A kind of cyclopropanation polycyclic terpene compound and its preparation method and application
A terpenoid compound and cyclopropanation technology are applied in the fields of cyclopropanated polycyclic terpenes and their preparation, application of high-density fuels, cyclopropanated polycyclic terpenes and their preparation fields, and can achieve high yields. High-efficiency and high-purity synthesis, avoiding the effect of density reduction and short synthesis route
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Embodiment 1
[0097] (1) Construction of Aristolene (9-Aristolene) Production Strain
[0098] Primers used to construct aristolochene-producing strains include:
[0099]
[0100] The gene fragment encoding aristolochene synthase was obtained by PCR or whole gene synthesis, then the fragment and the vector were digested with endonuclease, and the digested fragment was recovered by gel cutting, and then the target gene was inserted into the plasmid PET In -28a, PET-28a-AS is obtained.
[0101] Prepare competent cells and aliquot 100 μL into 1.5 mL EP tubes for electroporation. Add 2-4 μL of the constructed PET-28a-AS recombinant plasmid into a 1.5 mL centrifuge tube containing 100 μL of competent cells, mix well, and take an ice bath for 5-10 min. Then, the plasmid was electroporated into competent cells by electroporation. After electroporation, quickly add LBHIS medium (peptone 5g / L, yeast powder 2.5g / L, NaCl 5g / L, brain heart extract (BHI) 18.5g / L, sorbitol 91g / L, sterilization at 11...
Embodiment 2
[0107] (1) Construction of Maaliene Production Strain
[0108] Primers used to construct oliveene-producing strains included:
[0109]
[0110] The gene fragment encoding olivine synthase was obtained by PCR or whole gene synthesis, then the fragment and the vector were digested with endonuclease, and the digested fragment was recovered by gel cutting, and then the target gene was inserted into the plasmid PET-28a , PET-28a-ML was obtained.
[0111] Prepare competent cells and aliquot 100 μL into 1.5 mL EP tubes for electroporation. Add 2-4 μL of the constructed PET-28a-ML recombinant plasmid into a 1.5 mL centrifuge tube containing 100 μL of competent cells, mix well, and bath on ice for 5-10 min. Then, the plasmid was electroporated into competent cells by electroporation. After electroporation, quickly add LBHIS medium (peptone 5g / L, yeast powder 2.5g / L, NaCl 5g / L, brain heart extract (BHI) 18.5g / L, sorbitol 91g / L, sterilization at 116°C 25min. The corresponding soli...
Embodiment 3
[0117]In a 50ml reaction kettle, add 2.0g of longifolene to 300ml of 0.1mol / L phosphate buffer (approximately 300g in terms of water density) containing 5% methanol, add 0.01g of cytochrome P450 enzyme and 0.6g of heavyweight Ethyl nitroacetate, the solution was preheated to 35 ° C and stirred for 48 h. After the reaction was completed, the heating bath was removed, and after the solution was cooled slightly, potassium hydroxide solution was added for washing, and the liquid was separated, 1.0 g of the upper phase was taken, 50 g of an aqueous solution containing 0.02% silver nitrate and 3.1% sodium persulfate was added, and 120 The carbonyl group is removed by refluxing for 20min at ℃, and the final product in the liquid phase is the cyclopropanation product. See attached figure 2 .
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