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Swellographic Study of Peptide Resin Swelling Behavior during Solid Phase Peptide Synthesis

  • Bruce Merrifield Commemorative Issue
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Abstract

A representative array of peptide resin swelling data obtained using swellographic monitoring technique was analyzed to determine general tendencies in swelling volume dynamics in the course of Boc- and Fmoc-SPPS. Efficiency of the approach based on analyzing swelling volume changes (ΔV) as a function of nominal molecular weight change (ΔM) of the pendant peptide chain was demonstrated. The conclusion was made that a linear relationship between swelling volume and weight changes of peptide resin is a normal basic trend in line with results of early model studies carried out by Merrifield and coworkers. Excellent linear ΔV vs. ΔM correlations (r > 0.97) throughout SPPS for peptide resins swollen in DMF appeared to be typical of >60% of analyzed peptides and also are invariably observed for incorporation of the first four C-terminal amino acids and Boc-deprotected peptide resins swollen in 50% TFA-DCM. Formal theoretical interpretation of the observed regularities and anomalies of swelling volume dynamics and related solvation changes was made in terms of solvation numbers defined as a number of solvent molecules associated with a specific molecular segment of peptide-resin.

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Acknowledgments

Authors wish to thank Dr. Baru M.B. for translating swellographic monitoring concept into a working device. Valuable assistance in carrying out synthesis experiments of Drs. Mustaeva L.G., Rodionova L.N. and Shaloyko L.A. is gratefully acknowledged.

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Authors and Affiliations

  1. Laboratory of Peptide Chemistry, Branch of Shemyakin & Ovchinnikov Institute of Bioorganic Chemistry, RAS, 6 Science Avenue, Pushchino, Moscow Region, 142290, Russia

    Igor L. Rodionov, Irina A. Peshenko & Ludmila K. Baidakova

  2. Shemyakin & Ovchinnikov Institute of Bioorganic Chemistry, RAS, 16/10 Miklukho-Maklaya St., Moscow, 117997, Russia

    Vadim T. Ivanov

Authors
  1. Igor L. Rodionov
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  2. Irina A. Peshenko
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  3. Ludmila K. Baidakova
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  4. Vadim T. Ivanov
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Correspondence to Igor L. Rodionov.

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Rodionov, I.L., Peshenko, I.A., Baidakova, L.K. et al. Swellographic Study of Peptide Resin Swelling Behavior during Solid Phase Peptide Synthesis . Int J Pept Res Ther 13, 161–171 (2007). https://doi.org/10.1007/s10989-006-9061-0

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  • DOI: https://doi.org/10.1007/s10989-006-9061-0

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