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Enzymatic synthesis of γ-l-glutamyl-S-allyl-l-cysteine, a naturally occurring organosulfur compound from garlic, by Bacillus licheniformis γ-glutamyltranspeptidase.
- Source :
-
Enzyme & Microbial Technology . Jul2015, Vol. 75-76, p18-24. 7p. - Publication Year :
- 2015
-
Abstract
- In the practical application of Bacillus licheniformis γ-glutamyltranspeptidase ( Bl GGT), we describe a straightforward enzymatic synthesis of γ-L-glutamyl- S -allyl-L-cysteine (GSAC), a naturally occurring organosulfur compound found in garlic, based on a transpeptidation reaction involving glutamine as the γ-glutamyl donor and S -allyl-L-cysteine as the acceptor. With the help of thin layer chromatography technique and computer-assisted image analysis, we performed the quantitative determination of GSAC. The optimum conditions for a biocatalyzed synthesis of GSAC were 200 mM glutamine, 200 mM S -allyl-L-cysteine, 50 mM Tris–HCl buffer (pH 9.0), and Bl GGT at a final concentration of 1.0 U/mL. After a 15-h incubation of the reaction mixture at 60 °C, the GSAC yield for the free and immobilized enzymes was 19.3% and 18.3%, respectively. The enzymatic synthesis of GSAC was repeated under optimal conditions at 1-mmol preparative level. The reaction products together with the commercially available GSAC were further subjected to an ESI-MS/MS analysis. A significant signal with m / z of 291.1 and the protonated fragments at m / z of 73.0, 130.1, 145.0, and 162.1 were observed in the positive ESI-MS/MS spectrum, which is consistent with those of the standard compound. These results confirm the successful synthesis of GSAC from glutamine and S -allyl-L-cysteine by Bl GGT. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 01410229
- Volume :
- 75-76
- Database :
- Academic Search Index
- Journal :
- Enzyme & Microbial Technology
- Publication Type :
- Academic Journal
- Accession number :
- 103023488
- Full Text :
- https://doi.org/10.1016/j.enzmictec.2015.04.011