstituents mannotriose Study on extraction in the Radix Rehmanniae Preparata " (Guo Wei etc., " Shanghai Univ. of Traditional Chinese Medicine's journal ") employing Radix Rehmanniae Preparata is a raw material, and boiling water lixiviate 6h adds 4 times of water, extracts 2 times, and the mannotriose content that obtains is 25.4%.
Summary of the invention
The objective of the invention is to overcome the deficiency of prior art, the preparation method of a kind of high-purity alpha-1,6 gala trisaccharide is provided.
Technical scheme of the present invention is summarized as follows:
The preparation method of a kind of high-purity alpha-1,6 gala trisaccharide, be made up of following steps:
(1) squeezes the juice: be 1: 3～6 ratio in mass ratio; Drying stachys sieboldii miq or argentate strip are added water in 60 ℃～90 ℃ lixiviates 0.5 hour～1.5 hours, squeeze the juice, get residue; Add 1 times～3 times 0.5 hour～1.5 hours multiple press for extracting juicees of 60 ℃～90 ℃ lixiviates of water, mix twice and get squeezeding juice to the residue quality;
(2) fermentation: in mass ratio is 1000: (5～10): (0.05～0.5): the ratio of (0.4～1), and with squeezeding juice, yeast extract paste, MgSO 47H 2O and KH 2PO 4Mix, sterilization is cooled to behind the normal temperature in the ratio of 1L: 0.5～2.0g, in mixed solution, adds the good dry yeast of activation, and 28～37 ℃ of constant temperature leave standstill to be cultivated 2 hours～8 hours, stopped fermentation, fermented liquid;
(3) removal of impurities: said fermented liquid is warming up to 95～130 ℃, kept 5～30 minutes, filter, disgorging joins finings calcium hydroxide in the filtrating by the ratio of 5～12g: 1L, treats that deposition is complete, gets supernatant;
(4) decolouring: in the ratio of 1L: 4～10g, in supernatant, add gac, be heated to 60～90 ℃, decoloured 30～60 minutes, remove by filter gac;
(5) desalination: the liquid after will decolouring passes through Zeo-karb, anionite-exchange resin successively, obtains refining liquid glucose;
(6) concentrated and dry: said refining liquid glucose is used filtering with microporous membrane, and at 45～75 ℃ of vacuum concentration, drying obtains a kind of high-purity alpha-1,6 gala trisaccharide.
Step (1) is preferably: in mass ratio is 1: 4～5 ratio, and drying stachys sieboldii miq or argentate strip are added water in 70 ℃～80 ℃ lixiviates 1 hour, squeezes the juice, and gets residue, adds 2 times of 1 hour multiple press for extracting juicees of 70 ℃～80 ℃ lixiviates of water to the residue quality, and mixing twice must squeezeding juice.
Step (2) is preferably: in mass ratio is 1000: (7～8): (0.1～0.2): the ratio of (0.6～0.8), and with squeezeding juice, yeast extract paste, MgSO 47H 2O and KH 2PO 4Mix, sterilization is cooled to behind the normal temperature in the ratio of 1L: 1.0g, in mixed solution, adds the good dry yeast of activation, and 30～32 ℃ of constant temperature leave standstill to be cultivated 4 hours～6 hours, stopped fermentation, fermented liquid.
Step (3) is preferably: said fermented liquid is warming up to 120 ℃, kept 8 minutes, filter, disgorging joins finings calcium hydroxide in the filtrating by the ratio of 8g: 1L, treats that deposition is complete, gets supernatant.
Step (4) is preferably: in the ratio of 1L: 6～8g, in supernatant, add gac, be heated to 70～80 ℃, decoloured 40～50 minutes, remove by filter gac.
Characteristics of the present invention:
1. the present invention adopts microbe fermentation method directly from natural phant, to extract high-purity alpha-1,6 gala trisaccharide, for the functional study of α-1,6 gala trisaccharide is laid a good foundation.
2. through to effective control of fermenting process, α in the liquid glucose that obtains-1,6 gala trisaccharide purity be higher than 90% and the stachyose rate of decomposition greater than 98%, yield is higher.
3. mono-and di-saccharides content is lower than 3%, has further enlarged the Application Areas of α-1,6 gala trisaccharide and has benefited from the crowd.
4. improve the utility value of raw materials such as Rhizome of Bear's-foot Fern, argentate strip, increased farmers' income, created high social.
Description of drawings
Fig. 1 is the HPLC figure of the preceding squeezeding juice of fermentation.
Fig. 2 is the HPLC figure of the refining liquid glucose in fermentation back.
