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Resolution of dl-amino acids on a native cellulose column and a plausible mechanism for their resolution★

✍ Scribed by S. Yuasa; T. Fukuhara; M. Isoyama; M. Tanaka; A. Shimada

Publisher
John Wiley and Sons
Year
1997
Tongue
English
Weight
110 KB
Volume
11
Category
Article
ISSN
0269-3879

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✦ Synopsis

We have studied the resolution of DL-amino acids on a native cellulose column. All the DL-amino acids related to protein and their 16 DNP-DL-amino acids were separated. The resolution capability depends mainly upon the bulkiness of the side group attached to the ␣-carbon, but also on structural and functional interaction of amino acid with cellulose. We propose a plausible resolution mechanism that is thought to be governed by a so-called key and lock relation between an amino acid and cellulose. Then, the affinity of each enantiomer for cellulose was calculated based on the resolution factor, which was known to be some 10 Ϫ 2 -10 Ϫ 3 eV.

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## Abstract A variety of amino acids were enantioresolved on a vancomycin bonded chiral phase using the polar‐organic mobile phases after their pre‐column derivatization with electrophilic reagents in alkaline medium. The resolution was highly dependent on the analyte's structure and was enhanced a