Effect of additives on the preferential crystallization of L-asparagine monohydrate
Kongsamai, Peetikamol and Maneedaeng, Atthaphon and Flood, Chalongsri and ter Horst, Joop H. and Flood, Adrian E. (2017) Effect of additives on the preferential crystallization of L-asparagine monohydrate. European Physical Journal: Special Topics, 226 (5). pp. 823-835. ISSN 1951-6355 (https://doi.org/10.1140/epjst/e2016-60257-3)
Preview |
Text.
Filename: Kongsamai_etal_EPJ_ST_2017_Effect_of_additives_on_the_preferential_crystallization_of_L_asparagine_monohydrate.pdf
Accepted Author Manuscript Download (1MB)| Preview |
Abstract
Preferential Crystallization (PC) is a popular process to separate enantiomers, however the nucleation and growth of the counter enantiomer during the process can compromise the enantiopurity of the final crystalline product. This research investigates the use of additives to inhibit the nucleation and growth of the counter enantiomer. In this study, we use L-asparagine monohydrate (L-Asn·H2O) as the preferred enantiomer in crystallization from DL-Asn·H2O solutions. Additives include both pure enantiomers of several related amino acid species. This allows investigation of differences in inhibition caused by additives that are of the same chirality and different chirality as the preferred enantiomer. The additives had no discernible effect on the solubility but had a small effect on the metastable limit, with additives tending to slightly widen the metastable zone but also make the zone widths more disperse. D-additives have a small effect on the growth rate of L-Asn·H2O but L-Asp and L-Glu strongly inhibit the growth rate of L-Asn·H2O in DL-Asn·H2O solution; there must also be a corresponding effect for D-Asp and D-Glu on D-Asn·H2O. Indeed, PC experiments showed that in order to obtain L-Asn·H2O from a PC while preventing the formation of D-Asn·H2O, D-Asp and D-Glu are suitable additives, leading to high yield and purity of pure L-Asn·H2O.
ORCID iDs
Kongsamai, Peetikamol, Maneedaeng, Atthaphon, Flood, Chalongsri, ter Horst, Joop H. ORCID: https://orcid.org/0000-0003-0118-2160 and Flood, Adrian E.;-
-
Item type: Article ID code: 60632 Dates: DateEvent18 April 2017Published18 April 2017Published Online21 December 2016AcceptedNotes: The final publication is available at Springer via http://dx.doi.org/10.1140/epjst/e2016-60257-3 Subjects: Science > Chemistry Department: Faculty of Science > Strathclyde Institute of Pharmacy and Biomedical Sciences Depositing user: Pure Administrator Date deposited: 08 May 2017 09:30 Last modified: 05 Dec 2024 01:13 Related URLs: URI: https://strathprints.strath.ac.uk/id/eprint/60632