Citation: Shiyan Lin, Yuhao Zhang, Chong Li, Qingqing Wang, Huijun Zhang, Ailin Wei, Lina Wu. Improving the Semi-Synthesis and Antibacterial Study of Penicillin V Potassium as a Chemical Biology Comprehensive Experiment[J]. University Chemistry, ;2023, 38(9): 252-262. doi: 10.3866/PKU.DXHX202212001 shu

Improving the Semi-Synthesis and Antibacterial Study of Penicillin V Potassium as a Chemical Biology Comprehensive Experiment

National Demonstration Center for Experimental Chemistry Education (Xiamen University), College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, Fujian Province, China

Corresponding author: Lina Wu, alina1222@xmu.edu.cn
Received Date: 4 December 2022

The semi-synthesis and antibacterial study of penicillin V potassium is primarily an interdisciplinary experiment. Currently, only a few foreign universities such as the Massachusetts Institute of Technology (MIT) allow undergraduate students to conduct this experiment. To incorporate a research-like environment into teaching experiments and enable students to develop scientific thinking, the following improvements were made to the experiment: 1) A circulating condensing device was designed and built, and low-temperature control was introduced to improve the stability of the products and effectively reduce the formation of by-products. 2) Absolute ethyl alcohol was added to remove the by-products based on solubility difference. 3) The minimum inhibitory concentration of penicillin was determined using the microbroth dilution method, and antibiotic sensitivity was determined using the Oxford penicillin cup method. 4) The effects of penicillin on the integrity of bacterial cell walls were characterized via wheat germ agglutinin fluorescent labeling combined with confocal fluorescence microscopy. This comprehensive experiment, which combines several important multidisciplinary concepts, can develop students' skills in integrated analysis and increase their interest in scientific research.
- Penicillin synthesis,
- Circulating condensation device,
- The minimum inhibitory concentration,
- Fluorescent label,
- Fluorescence confocal microscope
1. [1]
2. [2]
  Chopra, S.; Harjai, K.; Chhibber, S. Appl. Microbiol. Biotechnol. 2015, 99, 3201.
3. [3]
  Whitaker, R. D.; Truhlar, L. M.; Yüksel, D.; Walt, D. R.; Williams, M. D. J. Chem Educ. 2010, 87, 634.
4. [4]
  Liu, C.-J.; Dutta, D.; Mitscher, L. Chem. Lett. 2014, 26, 113.
5. [5]
  Jain, R.; Kaushik, N. K. Main Group Met. Chem. 2010, 33, 71.
6. [6]
  Aube, J.; Nathan, C.; Smith, R.; Gold, B. S.; Hanson, P.; Liu, C. J.; Mitscher, L. A.; Pingle, M.; Schoenen, F. J. Cephalosporin Derivatives and Methods of Use. WO 2014071283 A1, 2014-05-08.
7. [7]
8. [8]
9. [9]
10. [10]
  Sultan, A. R.; Hoppenbrouwers, T.; Lemmens-den Toom, N. A.; Snijders, S. V.; van Neck, J. W.; Verbon, A.; de Maat, M. P. M.; van Wamel, W. J. B. Infect. Immun. 2019, 87,13.
11. [11]
1. [1]
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2. [2]
  Peiling Li , Qing Feng , Hongling Yuan , Qin Wang . Live Interview Recording about the Penicillin Family. University Chemistry, 2024, 39(9): 122-127. doi: 10.3866/PKU.DXHX202311022
3. [3]
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4. [4]
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13. [13]
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16. [16]
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17. [17]
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18. [18]
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19. [19]
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