Method for preparing abacavir chiral intermediate by biological split

Abstract

The invention discloses a method for preparing an abacavir chiral intermediate by biological split, and in particular relates to application of Pseudomonas cepacia DSM9959 immobilized cells in preparing the abacavir chiral intermediate by the biological split. 5 to 50g of immobilized cells are used for each 100mL of reaction system, and are converted for 24 to 48 hours under the conditions that the concentration of the racemic 2-azabicyclo-[2,21]-heptane-5-ene-3-one substrate is 10 to 500g / L, 50mM potassium phosphate buffer solution has the pH of 7.5 and a 25 DEG C water bath shake has the rotating speed of 200rpm; and the maximum conversion rate is 48.5 percent and the e.e value is more than 99.5 percent. The reaction liquid is filtered and the residual immobilized cells are obtained; the residual immobilized cells can be repeatedly used for more than 5 times, and the conversion rate is still more than 35 percent and the e.e value is more than 99.5 percent; and compared with free cells for conversion, the immobilized cells have the activity more than half of that of the free cells. The method has the advantages of simple preparation of catalyst, repeated use of the catalyst for more than 5 times, mild reaction conditions, no substrate protection, simplified reaction steps, and the enantiomeric excess of the product of more than 99.5 percent, so the method has good economy and technical feasibility.

Description

Technical field [0001] The invention relates to a method for preparing abacavir chiral intermediate by biological resolution, and belongs to the technical field of biological engineering. Specifically, it relates to the application of Pseudomonas cepacia DSM9959 immobilized cells in the preparation of abacavir chiral intermediates by biological resolution. Background technique [0002] The "2009 Global AIDS Epidemic Report" published by the UNAIDS in Shanghai, China pointed out that as of October 31, 2009, there were 33.4 million cases of HIV infections and AIDS patients worldwide. AIDS is a serious threat to human health and survival, and has become one of the most concerned issues in the world. China discovered the first case of AIDS infection in 1985. As of the end of 2009, it is estimated that there are about 740,000 AIDS-infected and sick people in China. Faced with this severe challenge, all countries in the world are actively researching and developing anti-AIDS drugs to...

AI Technical Summary

Problems solved by technology

[0009] There is no report on immobilizing whole cells of Pseudomonas cepacia DSM9959 and applying it to the preparation of chiral intermediates of abacavir

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