An Alternative Pathway for the Synthesis of Glycerol Phenylbutyrate
- Autores
- Suchetti, Laura; Foray, Gabriela; Tempesti, Tomas C.; Ferrayoli, Carlos
- Año de publicación
- 2024
- Idioma
- inglés
- Tipo de recurso
- artículo
- Estado
- versión publicada
- Descripción
- Impact Factor: 2.1
Fil: Suchetti, Laura. Ministerio de Ciencia y Tecnología de la Provincia de Córdoba. Departamento de Química, Argentina.
Fil: Foray, Gabriela. Ministerio de Ciencia y Tecnología de la Provincia de Córdoba. Departamento de Química, Argentina.
Fil: Tempesti Tomas C. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Química Orgánica, Argentina.
Fil: Tempesti Tomas C. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Investigaciones en Físico-Química de Córdoba, Argentina.
Fil: Ferrayoli, Carlos. Ministerio de Ciencia y Tecnología de la Provincia de Córdoba. Departamento de Química, Argentina.
Hyperammonemia is a life-threatening condition which can affect patients at any age. In pediatric patients, hyperammonemia can be caused by various acquired or inherited disorders such as urea cycle deficiencies or organic acidemias. Glycerol phenylbutyrate (GPB) is an orphan drug used in the treatment of hyperammonemia. GPB is a triglyceride composed of three phenylbutyric acid (PBA) molecules esterified to a glycerol molecule, which is synthesized through the acyl chloride route using thionyl chloride as an acylating agent. In this work we have developed an alternative synthesis method to obtain GPB directly under ambient conditions and avoiding the use of chlorinated solvents. Moreover, the use of carbodiimides as coupling agents, instead of thionyl chloride, allowed the conversion to the GPB in higher yields and with higher purity, without the need for column purification. We present a methodology that allows the production of GPB in a simple, efficient and environmentally and human health friendly way.
info:eu-repo/semantics/publishedVersion
Fil: Suchetti, Laura. Ministerio de Ciencia y Tecnología de la Provincia de Córdoba. Departamento de Química, Argentina.
Fil: Foray, Gabriela. Ministerio de Ciencia y Tecnología de la Provincia de Córdoba. Departamento de Química, Argentina.
Fil: Tempesti Tomas C. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Química Orgánica, Argentina.
Fil: Tempesti Tomas C. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Investigaciones en Físico-Química de Córdoba, Argentina.
Fil: Ferrayoli, Carlos. Ministerio de Ciencia y Tecnología de la Provincia de Córdoba. Departamento de Química, Argentina. - Materia
-
Synthesis of Glycerol
Phenylbutyrate
Pediatric patients
Hyperammonemia - Nivel de accesibilidad
- acceso abierto
- Condiciones de uso
- Repositorio
- Institución
- Universidad Nacional de Córdoba
- OAI Identificador
- oai:rdu.unc.edu.ar:11086/552607
Ver los metadatos del registro completo
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An Alternative Pathway for the Synthesis of Glycerol PhenylbutyrateSuchetti, LauraForay, GabrielaTempesti, Tomas C.Ferrayoli, CarlosSynthesis of GlycerolPhenylbutyratePediatric patientsHyperammonemiaImpact Factor: 2.1Fil: Suchetti, Laura. Ministerio de Ciencia y Tecnología de la Provincia de Córdoba. Departamento de Química, Argentina.Fil: Foray, Gabriela. Ministerio de Ciencia y Tecnología de la Provincia de Córdoba. Departamento de Química, Argentina.Fil: Tempesti Tomas C. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Química Orgánica, Argentina.Fil: Tempesti Tomas C. