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Removal of acidic or basic α-amino acids in water by poorly water soluble scandium complexes.

The Journal of organic chemistry (2012-10-12)
Nobuyuki Hayashi, Shigeki Jin, Tomomi Ujihara
RÉSUMÉ

To recognize α-amino acids with highly polar side chains in water, poorly water soluble scandium complexes with both Lewis acidic and basic portions were synthesized as artificial receptors. A suspension of some of these receptor molecules in an α-amino acid solution could remove acidic and basic α-amino acids from the solution. The compound most efficient at preferentially removing basic α-amino acids (arginine, histidine, and lysine) was the receptor with 7,7'-[1,3-phenylenebis(carbonylimino)]bis(2-naphthalenesulfonate) as the ligand. The neutral α-amino acids were barely removed by these receptors. Removal experiments using a mixed amino acid solution generally gave results similar to those obtained using solutions containing a single amino acid. The results demonstrated that the scandium complex receptors were useful for binding acidic and basic α-amino acids.

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Sigma-Aldrich
4-Amino-1-naphthalenesulfonic acid sodium salt hydrate, technical