By Priv.-Doz. Dr. Christian Birr (auth.)
This ebook used to be written within the context of the day-by-day disagreement with difficulties within the usage of polymeric helps for the synthesis of pep tides. as a result, perspectives and reports which generally aren't pointed out in medical journals are amassed in those pages. the writer has intentionally mentioned intimately the potential impact of the polymer part at the various response stipulations within the Merrifield synthesis; this element is missed in so much courses facing peptide synthesis. although, in view of the becoming physique of knowledge at the chemistry of polymer-supported peptide syntheses, the overseas readership may still regard the author's arguments as open to dialogue. i'm greatly indebted to all of my colleagues with whom i've got had the chance to cooperate in learning the opportunity of the Merrifield synthesis. mainly i love to precise my gratitude to my instructor, Professor Dr. Theodor Wieland, Heidelberg, for his boundless encouragement and help in my ef forts within the box of peptide synthesis, really in its polymer part certain model. final yet now not at the very least I desire to thank pass over Hildegard Leyden. With in finite endurance and nice accuracy she typed the manuscript as well as her day-by-day tasks. The paintings which encouraged this publication used to be played below the auspices of the Max-Planck-Gesellschaft, of which the monetary aid is gratefully ac knowledged.
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Additional info for Aspects of the Merrifield Peptide Synthesis
24). The final glycol contains three functional sites of different reactivity. polystyrene. With the amino function in its protected form the primary glycolic site can simply be esterified by N-protected amino acids prior to the attachment of the spacer onto the polymeric phase. The tertiary alcoholic group is not subjected to esterification because of its sterical hindrance. In this way, the esterification of an amino acid as well as the complete transformation of reactive functions, can be controlled by conventional analysis, independent from reaction conditions on polymeric phase.
35 N Hel in dimethylsulfoxide/dichloromethane (1: 1) was employed  to deal with the problem of different solvations. In another example, mercaptoethane sulfonic acid  was utilized in diluted solution to deprotect N-terminal Boc-tryptophane without harming the indole moiety. These aspects clearly indicate that deprotections on polymer phase never should be considered standardized reactions which can be simply programmed in a uniform manner . From the author's point of view we can only meet this problem by continuous recording of each deprotection reaction, to monitor its completion and to gather additional information on the solvation behavior of the growing peptide on polymer.
Quantitative removal of the Delz-group in the first reaction period is indicated during repetition by a constant zero line on the recording. In several cases, because of the shape of the kinetic curve we were able to detect not only extended reaction times, but even incomplete removal of the protective group in the first reaction period which clearly indicated alterations in the solvation properties of the peptide-on-polymer and the necessity for repetition of the process. The quantitative determination of the Ddz-fission product is performed spectroscopically in the filtrates collected during deprotection.