An enzymatic alternative for the synthesis of nucleoside 5′-monophosphates
A new procedure was carried out for the synthesis of nucleoside 5′-monophosphates, involving the use of two enzymes. The first step applied phospholipase D from Streptomyces netropsis and phosphatidylcholine as phosphatidyl donor, to give 5′-(3-sn-phosphatidyl) nucleosides (C, U, A, I). These were s...
| Autores: | , , , |
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| Tipo de recurso: | artículo |
| Estado: | Versión publicada |
| Fecha de publicación: | 2018 |
| País: | Argentina |
| Institución: | Consejo Nacional de Investigaciones Científicas y Técnicas |
| Repositorio: | CONICET Digital (CONICET) |
| Idioma: | inglés |
| OAI Identifier: | oai:ri.conicet.gov.ar:11336/99164 |
| Acceso en línea: | http://hdl.handle.net/11336/99164 |
| Access Level: | acceso abierto |
| Palabra clave: | BIOCATALYSIS NUCLEOSIDE 5′-MONOPHOSPHATES NUCLEOSIDES PHOSPHODIESTERASES PHOSPHOLIPASES PHOSPHORYLATION https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
| Sumario: | A new procedure was carried out for the synthesis of nucleoside 5′-monophosphates, involving the use of two enzymes. The first step applied phospholipase D from Streptomyces netropsis and phosphatidylcholine as phosphatidyl donor, to give 5′-(3-sn-phosphatidyl) nucleosides (C, U, A, I). These were selectively hydrolysed in the second step by the action of phospholipase C from Bacillus cereus to produce the respective 5′-nucleotides. Application of this methodology on a preparative scale conducted to 5′-adenosine monophosphate in 63% overall yield from adenosine. The regioselectivity of these enzymes avoids protection steps, the overall synthesis is performed under mild reaction conditions and product isolation is easily achieved. |
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