Unlock instant, AI-driven research and patent intelligence for your innovation.

Method for circularly preparing and purifying D-tagatose by using phenylboronic acid-based carrier column

A phenylboronic acid-based and boric acid-based technology, which is applied in the field of preparation and separation and purification of carbohydrates, can solve the problems of large amount of catalyst used, difficulty in handling the catalyst, and high salt content in the product, so as to improve reaction efficiency and yield, and consume chemical The effect of fewer products and simplified reaction process

Pending Publication Date: 2022-08-02
JIANGNAN UNIV
View PDF4 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The technical problem to be solved by the present invention is that the chemical isomerization method currently used in industry to produce tagatose has problems such as high content of by-products, large amount of catalyst used, difficulty in handling the catalyst, and high salt content in the product.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Method for circularly preparing and purifying D-tagatose by using phenylboronic acid-based carrier column
  • Method for circularly preparing and purifying D-tagatose by using phenylboronic acid-based carrier column
  • Method for circularly preparing and purifying D-tagatose by using phenylboronic acid-based carrier column

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] Example 1 Preparation of phenylboronic acid-based polymer carrier

[0048] (1) Weigh 6mmol of 3-acrylamidophenylboronic acid (AAPBA) and 30mmol of ethylene glycol dimethacrylate (EGDMA) into a 20mL high borosilicate test tube with a stopper, add 4mL of dimethyl sulfoxide (DMSO) to ultrasonic Aided by shaking to dissolve, tighten the test tube and place it in a dark environment for 2 hours to initiate the spontaneous assembly of AAPBA and EGDMA; then add 1 mL of DMSO solution pre-dissolved with 20 mg of azobisisobutyronitrile (AIBN), mix well, and place it on an ultrasonic generator , ultrasonic degassing for 15min, then deoxidizing with high-purity nitrogen gas for 20min and quickly tightening the stopcock, placing the stoppered test tube in a 60°C water bath for thermal initiation for 24h.

[0049] (2) Step (1) After the reaction is completed, take out the rigid polymer at the bottom of the test tube, and perform crushing, grinding and sieving (16-40 mesh). The sieved...

Embodiment 2

[0050] Example 2 Cyclic preparation and purification of D-tagatose using a phenylboronic acid-based carrier column

[0051] (1) Construction of galactose isomerization system

[0052] Select a Φ16mm×140mm chromatographic column to load 10.0g (total adsorption capacity for tagatose) of the carrier prepared in Example 1, continue to pass into the NaOH aqueous solution of pH 12.0, and pre-activate the phenylboronic acid polymer carrier until the effluent The pH reached 12.0.

[0053] (2) Selective adsorption

[0054] Use 25 mL of water to dissolve 600 mg of galactose, adjust the pH to 12.0 with 1 mol / L NaOH, and add deionized water to 30 mL, this system is the feed solution-galactose aqueous solution.

[0055] After emptying the liquid in the chromatographic column, first pass the feed liquid into the chromatographic column at room temperature and circulate for 30 min at a flow rate of 6 mL / min, then increase the temperature of the column to 70 °C, and keep the galactose aqueou...

Embodiment 3

[0066] Example 3 Cyclic preparation and purification of D-tagatose using a phenylboronic acid-based carrier column

[0067] On the basis of Example 2, in step (1), "continuously feeding NaOH aqueous solution with pH 12.0" was modified to "continuously feeding 0.5mol / L phosphate buffer solution with pH 12.0", and in step (2) " Use 25mL of water to dissolve 600mg of galactose" is changed to "Use 25mL of 0.5mol / L phosphate buffer to dissolve 600mg of galactose", change "circulation reaction 240min" to "circulation reaction 200min", other steps are the same as in Example 2 .

[0068] Carrying out the isomerization reaction in the phosphate buffer system can ensure that the pH of the reaction solution remains relatively stable, prevent the reduction of the reaction efficiency caused by the pH drop, and make the reaction easy to control. At the same time, a stable pH can also maintain a high proportion of sp 3 Hybridized active boronic acid groups stabilize the adsorption capacity...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses a method for circularly preparing and purifying D-tagatose by using a phenylboronic acid-based carrier column, and belongs to the technical field of preparation, separation and purification of carbohydrates. According to the present invention, the characteristic that the phenylboronic acid carrier has the affinity ortho-diol structure is utilized, such that the tagatose can be selectively adsorbed in the galactose-tagatose binary system so as to achieve the separation and purification of the tagatose in the reaction system; meanwhile, in the reaction process, the tagatose is combined with the carrier, so that the product is separated from the reaction system, the concentration is reduced, the equilibrium reaction of galactose-tagatose is carried out towards the direction of generating the tagatose, and the conversion rate of the reaction can be improved. In addition, the combination of the tagatose and the carrier can prevent the tagatose from generating by-products under an alkaline condition, so that the purity of the reaction liquid is improved. Through adsorption and desorption operations, the conversion rate of galactose can reach 60%, and the tagatose purity of a desorption solution reaches 85%.

Description

technical field [0001] The invention relates to a method for cyclically preparing and purifying D-tagatose by utilizing a phenylboronic acid-based carrier column, and belongs to the technical field of preparation, separation and purification of carbohydrates (especially rare sugars). Background technique [0002] D-tagatose (D-tagatose) is a rare sugar, is a rare natural hexose sugar. It is stable in the range of pH 3-7. prone to Maillard reactions. The sweetness is similar to sucrose, and the caloric value is only 1.5k cal / g, which is equivalent to 30% of the caloric value of sucrose. 10% (w / w) concentration D-tagatose is 92% sweeter than sucrose, has no aftertaste and will not produce any unpleasant flavors, and is the only one of the five FDA-approved low-energy sweeteners in terms of taste and sweetness. The sweetener most similar to sucrose. Relatively speaking, the sweetness stimulation of D-tagatose is faster than that of sucrose and similar to fructose. In 2001,...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C08F222/14C08F230/06C07H1/00C07H1/06C07H3/02
CPCC08F222/102C07H3/02C07H1/00C07H1/06C08F230/06
Inventor 杨瑞金王紫浩汪明明仝艳军
Owner JIANGNAN UNIV