First steps for the direct purification of L-Leu-L-Leu dipeptide through co-crystallisation

Lucaioli, Paolo and Nauha, Elisa and Singh, Ishwar and Blagden, Nicholas (2018) First steps for the direct purification of L-Leu-L-Leu dipeptide through co-crystallisation. Crystal Growth & Design, 18 (2). pp. 1062-1069. ISSN 1528-7483

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Abstract

Trifluoroacetate salt contamination of peptides represents a challenging issue related to solid phase peptide synthesis and purification because it affects the chemical and biological properties of peptides. Purification of such materials is typically performed through a two-step post-synthetic procedure based on chromatography followed by ion exchange. For the first time, co-crystallization is presented in this study as a possible alternative and advantageous single-step method for the obtaining of TFA-free crystals of a dipeptide. A trifluoroacetate-contaminated L-Leu-L-Leu dipeptide has been used for co-crystallization experiments along with different solid coformers. New multicomponent crystals containing only the title compound and the second co-crystal formers are described in this work. Such results represent a novelty in the field of peptide chemistry and a valid proof for the use of crystal engineering-based method for a combined purification and crystallization strategy.

Keywords:Crystallisation, Synthesis
Subjects:F Physical Sciences > F151 Pharmaceutical Chemistry
B Subjects allied to Medicine > B200 Pharmacology, Toxicology and Pharmacy
Divisions:College of Science > School of Pharmacy
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ID Code:30275
Deposited On:01 Jan 2018 20:34

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