Embodiment
The present invention extracts stachyose with water as solvent from plant, the component of various solubilities is all dissolved in the water in the plant, comprises various carbohydrates (monose, disaccharide, trisaccharide, tetrose etc.) and soluble protein, various organic acid, inorganic salt etc.Adopt fermentation method that the stachyose in the extracting solution is decomposed into α-1 then; 6 gala trisaccharide and fructose; And the single, double sugar consumption in the liquid glucose fallen, through deposition, decolouring, IX, membrane filtration etc., drop to minimum level to protein, organic acid, inorganic salt content; Obtain a kind of α-1,6 gala trisaccharide content (accounts for the total reducing sugar quality) about 90% product.
Below in conjunction with specific embodiment the present invention is further described.
Embodiment 1
The preparation method of a kind of high-purity alpha-1,6 gala trisaccharide, be made up of following steps:
(1) squeezes the juice: the ratio that in mass ratio is 1: 4; Drying stachys sieboldii miq is added water in 70 ℃ of lixiviates 1 hour; Squeeze the juice; Get residue, add 2 times of 1 hour multiple press for extracting juicees of 70 ℃ of lixiviates of water, mix twice to such an extent that squeezeding juice (the HPLC figure of squeezeding juice sees Fig. 1) adjustment soluble solid content is 10 ° of Brix to the residue quality;
(2) fermentation: in mass ratio is 1000: 7: 0.1: 0.6 ratio, and with squeezeding juice, yeast extract paste, MgSO 47H 2O and KH 2PO 4Mix, sterilization is cooled to behind the normal temperature in the ratio of 1L: 1.0g, in mixed solution, adds the good dry yeast of activation, and 30 ℃ of constant temperature leave standstill to be cultivated 6 hours, stopped fermentation, fermented liquid;
(3) removal of impurities: said fermented liquid is warming up to 100 ℃, kept 20 minutes, filter, disgorging joins finings calcium hydroxide in the filtrating by the ratio of 8g: 1L, treats that deposition is complete, gets supernatant;
(4) decolouring: in the ratio of 1L: 6g, in supernatant, add gac, be heated to 80 ℃, decoloured 40 minutes, remove by filter gac;
(5) desalination: the liquid after will decolouring passes through Zeo-karb, anionite-exchange resin successively, obtains refining liquid glucose (the HPLC figure of refining liquid glucose sees Fig. 2);
(6) concentrate and dry: said refining liquid glucose is used filtering with microporous membrane, and at 50 ℃ of vacuum concentration, drying obtains a kind of purity and is 90% high-purity alpha-1,6 gala trisaccharide.
The sugar (quality percentage composition) of squeezeding juice and the refining liquid glucose in fermentation back before the fermentation
Sugar/% Fructose Glucose Sucrose SANMALT-S Melibiose Cottonseed sugar The gala trisaccharide Stachyose Verbascose
Before the fermentation - 0.78 11.9 0.54 - 4.68 0.63 74.6 2.12
After the fermentation 0.64 1.38 2.09 0.60 4.92 - 90.09 - -
Embodiment 2
The preparation method of a kind of high-purity alpha-1,6 gala trisaccharide, be made up of following steps:
(1) squeeze the juice: in mass ratio is 1: 5 ratio, and dry argentate strip is added water in 80 ℃ of lixiviates 1 hour, squeezes the juice; Get residue; Add 2 times of 1 hour multiple press for extracting juicees of 80 ℃ of lixiviates of water to the residue quality, mix twice and get squeezeding juice, the adjustment soluble solid content is 11 ° of Brix;
(2) fermentation: in mass ratio is 1000: 8: 0.2: 0.8 ratio, and with squeezeding juice, yeast extract paste, MgSO 47H 2O and KH 2PO 4Mix, sterilization is cooled to behind the normal temperature in the ratio of 1L: 1.0g, in mixed solution, adds the good dry yeast of activation, and 32 ℃ of constant temperature leave standstill to be cultivated 4 hours, stopped fermentation, fermented liquid;
(3) removal of impurities: said fermented liquid is warming up to 110 ℃, kept 15 minutes, filter, disgorging joins finings calcium hydroxide in the filtrating by the ratio of 8g: 1L, treats that deposition is complete, gets supernatant;
(4) decolouring: in the ratio of 1L: 8g, in supernatant, add gac, be heated to 70 ℃, decoloured 50 minutes, remove by filter gac;
(5) desalination: the liquid after will decolouring passes through Zeo-karb, anionite-exchange resin successively, obtains refining liquid glucose;
(6) concentrate and dry: said refining liquid glucose is used filtering with microporous membrane, and at 60 ℃ of vacuum concentration, drying obtains a kind of purity and is 91% high-purity alpha-1,6 gala trisaccharide.