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Investigaciones en Físico-Química de Córdoba, Argentina.Fil: Ferrayoli, Carlos. Ministerio de Ciencia y Tecnología de la Provincia de Córdoba. Departamento de Química, Argentina.Hyperammonemia is a life-threatening condition which can affect patients at any age. In pediatric patients, hyperammonemia can be caused by various acquired or inherited disorders such as urea cycle deficiencies or organic acidemias. Glycerol phenylbutyrate (GPB) is an orphan drug used in the treatment of hyperammonemia. GPB is a triglyceride composed of three phenylbutyric acid (PBA) molecules esterified to a glycerol molecule, which is synthesized through the acyl chloride route using thionyl chloride as an acylating agent. In this work we have developed an alternative synthesis method to obtain GPB directly under ambient conditions and avoiding the use of chlorinated solvents. Moreover, the use of carbodiimides as coupling agents, instead of thionyl chloride, allowed the conversion to the GPB in higher yields and with higher purity, without the need for column purification. We present a methodology that allows the production of GPB in a simple, efficient and environmentally and human health friendly way.info:eu-repo/semantics/publishedVersionFil: Suchetti, Laura. Ministerio de Ciencia y Tecnología de la Provincia de Córdoba. Departamento de Química, Argentina.Fil: Foray, Gabriela. Ministerio de Ciencia y Tecnología de la Provincia de Córdoba. Departamento de Química, Argentina.Fil: Tempesti Tomas C. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Química Orgánica, Argentina.Fil: Tempesti Tomas C. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Investigaciones en Físico-Química de Córdoba, Argentina.Fil: Ferrayoli, Carlos. Ministerio de Ciencia y Tecnología de la Provincia de Córdoba. Departamento de Química, Argentina.https://orcid.org/0009-0006-7194-2427https://orcid.org/0000-0003-3374-22732024-01-22info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfSuchetti, L., Foray, G., Tempesti, T. C., & Ferrayoli, C. (2024). An Alternative Pathway for the Synthesis of Glycerol Phenylbutyrate. ChemistrySelect, 9(4), e202304021.http://hdl.handle.net/11086/5526072365-6549https://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/slct.202304021https://chemistry-europe.onlinelibrary.wiley.com/action/downloadSupplement?doi=10.1002%2Fslct.202304021&file=slct202304021-sup-0001-misc_information.pdfhttps://doi.org/10.1002/slct.202304021enginfo:eu-repo/semantics/openAccessreponame:Repositorio Digital Universitario (UNC)instname:Universidad Nacional de Córdobainstacron:UNC2025-10-16T09:29:31Zoai:rdu.unc.edu.ar:11086/552607Institucionalhttps://rdu.unc.edu.ar/Universidad públicaNo correspondehttp://rdu.unc.edu.ar/oai/snrdoca.unc@gmail.comArgentinaNo correspondeNo correspondeNo correspondeopendoar:25722025-10-16 09:29:31.734Repositorio Digital Universitario (UNC) - Universidad Nacional de Córdobafalse |
dc.title.none.fl_str_mv |
An Alternative Pathway for the Synthesis of Glycerol Phenylbutyrate |
title |
An Alternative Pathway for the Synthesis of Glycerol Phenylbutyrate |
spellingShingle |
An Alternative Pathway for the Synthesis of Glycerol Phenylbutyrate Suchetti, Laura Synthesis of Glycerol Phenylbutyrate Pediatric patients Hyperammonemia |
title_short |
An Alternative Pathway for the Synthesis of Glycerol Phenylbutyrate |
title_full |
An Alternative Pathway for the Synthesis of Glycerol Phenylbutyrate |
title_fullStr |
An Alternative Pathway for the Synthesis of Glycerol Phenylbutyrate |
title_full_unstemmed |
An Alternative Pathway for the Synthesis of Glycerol Phenylbutyrate |
title_sort |
An Alternative Pathway for the Synthesis of Glycerol Phenylbutyrate |
dc.creator.none.fl_str_mv |
Suchetti, Laura Foray, Gabriela Tempesti, Tomas C. Ferrayoli, Carlos |
author |
Suchetti, Laura |
author_facet |
Suchetti, Laura Foray, Gabriela Tempesti, Tomas C. Ferrayoli, Carlos |
author_role |
author |
author2 |
Foray, Gabriela Tempesti, Tomas C. Ferrayoli, Carlos |
author2_role |
author author author |
dc.contributor.none.fl_str_mv |
https://orcid.org/0009-0006-7194-2427 https://orcid.org/0000-0003-3374-2273 |
dc.subject.none.fl_str_mv |
Synthesis of Glycerol Phenylbutyrate Pediatric patients Hyperammonemia |
topic |
Synthesis of Glycerol Phenylbutyrate Pediatric patients Hyperammonemia |
dc.description.none.fl_txt_mv |
