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Measurements of the solubilities of derivatized amino acids in supercritical carbon dioxide
Authors:Joerg Freitag  You Yokoyama  Hidetoshi Kuramochi  Katsuya Kawamoto  Kunio Nagahama  Satoru Kato
Affiliation:1. Department of Applied Chemistry, Tokyo Metropolitan University, 1-1, Minamiohsawa, Hachiohji 192-0397, Japan;2. Research Center for Material Cycles and Waste Management, National Institute for Environmental Studies, 16-2 Onogawa, Tsukuba, Ibaraki 305-8506, Japan;3. Tokyo Metropolitan College of Aeronautical Engineering, 8-52-1, Minamisenjyu, Arakawa-ku, Tokyo 116-8523, Japan
Abstract:The solubilities of phenylalanine and tyrosine in supercritical carbon dioxide (SCCO2) were measured after derivatization as the N-acetyl amino acid ethyl ester, N-carbobenzoxy amino acid and N-acetyl amino acid. Using an SCCO2 flow system, a measuring method of the saturated solubilities of the derivatized amino acids was established in which the contact height of the extraction cell, i.e. a packed column, is increased till the concentration of a derivatized amino acid at the exit of the cell reaches a plateau. The solubilities of N-acetyl phenylalanine ethyl ester (APEE) exceeded 0.001 mole fraction, which is higher than those of caffeine produced in industrial SCCO2 processes. A possible way of separating the amino acid mixtures using polarity differences in different amino acid side chains was demonstrated using the solubility data of the N-acetyl-amino acid ethyl esters in SCCO2, as the solubilities of APEE are higher than those of N-acetyl tyrosine ethyl ester by two orders of magnitude.
Keywords:Amino acid derivative   Supercritical carbon dioxide   Solubility   Flow system
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