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In a previous contribution, entitled “First Steps for the Direct Purification of L-Leu-L-Leu Dipeptide through Cocrystallisation”, we reported and evidenced cocrystallisation as a route to purify freshly synthesised TFA-contaminated Leu-Leu peptides. In this contribution ternary and quaternary crystal forms, isolated as transient phases to the previously reported pure cocrystals, are presented. This contribution and the one previously reported present the outcomes of large cocrystallisation screening undertaken on the L-Leu-L-Leu Dipeptide; where a competing range of multiple crystal forms from target co-crystal to TFA salt are accessible. As a key point for this contribution we report the isolation of transient phases that consist of Leu-Leu peptide (both with amidic and carboxylic C-terminals) either with pyridazine, 1H-pyrazole, pyridine N-oxide or pyrazine plus TFA, or solvent alcohol or water with TFA. Such a diversity of multicomponent phases add further to the understanding of the differential crystallisation process established when cocrystallisation is used to purify the crude synthesised peptide product contaminated with TFA. A description of the overall packing landscape was undertaken from a crystal engineering point of view to illustrate how the presence of trifluoroacetate anions, strong hydrogen bond acceptors, affect the crystal packing. Typically, the Leu-Leu peptide forms a multi-layered structure with guest in cavities between the layers; however, alternative novel arrangements were also seen. The structures are part of a wide-landscape of possible complexes that are difficult to isolate as they often represent transient phases that are hard to reproduce. Nevertheless, the reported phases give further insight into the purification through cocrystallisation pathway and, critically, help to understand the interplay between crystal growth and the packing landscape.

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Autor(es)

Blagden, Nicholas -  Singh, Ishwar -  Nauha, Elisa - 

Id.: 71510626

Idioma: inglés  - 

Versión: 1.0

Estado: Final

Tipo:  application/pdf - 

Palabras claveF130 Structural Chemistry - 

Tipo de recurso: Article  -  PeerReviewed  - 

Tipo de Interactividad: Expositivo

Nivel de Interactividad: muy bajo

Audiencia: Estudiante  -  Profesor  -  Autor  - 

Estructura: Atomic

Coste: no

Copyright: sí

Formatos:  application/pdf - 

Requerimientos técnicos:  Browser: Any - 

Relación: [References] http://eprints.lincoln.ac.uk/32581/
[References] https://pubs.acs.org/doi/10.1021/acs.cgd.8b00665
[References] 10.1021/acs.cgd.8b00665

Fecha de contribución: 06-jul-2018

Contacto:

Localización:
* Blagden, Nicholas and Singh, Ishwar and Nauha, Elisa (2018) The impact of trifluoroacetic acid on peptide cocrystallisation: multicomponent crystals of L-Leu-L-Leu dipeptides. Crystal Growth & Design . ISSN 1528-7483

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