Summary
Equilibrium constants (K) and free energies (−ΔG) of amino acid adsorption on silica in a neutral aqueous medium were calculated from the retention values measured by means of high-performance liquid chromatography on a silica gel column. For most amino acids (with the exception of proline) −ΔG values were negative andK < 1, thus showing very low adsorption. Influence of the structure of theα-substituent on adsorbability is analyzed. A linear dependence of −ΔG on the number of aliphatic carbon atoms was shown for the series: glycine-alanine-valine-leucine-isoleucine.
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Abbreviations
- Gly:
-
glycine
- Ala:
-
alanine
- Pro:
-
proline
- Val:
-
valine
- Ile:
-
isoleucine
- Leu:
-
leucine
- Ser:
-
serine
- Thr:
-
threonine
- Cys:
-
cysteine
- Asn:
-
asparagine
- Gln:
-
glutamine
- Asp:
-
aspartic acid
- Glu:
-
glutamic acid
- Met:
-
methionine
- His:
-
histidine
- Phe:
-
phenylalanine
- Tyr:
-
tyrosine
- DOPA:
-
3,4-dioxyphenylalanine
- Trp:
-
tryptophan
References
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Greenland DJ, Laby RH, Quirk JP (1965b) Adsorption of amino acids and peptides by montmorillonite and illite. Part 2. Physical adsorption. Trans Faraday Soc 61: 2024–2035
Karger B (1971) Interrelation of theory and practice in high-speed liquid chromatography. In: Kirkland JJ (ed) Modern practice of liquid chromatography. John Wiley & Sons, New York
Pochapsky TC, Gopen Q (1992) A chromatographic approach to the determination of relative free energies of interaction between hydrophobic and amphiphilic amino acid side chains. Protein Sci 1: 786–795
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Basiuk, V.A., Gromovoy, T.Y. Free energies of amino acid adsorption on silica in neutral aqueous medium as estimated from high-performance liquid-chromatographic retention data. Amino Acids 7, 305–309 (1994). https://doi.org/10.1007/BF00807705
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DOI: https://doi.org/10.1007/BF00807705