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Journal ArticleDOI

Eine neue Methode zur Synthese von Peptiden: Aktivierung der Carboxylgruppe mit Dicyclohexylcarbodiimid unter Zusatz von 1‐Hydroxy‐benzotriazolen

Wolfgang König, +1 more
- 01 Mar 1970 - 
- Vol. 103, Iss: 3, pp 788-798
TLDR
In this article, the authors show that 1-Hydroxy-benzotriazol and 1-hydroxy-acetyl carbodiimid-methode eignen sich als Zusatze bei der Dicyclohexylcarbodiimids-Methode zur Synthese von Peptiden, verhindern die N-Acyl-harnstoffbildung and fuhren in hoher Ausbeute.
Abstract
1-Hydroxy-benzotriazol sowie verschiedene kernsubstituierte 1-Hydroxy-benzotriazole eignen sich als Zusatze bei der Dicyclohexylcarbodiimid-Methode zur Synthese von Peptiden. Ihr Einflus auf die Racemisierung bei Peptidsynthesen wurde unter Anwendung des gaschromatographischen Racemisierungstests von Weygand u. Mitarbb.2) untersucht. Die neuen Zusatze senken die Racemisierung, verhindern die N-Acyl-harnstoffbildung und fuhren in hoher Ausbeute zu sehr reinen Peptiden.

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Nonapeptide Analogues Containing (R)-3-Hydroxybutanoate and β-Homoalanine Oligomers: Synthesis and Binding Affinity to a Class I Major Histocompatibility Complex Protein

TL;DR: It is demonstrated that beta-amino acids can be incorporated in the sequence of viral T-cell epitopes without impairing MHC binding, which opens the door to the rational design of peptide-based vaccines and of nonnatural T-cells receptor antagonists aimed at blocking peptidic-specific T- cell responses in MHC-associated autoimmune diseases.
Journal ArticleDOI

Total synthesis of deglyco-bleomycin A2

TL;DR: Deglyco-bleomycin A2, the aglycon of bleomycin, has been synthesized for the first time in this paper, and it is shown that it can be used to synthesize degreco-Bleomycin.
Journal ArticleDOI

Preparation of N-hydroxyazoles by oxidation of azoles

TL;DR: In this article, Azoles without N-substituents are oxidized with per-acids or perborate to the corresponding N-hydroxy substituted azoles.
Journal ArticleDOI

Vitamin K-dependent carboxylation. Study of the hydrogen abstraction stereochemistry with gamma-fluoroglutamic acid-containing peptides.

TL;DR: Results reveal that the enzymatic hydrogen abstraction step is stereospecific and corresponds, in the gamma-fluoroglutamate case, to the elimination of the hydrogen equivalent to the pro-S hydrogen of glutamic acid.
Journal ArticleDOI

4‐(Dimethylamino)pyridine N‐oxide (DMAPO): An Effective Nucleophilic Catalyst in the Peptide Coupling Reaction with 2‐Methyl‐6‐nitrobenzoic Anhydride

TL;DR: Various carboxamides or peptides were synthesized from the corresponding carboxylic acids and amines or alpha-amino acids in high yields by the catalysis of 4-(dimethylamino)pyridine N-oxide (DMAPO) with 2-methyl-6-nitrobenzoic anhydride (MNBA).
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