A New Approach to Chiral Enrichment by Exposure of Racemates of Amino Acids to Sonochemically‐Prepared BSA Microspheres. Issue 27 (21st September 2017)

• Record Type: Journal Article
• Authors: Kumar, Vijay Bhooshan; Steinberg, Yael; Porat, Ze'ev; Nassir, Molhm; Saady, Abed; Hassner, Alfred; Gedanken, Aharon
• Is Part Of: ChemistrySelect. Volume 2:Issue 27(2017)
• Page Start: 8234
• Page End: 8238
• Publication Date: 2017-09-21
• Subjects: BSA microspheres -- chiral enrichment -- DL amino acids -- sonochemistry; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.201701525
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: This preliminary study describes a one‐step sonochemical formation of Bovine Serum Albumin (BSA ) microspheres and theirchiral interaction with several amino acids. Partial separation between enantiomers of various amino acids was accomplished by the interaction of these microspheres with solutions of racemic amino acids. The highest rate of enantiomeric enrichment was attained for D, L‐cysteine, where 59% enantiomeric excess ( ee ) of the L‐cysteine was measured. This indicates the preferrential interaction of theBSA microspheres with the D‐enantiomer of cystein. Nochiral activity was observed for unsonicatedBSA molecules. All other D, L‐amino acids that were examined provided enrichment of the D‐enantiomer albeit in lower ee values. D, L‐cysteine interacted with theBSA microspheres leading to L‐enantioselective enrichment up to 59 % ee at room tempertaure and 72% at 5 °C.Chiral enrichment was also carried out succesfully with other protein microspheres such as Avidin microspheres. In this case up to 41 % ee was acheived on interaction with DL‐phenylalanine. Our simple and facile method opens a new window for enantiomeric separation of racemic compounds. Abstract : This works described the one‐step sonochemical formation of BSA (Bovine serum albumin) microspheres and examined the possibility of enantioselective interaction between BSA microspheres and aqueous solutions of racemic mixture of amino acids.