Biological dosage forms: the application of crystal engineering

Lucaiolo, Paolo (2019) Biological dosage forms: the application of crystal engineering. PhD thesis, University of Lincoln.

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Biological dosage forms: the application of crystal engineering
PhD Thesis
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Item Type:Thesis (PhD)
Item Status:Live Archive

Abstract

This thesis describes the novel multicomponent crystals obtained through a cocrystallisation
screening with L-Leucine peptides synthesised through Solid Phase Peptide Synthesis. The
aim of the project was to investigate the ability of short hydrophobic peptides to generate
crystalline systems with a wide range of coformers, and to study the intermolecular
interactions involved in such structures. In this sense, the Cambridge Structural Database
and literature show a lack of systematic studies. Moreover, the peptides used for this project
did not undergo the typical purification stage to remove the trifluoroacetate (TFA)
contamination deriving from the cleavage steps. This process is routinely performed through
chromatography and ion exchange reaction, inevitably leading to consistent loss in peptide
yields. For the first time, crystal engineering concepts have been used as a proof of concept
for an alternative method of purification, exploiting the differential crystallisation pathways
established during the crystallisation.
The structures described in the present work are part of a wide landscape of outcomes with
different composition and framework features. Both TFA-free and TFA-contaminated
multicomponent crystals are herein analysed and described, in a first attempt to study the
impact of the contaminating agent on the crystallisation process of non-purified freshly
synthesised peptide.
Several unexpected crystallisation products are included to show the complexity and
unpredictable behaviour of the various species involved in the cocrystallisation process.

Keywords:crystal engineering, Cocrystals, crystallisation, crystalline systems
Subjects:B Subjects allied to Medicine > B230 Pharmacy
Divisions:College of Science > School of Pharmacy
ID Code:48498
Deposited On:09 Mar 2022 10:15

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