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Lipophilicity determination of some fully protected peptides and amino acids

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Summary

The lipophilicity of 21 fully protected peptides and amino acids was determined by reversed-phase thin-layer chromatography. The RM values decreased linearly with growing methanol concentration of the eluent. The sequence and conformation of molecular substructures did not significantly influence the lipophilicity. The presence of salt and ammonia in the eluent had a negligible impact on retention; the effect of the pH value was also low. In the presence of 1M and 2M acetic acid the retention of each compound considerably decreased. Acetic acid also changed markedly the selectivity. Our data suggest that the acetic acid has a preponderant role in changing the retention and selectivity of fully protected peptides and amino acids in reversedphase thin-layer chromatography.

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Abbreviations

a:

intercept

b:

slope

r:

correlation coefficient

sb :

standard deviation of the slope

F:

calculated value of the F test

F99.9% :

tabulated value of F corresponding to 99.9% significance level

t:

calculated value of the t test

t95%, 99%, 99.9% :

tabulated value of t corresponding to 95%, 99%, 99.9% significance level

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Authors and Affiliations

  1. Plant Protection Institute of Hungarian Academy of Sciences, Herman Otto ut 15., 1022, Budapest, Hungary

    T. Cserháti & B. Bordás

  2. Chinoin Pharmaceutical and Chemical Works, Budapest, Hungary

    G. Ösapay

Authors
  1. T. Cserháti
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  2. B. Bordás
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  3. G. Ösapay
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Cserháti, T., Bordás, B. & Ösapay, G. Lipophilicity determination of some fully protected peptides and amino acids. Chromatographia 23, 184–188 (1987). https://doi.org/10.1007/BF02311477

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  • DOI: https://doi.org/10.1007/BF02311477

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