Download Aspects of the Merrifield Peptide Synthesis by Priv.-Doz. Dr. Christian Birr (auth.) PDF

By Priv.-Doz. Dr. Christian Birr (auth.)

This booklet was once written within the context of the day-by-day war of words with difficulties within the usage of polymeric helps for the synthesis of pep tides. accordingly, perspectives and stories which typically should not pointed out in medical journals are accumulated in those pages. the writer has intentionally mentioned intimately the prospective effect of the polymer section at the various response stipulations within the Merrifield synthesis; this point is ignored in so much guides facing peptide synthesis. despite the fact that, in view of the becoming physique of knowledge at the chemistry of polymer-supported peptide syntheses, the foreign readership should still regard the author's arguments as open to dialogue. i'm a great deal indebted to all of my colleagues with whom i've got had the chance to cooperate in learning the potential for the Merrifield synthesis. in particular i love to precise my gratitude to my instructor, Professor Dr. Theodor Wieland, Heidelberg, for his boundless encouragement and aid in my ef­ forts within the box of peptide synthesis, quite in its polymer section sure model. final yet no longer not less than I desire to thank leave out Hildegard Leyden. With in­ finite endurance and nice accuracy she typed the manuscript as well as her day-by-day tasks. The paintings which inspired this ebook was once played less than the auspices of the Max-Planck-Gesellschaft, of which the monetary help is gratefully ac­ knowledged.

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Butoxycarbonyl-{3-alanyl-N'-acryloylhexamethylenediamine (Fig. 27). By the third component, functional groups are introduced into the gel polymer. butyloxycarbonyl protecting group the primary amino functions of the {3-alanyl residues incorporated are liberated to form the anchor sites suitable to start a peptide synthesis or to react with further spacer molecules. Besides the advantageous solvation property of this type of polymer support, the great flexibility of the monomeric system to introduce a variety of functional moieties again punctuates the potential of this idea deviating from the polystyrene concept.

The Ddz group can be cleaved completely from peptides bound to solvated gel phases within 15 minutes by 5% trifluoroacetic acid in dichloromethane; in solution the deprotection is completed within 8 minutes. Thus Ddz fulfills the demand for selective cleavage without harming tert. butyl protected side functions in the form of esters and ethers. , to the polymer support, are completely stable under Ddz fission condition. Ddz-amino acids are stable against autoacidolysis in solid form and in solution as well.

31). Since, however, these problems are mainly encountered with the monitoring of deprotection reactions on gel phase syntheses, we shall discuss them in more detail in Sect. 4. 34 The Polymer Support, Its Choice, Properties, and Preparation Fig. 31. Analytical color reactions to determine qualitatively the amount of amino functions in polymer phase f) In our hands a very simple, accurate, quick, and nondestructive test on the amount of amino acids or pep tides bound to a support can be performed with the whole batch of polymer on-line in a starting gel phase synthesis, using the amino functions protecting group a,a-dimethyl-3,5-dimethoxybenzyloxycarbonyl (Ddz) [93,94] (Fig.

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