Impact Factor: 2.1 Fil: Suchetti, Laura. Ministerio de Ciencia y Tecnología de la Provincia de Córdoba. Departamento de Química, Argentina. Fil: Foray, Gabriela. Ministerio de Ciencia y Tecnología de la Provincia de Córdoba. Departamento de Química, Argentina. Fil: Tempesti Tomas C. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Química Orgánica, Argentina. Fil: Tempesti Tomas C. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Investigaciones en Físico-Química de Córdoba, Argentina. Fil: Ferrayoli, Carlos. Ministerio de Ciencia y Tecnología de la Provincia de Córdoba. Departamento de Química, Argentina. Hyperammonemia is a life-threatening condition which can affect patients at any age. In pediatric patients, hyperammonemia can be caused by various acquired or inherited disorders such as urea cycle deficiencies or organic acidemias. Glycerol phenylbutyrate (GPB) is an orphan drug used in the treatment of hyperammonemia. GPB is a triglyceride composed of three phenylbutyric acid (PBA) molecules esterified to a glycerol molecule, which is synthesized through the acyl chloride route using thionyl chloride as an acylating agent. In this work we have developed an alternative synthesis method to obtain GPB directly under ambient conditions and avoiding the use of chlorinated solvents. Moreover, the use of carbodiimides as coupling agents, instead of thionyl chloride, allowed the conversion to the GPB in higher yields and with higher purity, without the need for column purification. We present a methodology that allows the production of GPB in a simple, efficient and environmentally and human health friendly way. info:eu-repo/semantics/publishedVersion Fil: Suchetti, Laura. Ministerio de Ciencia y Tecnología de la Provincia de Córdoba. Departamento de Química, Argentina. Fil: Foray, Gabriela. Ministerio de Ciencia y Tecnología de la Provincia de Córdoba. Departamento de Química, Argentina. Fil: Tempesti Tomas C. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Química Orgánica, Argentina. Fil: Tempesti Tomas C. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Investigaciones en Físico-Química de Córdoba, Argentina. Fil: Ferrayoli, Carlos. Ministerio de Ciencia y Tecnología de la Provincia de Córdoba. Departamento de Química, Argentina. |
description |
Impact Factor: 2.1 |
publishDate |
2024 |
dc.date.none.fl_str_mv |
2024-01-22 |
dc.type.none.fl_str_mv |
info:eu-repo/semantics/publishedVersion info:eu-repo/semantics/article http://purl.org/coar/resource_type/c_6501 info:ar-repo/semantics/articulo |
status_str |
publishedVersion |
format |
article |
dc.identifier.none.fl_str_mv |
Suchetti, L., Foray, G., Tempesti, T. C., & Ferrayoli, C. (2024). An Alternative Pathway for the Synthesis of Glycerol Phenylbutyrate. ChemistrySelect, 9(4), e202304021. http://hdl.handle.net/11086/552607 2365-6549 https://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/slct.202304021 https://chemistry-europe.onlinelibrary.wiley.com/action/downloadSupplement?doi=10.1002%2Fslct.202304021&file=slct202304021-sup-0001-misc_information.pdf https://doi.org/10.1002/slct.202304021 |
identifier_str_mv |
Suchetti, L., Foray, G., Tempesti, T. C., & Ferrayoli, C. (2024). An Alternative Pathway for the Synthesis of Glycerol Phenylbutyrate. ChemistrySelect, 9(4), e202304021. 2365-6549 |
url |
http://hdl.handle.net/11086/552607 https://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/slct.202304021 https://chemistry-europe.onlinelibrary.wiley.com/action/downloadSupplement?doi=10.1002%2Fslct.202304021&file=slct202304021-sup-0001-misc_information.pdf https://doi.org/10.1002/slct.202304021 |
dc.language.none.fl_str_mv |
eng |
language |
eng |
dc.rights.none.fl_str_mv |
info:eu-repo/semantics/openAccess |
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openAccess |
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application/pdf |
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Repositorio Digital Universitario (UNC) - Universidad Nacional de Córdoba |
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