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Optical Resolution by the Replacing Crystallization of DL-Threonine with L-Alanine as an Optically Active Cosolute
T Shiraiwa1, M Kubo1, K Fukuda1
1a Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University.
Bioscience, Biotechnology, and Biochemistry
|July 5, 2016
Summary
This study introduces L-alanine as a cosolute for optically resolving DL-Threonine via preferential crystallization. This method efficiently yields high-purity D-Threonine and L-Threonine enantiomers.
Area of Science:
- Chemical Engineering
- Organic Chemistry
- Crystallization Science
Background:
- Optical resolution of amino acids is crucial for pharmaceutical and chemical industries.
- Traditional methods like fractional crystallization can be inefficient or require harsh conditions.
- Developing cost-effective and efficient enantioseparation techniques for DL-Threonine is essential.
Purpose of the Study:
- To develop a novel method for the optical resolution of DL-Threonine (DL-Thr).
- To utilize L-alanine (L-Ala) as an optically active cosolute for preferential crystallization.
- To achieve high optical purity for both D-Threonine and L-Threonine.
Main Methods:
- Optical resolution of DL-Thr using L-Ala as a cosolute in aqueous solution.
- Preferential crystallization of D-Thr from a supersaturated DL-Thr/L-Ala solution.
- Recrystallization of partially resolved enantiomers from water to enhance optical purity.
Main Results:
- Successful optical resolution of DL-Thr was achieved using L-Ala.
- D-Thr was obtained with an optical purity of 96-98%.
- L-Thr was obtained with an optical purity of 91-95% after recrystallization.
Conclusions:
- L-alanine is an effective cosolute for the optical resolution of DL-Threonine.
- The developed method provides an efficient route to high-purity D- and L-Threonine enantiomers.
- This approach offers a viable alternative to conventional resolution techniques.
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