l-Theanine (l-Th) was synthesized by simply mixing the reactants (l-glutamine and ethylamine in water) at 25 °C and Bacillus subtilis γ-glutamyl transferase (BsGGT) covalently immobilized on glyoxyl-agarose according to a methodology previously reported by our research group; neither buffers, nor other additives were needed. Ratio of l-glutamine (donor) to ethylamine (acceptor), pH, enzymatic units (IU), and reaction time were optimized (molar ratio of donor/acceptor=1 : 8, pH 11.6, 1 IU mL-1 , 6 h), furnishing l-Th in 93 % isolated yield (485 mg, 32.3 g L-1 ) and high purity (99 %), after a simple filtration of the immobilized biocatalyst, distillation of the volatiles (unreacted ethylamine) and direct lyophilization. Immobilized BsGGT was re-used (four reaction cycles) with 100 % activity retention. This enzymatic synthesis represents a straightforward, fast, high-yielding, and easily scalable approach to l-Th preparation, besides having a favorable green chemistry metrics.
l ‐Theanine Goes Greener: A Highly Efficient Bioprocess Catalyzed by the Immobilized γ‐Glutamyl Transferase from Bacillus subtilis / M.S. Robescu, A.R. Alcántara, C. Calvio, C.F. Morelli, G. Speranza, D. Ubiali, T. Bavaro. - In: CHEMSUSCHEM. - ISSN 1864-5631. - 10:8(2023 Apr 21), pp. e202202108.1-e202202108.10. [10.1002/cssc.202202108]
l ‐Theanine Goes Greener: A Highly Efficient Bioprocess Catalyzed by the Immobilized γ‐Glutamyl Transferase from Bacillus subtilis
C.F. Morelli;G. Speranza;
2023
Abstract
l-Theanine (l-Th) was synthesized by simply mixing the reactants (l-glutamine and ethylamine in water) at 25 °C and Bacillus subtilis γ-glutamyl transferase (BsGGT) covalently immobilized on glyoxyl-agarose according to a methodology previously reported by our research group; neither buffers, nor other additives were needed. Ratio of l-glutamine (donor) to ethylamine (acceptor), pH, enzymatic units (IU), and reaction time were optimized (molar ratio of donor/acceptor=1 : 8, pH 11.6, 1 IU mL-1 , 6 h), furnishing l-Th in 93 % isolated yield (485 mg, 32.3 g L-1 ) and high purity (99 %), after a simple filtration of the immobilized biocatalyst, distillation of the volatiles (unreacted ethylamine) and direct lyophilization. Immobilized BsGGT was re-used (four reaction cycles) with 100 % activity retention. This enzymatic synthesis represents a straightforward, fast, high-yielding, and easily scalable approach to l-Th preparation, besides having a favorable green chemistry metrics.File | Dimensione | Formato | |
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ChemSusChem - 2023 - Robescu - l‐Theanine Goes Greener A Highly Efficient Bioprocess Catalyzed by the Immobilized .pdf
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