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dc.contributor.author
Santana, Héctor
dc.contributor.author
Espinosa, Luis Ariel
dc.contributor.author
Sánchez, Aniel
dc.contributor.author
Bolaño Alvarez, Alain
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dc.contributor.author
Besada, Vladimir
dc.contributor.author
González, Luis Javier
dc.date.available
2022-08-23T17:23:12Z
dc.date.issued
2021-02-05
dc.identifier.citation
Santana, Héctor; Espinosa, Luis Ariel; Sánchez, Aniel; Bolaño Alvarez, Alain; Besada, Vladimir; et al.; Mass spectrometric and kinetics characterization of modified species of Growth Hormone Releasing Hexapeptide generated under thermal stress in different pH and buffers; Elsevier Science; Journal of Pharmaceutical and Biomedical Analysis; 194; 5-2-2021; 1-11
dc.identifier.issn
0731-7085
dc.identifier.uri
http://hdl.handle.net/11336/166361
dc.description.abstract
Growth Hormone Releasing Peptide-6 (GHRP-6) is a promising molecule (H-His1-D-Trp- Ala-Trp-D-Phe-Lys6-NH2) for the treatment of several diseases. Studies on the degradation pathways of this molecule under stressed conditions are needed to develop appropriate formulations. Degradation products (DPs) of GHRP-6, generated by heating in the dark at 60 °C with pH ranging from 3.0 to 8.0 and in presence of common buffers, were isolated by RP-HPLC and characterized by ESI-MS/MS. C-terminal deamidation of GHRP-6 was generated preferentially at pH 3.0 and 8.0. Hydrolysis and head-to-tail cyclization were favored at pH ranging from 6.0 to 7.0 in phosphate containing buffers. A DP with +12 Da molecular mass was presumably originated by the reaction with formaldehyde derived from some of the additives and/or elastomeric closures. Certain DPs derived from the acylation reaction of the tri- and di-carboxylic buffering species were favored at pH 3.0–6.0 and indicate that buffer components, including those “Generally Recognized as Safe”, may potentially introduce chemical modifications and product heterogeneity. Nano LC–MS/MS analysis revealed GHRP-6 was also detected as a low-abundance species with Trp oxidized to 5-hydroxy, kynurenine, and N-formylkynurenine. The kinetics for the formation of the major degradation products was also studied by RP-HPLC.
dc.format
application/pdf
dc.language.iso
eng
dc.publisher
Elsevier Science
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dc.rights
info:eu-repo/semantics/restrictedAccess
dc.rights.uri
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.subject
DEGRADATION PRODUCT(S)
dc.subject
DRUG-EXCIPIENT INTERACTION(S)
dc.subject
FORCED CONDITIONS
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KINETICS
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MASS SPECTROMETRY (MS)
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PEPTIDE(S)
dc.subject.classification
Farmacología y Farmacia
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dc.subject.classification
Medicina Básica
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dc.subject.classification
CIENCIAS MÉDICAS Y DE LA SALUD
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dc.title
Mass spectrometric and kinetics characterization of modified species of Growth Hormone Releasing Hexapeptide generated under thermal stress in different pH and buffers
dc.type
info:eu-repo/semantics/article
dc.type
info:ar-repo/semantics/artículo
dc.type
info:eu-repo/semantics/publishedVersion
dc.date.updated
2022-08-08T15:42:59Z
dc.journal.volume
194
dc.journal.pagination
1-11
dc.journal.pais
Países Bajos
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dc.journal.ciudad
Amsterdam
dc.description.fil
Fil: Santana, Héctor. Center For Genetic Engineering And Biotechnology Havana; Cuba
dc.description.fil
Fil: Espinosa, Luis Ariel. Center For Genetic Engineering And Biotechnology Havana; Cuba
dc.description.fil
Fil: Sánchez, Aniel. Center For Genetic Engineering And Biotechnology Havana; Cuba
dc.description.fil
Fil: Bolaño Alvarez, Alain. Center For Genetic Engineering And Biotechnology Havana; Cuba. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Centro de Investigaciones en Química Biológica de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Centro de Investigaciones en Química Biológica de Córdoba; Argentina
dc.description.fil
Fil: Besada, Vladimir. Center For Genetic Engineering And Biotechnology Havana; Cuba
dc.description.fil
Fil: González, Luis Javier. Center For Genetic Engineering And Biotechnology Havana; Cuba
dc.journal.title
Journal of Pharmaceutical and Biomedical Analysis
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dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/doi/http://dx.doi.org/10.1016/j.jpba.2020.113776
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0731708520316629
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