Method for 5'-O-acetyl uridine online synthesis through lipase catalysis
A technology of acetyluridine and lipase, applied in biochemical equipment and methods, biochemical instruments, enzyme production/bioreactors, etc., can solve the problems of long reaction time, low conversion rate and selectivity, and reduce reaction cost , short reaction time, high conversion and selectivity
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Embodiment 1
[0025] Example 1: Synthesis of 5'-O-acetyluridine
[0026]
[0027] device reference figure 1 : Dissolve uridine (1.0mmol) in 1.33mL of DMSO and 8.67mL of tert-amyl alcohol, and dissolve vinyl acetate (9.0mmol) in 10mL of tert-amyl alcohol, and then put them in 10mL syringes for use. 0.87g of lipase Lipozyme TLIM was evenly filled in the reaction channel, and driven by the PD 1200 syringe pump, the two reaction solutions were separated at 10.4 μL min -1 The flow rate enters the reaction channel through the "Y" joint for reaction, and the temperature of the reactor is controlled at 30°C by a water bath thermostat. The reaction solution flows continuously in the reaction channel for 30 minutes, and the reaction results are tracked and detected by thin-layer chromatography (TLC).
[0028] The reaction solution was collected online by the product collector, the solvent was removed by distillation under reduced pressure, and the column was wet packed with 200-300 mesh silica ge...
Embodiment 2-6
[0033] The volume ratio of the organic solvent in the microfluidic channel reactor was changed, and the temperature was controlled at 50°C. Others were the same as in Example 1. The reaction results are shown in Table 1:
[0034] Table 1: Effect of Organic Solvent Ratio on Reaction
[0035]
[0036] The results in Table 1 show that when the flow rate is 10.4 μL min -1 , the reaction time is 30min, the reaction temperature is 50°C, the molar ratio of reactant uridine to vinyl acetate is 1:9, and when the concentration of uridine in the reaction system is 0.05mmol / mL, the conversion rate varies with that in the reactor. The organic solvent volume ratio increases and increases, and reaches the best when the DMSO:tert-amyl alcohol volume ratio reaches 1:14, and then continuing to increase the volume ratio will result in incomplete dissolution of the reactant and reduce the conversion rate. Therefore, the optimal organic solvent volume ratio in the microfluidic microchannel rea...
Embodiment 7-11
[0038] Change the substrate molar ratio of uridine to vinyl acetate in the microfluidic microchannel reactor, control the temperature at 50°C, and the others are the same as in Example 1. The results are shown in Table 2:
[0039] Table 2: Effect of molar ratio of uridine to vinyl acetate substrate on reaction
[0040]
[0041] The results in Table 2 show that when the flow rate is 10.4 μL min -1 , the reaction time is 30min, the reaction temperature is 50°C, the organic solvent DMSO in the reactor: the volume ratio of tert-amyl alcohol is 1:14, and when the uridine concentration in the reaction system is 0.05mmol / mL, with the reactant With the increase of vinyl acetate, the conversion rate of the reaction also increases, and when the substrate molar ratio is 1:9, the conversion rate of the reaction is optimal, so the optimal substrate mole in the microfluidic microchannel reactor in the present invention The ratio is 1:9.
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