Synthesis of 4,6-Difluoro-Tryptophan as a Probe for Protein 19F NMR
A scalable procedure for the synthesis of 4,6-difluorotryptophan is reported based on a deaminative coupling of a 4,6-difluorogramine with 2-benzylthio-1,5-dihydro-4H-imidazolone as glycine equivalent. Thus prepared 4,6-difluorotryptophan was incorporated into the C-terminal domain of the HIV-1 caps...
| Autores: | , , , , , , , |
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| Tipo de recurso: | artículo |
| Fecha de publicación: | 2024 |
| País: | España |
| Institución: | Universidad del País Vasco |
| Repositorio: | Addi. Archivo Digital para la Docencia y la Investigación |
| OAI Identifier: | oai:addi.ehu.eus:10810/68415 |
| Acceso en línea: | http://hdl.handle.net/10810/68415 |
| Access Level: | acceso abierto |
| Palabra clave: | fluorinated tryptophans amino acid synthesis gramines coupling protein 19F NMR |
| Sumario: | A scalable procedure for the synthesis of 4,6-difluorotryptophan is reported based on a deaminative coupling of a 4,6-difluorogramine with 2-benzylthio-1,5-dihydro-4H-imidazolone as glycine equivalent. Thus prepared 4,6-difluorotryptophan was incorporated into the C-terminal domain of the HIV-1 capsid protein (CA-CTD), and 19F spectra of the 4,6-difluoro Trp CA CTD were recorded and compared to the singly fluorinated counterparts. |
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