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Kurthia gibsonii and application of Kurthia gibsonii in splitting of 1-phenyl-1,2-glycol

A technology of Kutia gigasii and ethylene glycol, which is applied in the directions of microorganism-based methods, bacteria and hydroxyl compounds separation/purification, etc., can solve the problems of low reaction substrate concentration, etc., and achieves low cost, mild reaction conditions, The effect of high product yield

Active Publication Date: 2019-02-01
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the ubiquitous disadvantage of the low concentration of the reaction substrate

Method used

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  • Kurthia gibsonii and application of Kurthia gibsonii in splitting of 1-phenyl-1,2-glycol
  • Kurthia gibsonii and application of Kurthia gibsonii in splitting of 1-phenyl-1,2-glycol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Example 1 Identification of the Molecular Biology Level of Kurthia gibsonii (Kurthia gibsonii) SC0312

[0039] The Kurthia gibsonii SC0312 of the present invention is screened from local soil soaked in oil for a long time in Guangzhou. Among them, the strain phylogenetic tree such as figure 1 As shown, its 16S rDNA gene sequence determination results are as follows:

[0040] GAAATGCGGCAGCTATAATGCAAGTCGAGCGAATGACGAGAAGCTTGCTTCTCTGATTTAGCGGCGGACGGGTGAGTAACACGTGGGCAACCTGCCCTACAGATCGGGATAACTCAGGGAAACCTGGGCTAATACCGGATAATCCTTCGAATCACATGTTTTGAAGTTGAAAGGCGCTTCGGCGTCACTGTAGGATGGGCCCGCGGTGCATTAGCTAGTTGGTGGGGTAACGGCCTACCAAGGCAACGATGCATAGCCGACCTGAGAGGGTGATCGGCCACATTGGGACTGAGACACGGCCCAAACTCCTACGGGAGGCAGCAGTAGGGAATCTTCCACAATGGACGAAAGTCTGATGGAGCAACGCCGCGTGAGTGATGAAGGTTTTCGGATCGTAAAACTCTGTTGTAAGGGAAGAACAAGTACGTTAGGAAATGAACGTACCTTGACGGTACCTTATTAGAAAGCCACGGCTAACTACGTGCCAGCAGCCGCGGTAATACGTAGGTGGCAAGCGTTGTCCGGATTTATTGGGCGTAAAGCGCGCGCAGGTGGTTTCTTAAGTCTGATGTGAAAGCCCACGGCTCAACCGTGGAGGGTCATTGGAA...

Embodiment 2

[0042] Embodiment 2 K.gibsonii (K.gibsonii) SC0312 culture process curve and catalytic activity change

[0043] (1) Inoculate 0.1% (v / v) of the bacteria stored in the glycerol tube into 50ml of seed medium, culture at 180rpm and 37°C for 12h, then inoculate 0.1% (v / v) into 100ml In the fermentation medium of 180rpm, 37 ℃ for 0 ~ 32h. Monitor the change of OD (600nm) during the growth of the strain (measure every 4 hours). The result is as figure 2 shown.

[0044] (2) Centrifuge the bacteria that have been cultured in the fermentation medium for 12h, 16h, 20h, and 24h in step (1) at 4°C, collect the bacteria to obtain resting cells, and then recycle the harvested resting cells respectively. Suspend in phosphate buffer (100mM, pH 6.5), add racemic 1-phenyl-1,2-ethanediol (substrate 1-phenyl-1,2-ethanediol final concentration is 20mM ), wherein the final concentration of wet bacteria is 30mg / mL, the catalytic conditions are that the temperature is 35°C, and the rotation spee...

Embodiment 3

[0046] Example 3 Preparation of (S)-PED by K. gibsonii (K.gibsonii) SC0312

[0047] (1) Inoculate 0.1% (v / v) of the bacteria stored in the glycerol tube into 50ml of seed culture medium, culture at 180rpm and 37°C for 12h, then inoculate 0.1% (v / v) into 100mL culture medium at 180 rpm and 37°C for 16 hours.

[0048] (2) Collect the bacteria by centrifugation at 4°C, resuspend in phosphate buffer, add 1-phenyl-1,2-ethanediol to carry out catalytic reaction, and the reaction medium of the catalytic system is phosphate buffer (100mM , pH 5), the final concentration of substrate 1-phenyl-1,2-ethanediol is 20mM, the final concentration of wet bacteria is 30mg / mL, and the final concentration of acetone is 30mM. The catalytic condition is that the temperature is 45° C., and the rotation speed of the shaker incubator is 180 rpm. Samples were taken after catalysis for 11 hours, and the yield and enantiomeric excess of (S)-1,2-phenylethylene glycol (PED) were analyzed.

[0049] (3) A...

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Abstract

The invention discloses Kurthia gibsonii and an application of Kurthia gibsonii in splitting of 1-phenyl-1,2-glycol. The bacterial strain is Kurthia gibsonii SC0312, and a presevation number is CCTCCNO: M 2017157, The strain is preserved at the China Center for Type Culture Collection at Wuhan University, Wuhan, China on March 31st, 2017. The Kurthia gibsonii is capable of splitting racemic 1-phenyl-1,2-glycol to prepare (S)-1,2-diphenyl-1,2-ethanediol, has characteristics of high catalytic selectivity, high yield for product, simple conversion operation, safety, low cost, mild reaction conditions and environmental friendliness, can be applied to the fields of medicine, pesticides, cosmetics, liquid crystal materials, and the like, and has good application development prospects.

Description

technical field [0001] The invention belongs to the field of biochemical industry, and particularly relates to a strain of Kouterella gibsonii and its application in splitting 1-phenyl-1,2-ethanediol. Background technique [0002] Chiral vicinal diols are extremely important chiral synthons in organic synthesis, which can be further transformed into many biologically active compounds, so they have very broad application prospects in medicine, pesticides, cosmetics and other industries. (R)-1,2-Phenylethylene glycol is an important synthon of optically active drugs such as β-adrenergic blockers (R-nitroxinidine, antiarrhythmic drugs); (R)-4-chloro Phenylethylene glycol is the key chiral synthon for the synthesis of the neuroprotective drug Eliprodil; (S)-phenylethylene glycol can be used as a chiral additive for liquid crystal materials to shorten the response time of liquid crystal panels. [0003] The biological methods used to prepare chiral 1,2-phenylethylene glycol main...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12N1/20C12P7/22C12P41/00C07C29/74C07C33/26C12R1/01
CPCC07B2200/07C07C29/74C12N1/20C12P7/22C12P41/001C12N1/205C12R2001/01C07C33/26
Inventor 娄文勇彭飞宗敏华区晓阳
Owner SOUTH CHINA UNIV OF TECH
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