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Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
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Efficient Production of 3-Amino-2-Hydroxy Acetophenone by Multi-Enzyme Biosynthesis
Heng Tang1,2, Hong-Li Zhu1,2, Jin-Xing Zhong1,2
1Key Laboratory of Bioorganic Synthesis of Zhejiang Province, College of Biotechnology and Bioengineering, Zhejiang University of Technology, 18 Chaowang Road, Hangzhou, 310014, China.
Chembiochem : a European Journal of Chemical Biology
|May 12, 2023
Summary
We developed a novel biosynthetic route for 3-amino-2-hydroxy acetophenone (3AHAP) production. This optimized enzymatic process significantly increased 3AHAP yield, offering a sustainable chemical synthesis strategy.
Area of Science:
- Biotechnology
- Synthetic Biology
- Enzymatic Synthesis
Background:
- 3-amino-2-hydroxy acetophenone (3AHAP) is a valuable intermediate in the chemical and pharmaceutical industries.
- Current production methods may lack efficiency and sustainability.
Purpose of the Study:
- To develop an efficient and sustainable in vitro synthetic route for 3AHAP production from m-nitroacetophenone (3NAP).
- To optimize enzymatic reaction conditions and enzyme variants for maximum product yield.
Main Methods:
- Evaluation of various enzymatic reaction systems.
- Optimization of enzyme molar ratios and ribosomal binding sites.
- Site-directed mutagenesis of key enzymes (nitrobenzene nitroreductase - nbzA, hydroxylaminobenzene mutase - habA) guided by substrate docking and alanine scanning.
Main Results:
- A direct reaction method using crude enzyme and supersaturated substrates was identified as optimal.
- Enzyme engineering through site-directed mutagenesis significantly enhanced catalytic efficiency.
- The optimized biosynthetic process achieved a 3AHAP yield of 580 mg/L within 5 hours, a substantial increase from the initial 75 mg/L.
Conclusions:
- The developed enzymatic strategy provides a highly efficient and sustainable method for 3AHAP biosynthesis.
- This approach represents a significant advancement in the production of valuable chemical intermediates.
- The optimized mutant enzymes and reaction conditions offer a promising pathway for industrial-scale 3AHAP synthesis.
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