Embodiment 3
The preparation method of a kind of high-purity alpha-1,6 gala trisaccharide, be made up of following steps:
(1) squeeze the juice: in mass ratio is 1: 3 ratio, and drying stachys sieboldii miq is added water in 90 ℃ of lixiviates 0.5 hour, squeezes the juice; Get residue; Add 1 times of 0.5 hour multiple press for extracting juice of 90 ℃ of lixiviates of water to the residue quality, mix twice and get squeezeding juice, the adjustment soluble solid content is 9 ° of Brix;
(2) fermentation: in mass ratio is 1000: 5: 0.05: 0.4 ratio, and with squeezeding juice, yeast extract paste, MgSO 47H 2O and KH 2PO 4Mix, sterilization is cooled to behind the normal temperature in the ratio of 1L: 0.5g, in mixed solution, adds the good dry yeast of activation, and 28 ℃ of constant temperature leave standstill to be cultivated 8 hours, stopped fermentation, fermented liquid;
(3) removal of impurities: said fermented liquid is warming up to 120 ℃, kept 10 minutes, filter, disgorging joins finings calcium hydroxide in the filtrating by the ratio of 5g: 1L, treats that deposition is complete, gets supernatant;
(4) decolouring: in the ratio of 1L: 4g, in supernatant, add gac, be heated to 60 ℃, decoloured 60 minutes, remove by filter gac;
(5) desalination: the liquid after will decolouring passes through Zeo-karb, anionite-exchange resin successively, obtains refining liquid glucose;
(6) concentrate and dry: said refining liquid glucose is used filtering with microporous membrane, and at 45 ℃ of vacuum concentration, drying obtains a kind of purity and is 93% high-purity alpha-1,6 gala trisaccharide.
Embodiment 4
The preparation method of a kind of high-purity alpha-1,6 gala trisaccharide, be made up of following steps:
(1) squeeze the juice: in mass ratio is 1: 6 ratio, and dry argentate strip is added water in 60 ℃ of lixiviates 1.5 hours, squeezes the juice; Get residue; Add 3 times of 1.5 hours multiple press for extracting juicees of 60 ℃ of lixiviates of water to the residue quality, mix twice and get squeezeding juice, the adjustment soluble solid content is 12 ° of Brix;
(2) fermentation: in mass ratio is 1000: 10: 0.5: 1 ratio, and with squeezeding juice, yeast extract paste, MgSO 47H 2O and KH 2PO 4Mix, sterilization is cooled to behind the normal temperature in the ratio of 1L: 2.0g, in mixed solution, adds the good dry yeast of activation, and 37 ℃ of constant temperature leave standstill to be cultivated 2 hours, stopped fermentation, fermented liquid;
(3) removal of impurities: said fermented liquid is warming up to 130 ℃, kept 5 minutes, filter, disgorging joins finings calcium hydroxide in the filtrating by the ratio of 12g: 1L, treats that deposition is complete, gets supernatant;
(4) decolouring: in the ratio of 1L: 10g, in supernatant, add gac, be heated to 90 ℃, decoloured 30 minutes, remove by filter gac;
(5) desalination: the liquid after will decolouring passes through Zeo-karb, anionite-exchange resin successively, obtains refining liquid glucose;
(6) concentrate and dry: said refining liquid glucose is used filtering with microporous membrane, and at 75 ℃ of vacuum concentration, drying obtains a kind of purity and is 92% high-purity alpha-1,6 gala trisaccharide.
Embodiment 5
The preparation method of a kind of high-purity alpha-1,6 gala trisaccharide, be made up of following steps:
(1) squeeze the juice: add 80 ℃ of hot dippings of 4L water after 1000g hay cadbait is cleaned and carry 1 hour, get residue after squeezing the juice and add 2 times of 80 ℃ of hot dippings of water and carry 1 hour multiple press for extracting juice to the residue quality, mixes squeeze the juice for twice squeezeding juice, adjusting soluble solid content is 10 ° of Brix;
(2) fermentation: in mass ratio is 1000: 10: 0.5: 1 ratio, and with squeezeding juice, yeast extract paste, MgSO 47H 2O and KH 2PO 4Mix, sterilization is cooled to behind the normal temperature in the ratio of 1L: 0.5g, in mixed solution, adds the good dry yeast of activation, and 28 ℃ of constant temperature leave standstill to be cultivated 2 hours, stopped fermentation, fermented liquid;
(3) removal of impurities: said fermented liquid is warming up to 95 ℃, kept 30 minutes, filter, disgorging joins finings calcium hydroxide in the filtrating by the ratio of 12g: 1L, treats that deposition is complete, gets supernatant;
(4) decolouring: in the ratio of 1L: 10g, in supernatant, add gac, be heated to 80 ℃, decoloured 30 minutes, remove by filter gac;
(5) desalination: the liquid after will decolouring passes through Zeo-karb, anionite-exchange resin successively, obtains refining liquid glucose;
(6) concentrate and dry: said refining liquid glucose is used filtering with microporous membrane, and at 75 ℃ of vacuum concentration, drying obtains a kind of purity and is 93% high-purity alpha-1,6 gala trisaccharide.

