Preparative Biocatalytic Synthesis of α-Ketoglutaramate
α-Ketoglutaramate (KGM) is an underexamined metabolite of L-glutamine in the metabolic pathway of glutaminase II of α-ketoglutarate formation. Presumably, KGM may be a biomarker of hepatic encephalopathy and other hyperammonemic diseases. This metabolite is a substrate for the ω-amidase enzyme and i...
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| Format: | Article |
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MDPI AG
2021-11-01
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| Series: | International Journal of Molecular Sciences |
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| Online Access: | https://www.mdpi.com/1422-0067/22/23/12748 |
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| author | Maksim Nikulin Viktor Drobot Vytas Švedas Boris F. Krasnikov |
| author_facet | Maksim Nikulin Viktor Drobot Vytas Švedas Boris F. Krasnikov |
| author_sort | Maksim Nikulin |
| collection | DOAJ |
| description | α-Ketoglutaramate (KGM) is an underexamined metabolite of L-glutamine in the metabolic pathway of glutaminase II of α-ketoglutarate formation. Presumably, KGM may be a biomarker of hepatic encephalopathy and other hyperammonemic diseases. This metabolite is a substrate for the ω-amidase enzyme and is used to determine its activity in the study of the biochemistry of various types of cancer. However, the commercial unavailability of KGM hinders its widespread use. Methods for the preparative synthesis of KGM are known, but they either do not provide the proper yield or proper purity of the target product. In this work, a detailed description of the procedures is given that allows the production of KGM with a purity above 97% and a yield of the target product above 75% using L-amino acid oxidase from <i>C. adamanteus</i> as a catalyst of L-glutamine conversion. KGM can be obtained both in the form of a highly concentrated aqueous solution and in the form of crystals of sodium salt. The developed methods can be used both for scaling up the synthesis of KGM and for creating economical biocatalytic technologies for the production of other highly purified preparations. |
| first_indexed | 2024-03-10T04:53:49Z |
| format | Article |
| id | doaj.art-f3d679a2c3204ae38a41e455fa33f157 |
| institution | Directory Open Access Journal |
| issn | 1661-6596 1422-0067 |
| language | English |
| last_indexed | 2024-03-10T04:53:49Z |
| publishDate | 2021-11-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | International Journal of Molecular Sciences |
| spelling | doaj.art-f3d679a2c3204ae38a41e455fa33f1572023-11-23T02:27:25ZengMDPI AGInternational Journal of Molecular Sciences1661-65961422-00672021-11-0122231274810.3390/ijms222312748Preparative Biocatalytic Synthesis of α-KetoglutaramateMaksim Nikulin0Viktor Drobot1Vytas Švedas2Boris F. Krasnikov3Belozersky Institute of Physicochemical Biology, Lomonosov Moscow State University, Lenin Hills 1, Bldg. 40, 119991 Moscow, RussiaBelozersky Institute of Physicochemical Biology, Lomonosov Moscow State University, Lenin Hills 1, Bldg. 40, 119991 Moscow, RussiaFaculty of Bioengineering and Bioinformatics, Lomonosov Moscow State University, Lenin Hills 1, Bldg. 73, 119991 Moscow, RussiaCentre for Strategic Planning of FMBA of the Russian Federation, Pogodinskaya St., Bld.10, 119121 Moscow, Russiaα-Ketoglutaramate (KGM) is an underexamined metabolite of L-glutamine in the metabolic pathway of glutaminase II of α-ketoglutarate formation. Presumably, KGM may be a biomarker of hepatic encephalopathy and other hyperammonemic diseases. This metabolite is a substrate for the ω-amidase enzyme and is used to determine its activity in the study of the biochemistry of various types of cancer. However, the commercial unavailability of KGM hinders its widespread use. Methods for the preparative synthesis of KGM are known, but they either do not provide the proper yield or proper purity of the target product. In this work, a detailed description of the procedures is given that allows the production of KGM with a purity above 97% and a yield of the target product above 75% using L-amino acid oxidase from <i>C. adamanteus</i> as a catalyst of L-glutamine conversion. KGM can be obtained both in the form of a highly concentrated aqueous solution and in the form of crystals of sodium salt. The developed methods can be used both for scaling up the synthesis of KGM and for creating economical biocatalytic technologies for the production of other highly purified preparations.https://www.mdpi.com/1422-0067/22/23/12748α-ketoglutaramateL-amino acid oxidasepreparative biocatalytic synthesisω-amidasesubstrate |
| spellingShingle | Maksim Nikulin Viktor Drobot Vytas Švedas Boris F. Krasnikov Preparative Biocatalytic Synthesis of α-Ketoglutaramate International Journal of Molecular Sciences α-ketoglutaramate L-amino acid oxidase preparative biocatalytic synthesis ω-amidase substrate |
| title | Preparative Biocatalytic Synthesis of α-Ketoglutaramate |
| title_full | Preparative Biocatalytic Synthesis of α-Ketoglutaramate |
| title_fullStr | Preparative Biocatalytic Synthesis of α-Ketoglutaramate |
| title_full_unstemmed | Preparative Biocatalytic Synthesis of α-Ketoglutaramate |
| title_short | Preparative Biocatalytic Synthesis of α-Ketoglutaramate |
| title_sort | preparative biocatalytic synthesis of α ketoglutaramate |
| topic | α-ketoglutaramate L-amino acid oxidase preparative biocatalytic synthesis ω-amidase substrate |
| url | https://www.mdpi.com/1422-0067/22/23/12748 |
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