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Acetobacter and method for producing enantiomer purity (R)-organic silanol utilizing the same

An acetobacter, enantiomer technology, applied in the field of asymmetric synthesis of biocatalytic chiral compounds, can solve the problem of low catalyst activity and the like

Inactive Publication Date: 2009-11-25
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The main reason is that the activity of the catalyst is not high, and it is inhibited by the substrate, product, etc.
So far, no microbial cells at home and abroad have catalyzed the asymmetric reduction of 4-trimethylsilyl-3-butyne-2-one to synthesize (R)-4-trimethylsilyl-3-butyne- Research report on 2-ol

Method used

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  • Acetobacter and method for producing enantiomer purity (R)-organic silanol utilizing the same
  • Acetobacter and method for producing enantiomer purity (R)-organic silanol utilizing the same

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Experimental program
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Effect test

Embodiment 1

[0058] Put 2g of Chinese kefir grains into a 250mL Erlenmeyer flask filled with 100mL tomato medium, culture at 28°C for 24h, and then transfer and culture in tomato medium continuously for 3 times under the same conditions. Bacterial solution is properly diluted by the ten-fold dilution method and spread on the solid separation medium, cultivated at 28°C for 28 hours (24-36 hours can be used), and a single colony is obtained, and the slant of the purified tomato medium is preserved for identification; On March 26, 2009, it was deposited in the China Center for Type Culture Collection, CCTCCM for short, with the preservation number M209061, and the preservation address is Wuhan University, Wuhan City, Hubei Province, China (zip code 430072). The formula of the tomato medium is specifically: tomato juice 200mL / L, yeast extract 10g / L, glucose 10g / L, peptone 10g / L, pH 6.0.

[0059] The strain XZY003 identified as Acetobacter was transferred from the slant to the tomato medium, cu...

Embodiment 2

[0061]The strain XZY003 identified as Acetobacter was transferred from the slant to the tomato medium, cultivated at 30°C, 160r / min for 24h, centrifuged (8000r / min, 10min, 4°C), washed twice, and wet cells were obtained. Then disperse the wet bacteria in distilled water of equal weight, then add sodium alginate with a concentration of 10g / L 6 times the weight of wet bacteria, stir evenly, and drop the above suspension into 200mL with a syringe with a 5# needle at a concentration of 20g / L In 1 L of CaCl2 solution, harden at 4°C for 4 hours, wash the hardened calcium alginate gel balls (2-3 mm in diameter) with distilled water three times, and then transfer them into 200 mL of CaCl 2 In the glucose solution, the final concentration is 0.5g / L CaCl 2 , 200g / L glucose, placed in a refrigerator at 4°C and stored for later use, the obtained immobilized Acetobacter granules were 2-3mm in diameter, spherical, with good mechanical strength and general mechanical strength, and the cell c...

Embodiment 3

[0063] 2mL of triethanolamine hydrochloride buffer solution (triethanolamine concentration in hydrochloric acid is 0.05mol / L, pH5.0) is packed in the 10mL Erlenmeyer flask of tool stopper, then add the immobilized acetobacter granules that above-mentioned embodiment 1 prepares respectively , isopropanol and 4-trimethylsilyl-3-butyn-2-one form a mixture; the concentrations of isopropanol and 4-trimethylsilyl-3-butyn-2-one in the mixture are 43.6 mmol / L and 3.0mmol / L, the weight-to-volume ratio of the immobilized Acetobacter granules to the mixture is 0.2g / mL, react at 30°C and 180r / min for 1h to obtain (R)-4-trimethylsilane Base-3-butyn-2-ol enantiomer, gas phase detection {instrument: Japan Shimadzu GC-2010 gas chromatograph, equipped with workstation, FID detector; chiral column: HP-Chiral-5 (20% Permethylated β-cyclodextrin), column length 30m, column diameter 0.25mm (Agilent Corporation, USA). GC analysis conditions: the temperature of the vaporization chamber and the dete...

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Abstract

The invention discloses Acetobacter and a method for producing enantiomer purity (R)-organic silanol utilizing the same. Preservation number of Acetobacter (Acetobacter sp.) XZY003 is CCTCC M2-9061. The method for producing enantiomer purity(R)-organic silanol utilizing the same comprises steps of: adding organic silicone, isopropanol and fossilized Acetobacter (Acetobacter sp.) granule into hydrochloric acid buffer solution of triethanolamine to form a mixture, then adjusting pH value to 4.0-6.0, and carrying out oscillatory reaction for 0.5-8.0h at the temperature of 25-35 DEG and with 160-200 r / min of rotating speed, at least producing enantiomer purity(R)-organic silanol. The invention uses Acetobacter to synthesize (R)-organic silanol followed by reverse Prelog regulation to save expensive reduced form of nicotinamide-adenine dinucleotid, reduce production cost and have absolute stereoselectivity and higher productivity.

Description

technical field [0001] The invention belongs to the technical field of asymmetric synthesis of biocatalyzed chiral compounds, in particular relates to an acetic acid bacterium, and also relates to the application of the acetic acid bacterium, that is, to catalyze the asymmetric reduction of organosilicone to prepare (R)-organosilanol. Background technique [0002] Organosilicon compounds refer to organic compounds containing C-Si bonds. At present, no such substances have been found in nature. Organosilicon compounds not only play an important role in asymmetric synthesis and functional materials, German chemist Tacke et al. found that many organosilicon compounds have specific biological activities. For example, silicon-containing drugs Zifrosilone, Cisobitan and Silabolin have higher pharmacological activity, better selectivity and less toxicity than their carbon structure analogues. Synthesis of silicon-containing structural analogs ("silicon substitution") of existing ...

Claims

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Application Information

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IPC IPC(8): C12N1/20C12P7/04C12R1/02
Inventor 宗敏华肖仔君娄文勇
Owner SOUTH CHINA UNIV OF TECH
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