Claims (5)

1. the preparation method of high-purity alpha-1,6 a gala trisaccharide is characterized in that being made up of following steps:
(1) squeezes the juice: be 1: 3～6 ratio in mass ratio; Drying stachys sieboldii miq or argentate strip are added water in 60 ℃～90 ℃ lixiviates 0.5 hour～1.5 hours; Squeeze the juice; Get residue, add 1 times～3 times 0.5 hour～1.5 hours multiple press for extracting juicees of 60 ℃～90 ℃ lixiviates of water to the residue quality, the product that mixes twice gets total squeezeding juice;
(2) fermentation: in mass ratio is 1000: (5～10): (0.05～0.5): the ratio of (0.4～1), and with total squeezeding juice, yeast extract paste, MgSO 47H 2O and KH 2PO 4Mix, sterilization is cooled to behind the normal temperature in the ratio of 1L: 0.5～2.0g, in mixed solution, adds the good dry yeast of activation, and 28～37 ℃ of constant temperature leave standstill to be cultivated 2 hours～8 hours, stopped fermentation, fermented liquid;
(3) removal of impurities: said fermented liquid is warming up to 95～130 ℃, kept 5～30 minutes, filter, disgorging joins finings calcium hydroxide in the filtrating by the ratio of 5～12g: 1L, treats that deposition is complete, gets supernatant;
(4) decolouring: in the ratio of 1L: 4～10g, in supernatant, add gac, be heated to 60～90 ℃, decoloured 30～60 minutes, remove by filter gac;
(5) desalination: the liquid after will decolouring passes through Zeo-karb, anionite-exchange resin successively, obtains refining liquid glucose;
(6) concentrated and dry: said refining liquid glucose is used filtering with microporous membrane, and at 45～75 ℃ of vacuum concentration, drying obtains a kind of high-purity alpha-1,6 gala trisaccharide.
2. a kind of high-purity alpha-1 according to claim 1; The preparation method of 6 gala trisaccharides is characterized in that said step (1) is: in mass ratio is 1: 4～5 ratio, and drying stachys sieboldii miq or argentate strip are added water in 70 ℃～80 ℃ lixiviates 1 hour; Squeeze the juice; Get residue, add 2 times of 1 hour multiple press for extracting juicees of 70 ℃～80 ℃ lixiviates of water to the residue quality, the product that mixes twice gets total squeezeding juice.
3. the preparation method of a kind of high-purity alpha-1,6 gala trisaccharide according to claim 1, it is characterized in that said step (2) is: in mass ratio is 1000: (7～8): (0.1～0.2): the ratio of (0.6～0.8), with total squeezeding juice, yeast extract paste, MgSO 47H 2O and KH 2PO 4Mix, sterilization is cooled to behind the normal temperature in the ratio of 1L: 1.0g, in mixed solution, adds the good dry yeast of activation, and 30～32 ℃ of constant temperature leave standstill to be cultivated 4 hours～6 hours, stopped fermentation, fermented liquid.
4. the preparation method of a kind of high-purity alpha-1,6 gala trisaccharide according to claim 1 is characterized in that said step (3) is: said fermented liquid is warming up to 120 ℃; Kept 8 minutes; Filter, disgorging joins finings calcium hydroxide in the filtrating in the ratio of 8g: 1L; Treat that deposition is complete, get supernatant.
5. the preparation method of a kind of high-purity alpha-1,6 gala trisaccharide according to claim 1 is characterized in that said step (4) is: in the ratio of 1L: 6～8g; In supernatant, add gac; Be heated to 70～80 ℃, decoloured 40～50 minutes, remove by filter gac.
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CN103131744A (en) * 2013-02-04 2013-06-05 中国食品发酵工业研究院 Preparation method of high-purity plant source oligomerization galactose
CN104059111B (en) * 2014-05-19 2016-08-24 邱建国 The method extracting manninotriose monomer from glutinous rehmannia with activated carbon gradient elution
CN108836974B (en) * 2018-05-23 2020-09-29 宁波拜尔玛生物科技有限公司 Composition for reducing blood sugar and protecting liver based on multipath regulation mechanism
CN111184172A (en) * 2020-03-02 2020-05-22 兰州大学 Codonopsis pilosula oligosaccharide solid beverage and preparation method thereof

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