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Peptide Bond Formation on the Surface of Activated Alumina: Peptide Chain Elongation

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Abstract

Reactions of the dipeptides (Gly2, Ala2) themselves and in combination with amino acids (AA) (glycine, alanine, valine, leucine, proline) and glycine oligopeptides (Gly3, Gly4, Gly5) on activated alumina surface were investigated. Reactions of glycine oligopeptides led to the formation of longer-chain oligomers up to Gly11. Combinations of Gly2 with other amino acids led to various reactions proceeding by different reaction mechanisms. In the reactions of Gly2 with AA, cyclic anhydride (cyc(Gly2)) formation was followed by AA addition and molecular rearrangement leading to the formation of Gly-Gly-AA tripeptides. In the reaction of Ala2 with glycine, this type of reaction apparently does not proceed readily, although very high yields of cyc(Ala2) are formed. The reactivities of the individual components are not always reflected in reactions of their mixtures.

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References

  1. J. H. Clark, Catalysis of Organic Reactions by Supported in Inorganic Reagents (John Wiley & Sons, New York, 1994).

    Google Scholar 

  2. J. D. Bernal, The Physical Basic of Life (Routledge and Kegan Paul, London, 1951).

    Google Scholar 

  3. M. Rao, D. G. Odom and J. Oro, J. Mol. Evol. 15 (1980) 317.

    Google Scholar 

  4. V. A. Basiuk, T. Y. Gromovoy, V. G. Golovaty and A. M. Glukhoy, Origins Life Evol. Biosphere 20 (1990) 483.

    Google Scholar 

  5. V. A. Basiuk, T. Y. Gromovoy, A. M. Glukhoy and V. G. Golovaty, Origins Life Evol. Biosphere 21 (1991) 129.

    Google Scholar 

  6. V. A. Basiuk, Origins Life Evol. Biosphere 22 (1992) 333.

    Google Scholar 

  7. J. Bujdak and B. M. Rode, React. Kinet. Catal. Lett. 62 (1997) 281.

    Google Scholar 

  8. J. Bujdak and B. M. Rode, J. Mol. Evol. 45 (1997) 457.

    Google Scholar 

  9. J. Bujdak and B. M. Rode, J. Inorg. Biochem. 90 (2002) 1.

    Google Scholar 

  10. J. Bujdak and B. M. Rode, Amino Acids 21 (2001) 281.

    Google Scholar 

  11. J. Bujdak and B. M. Rode, Origins Life Evol. Biosphere 29 (1999) 451.

    Google Scholar 

  12. V. A. Basiuk and J. Sainz-Rojas, Space Life Sciences: Life in the Solar System: Prebiotic Chemistry, Chirality and Space Biology 27 (2001) 225.

    Google Scholar 

  13. K. Sohlberg, S. J. Pennycook and S. T. Pantelides, J. Am. Chem. Soc. 121 (1999) 7493.

    Google Scholar 

  14. J. Bujdak, A. Eder, Y. Yongyai, K. Faybíkova and B. M. Rode, Origins Life Evol. Biosphere 25 (1995) 431.

    Google Scholar 

  15. J. Bujdak and B. M. Rode, J. Mol. Catal. A: Chem. 144 (1999) 129.

    Google Scholar 

  16. V. A. Basiuk, R. Navarro-Gonzales and E. V. Basiuk, Bioorg. Khim. 24 (1998) 842.

    Google Scholar 

  17. J. Douda and V. A. Basiuk J. Anal. Appl. Pyrol. 56 (2000) 113.

    Google Scholar 

  18. B. K. G. Theng, The Chemistry of Clay-organic reactions (John Wiley & Sons, New York, 1974).

    Google Scholar 

  19. O. Takaoka, Y. Yamagata and K. Inomata, Origins Life Evol. Biosphere 21 (1991) 113.

    Google Scholar 

  20. M. Nagayama, O. Takaoka, K. Inomata and Y. Yamagata, Origins Life Evol. Biosphere 20 (1990) 249.

    Google Scholar 

  21. M. G. Schwendinger and B. M. Rode, Inorg. Chim. Acta 186 (1991) 247.

    Google Scholar 

  22. B. M. Rode, Peptides 20 (1999) 773.

    Google Scholar 

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Bujdák, J., Rode, B. Peptide Bond Formation on the Surface of Activated Alumina: Peptide Chain Elongation. Catalysis Letters 91, 149–154 (2003). https://doi.org/10.1023/B:CATL.0000007148.33571.f7

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  • DOI: https://doi.org/10.1023/B:CATL.0000007148.33571.f7

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