Journal ArticleDOI
Eine neue Methode zur Synthese von Peptiden: Aktivierung der Carboxylgruppe mit Dicyclohexylcarbodiimid unter Zusatz von 1‐Hydroxy‐benzotriazolen
Wolfgang König,Rolf Geiger +1 more
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.read more
Citations
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Synthesis of 3,5-dihydroxyphenylglycine derivatives and the C-terminal dipeptide of vancomycin
TL;DR: In this article, a synthesis of the optically pure protected C-terminal dipeptide of vancomycin is presented, which is suitable for incorporation into linear peptides.
Journal ArticleDOI
Facile SPS of peptides having C‐terminal Asn and Gln*
TL;DR: A very simple and effective method for the preparation of peptides terminating in asparagine or glutamine is described, which involves quantitative attachment of Fmoc-Asp-OtBu or F moc-Glu-OTBu via their side-chain carboxyl group to a resin functionalized with the authors' TMBPA linker for peptide amides.
Journal ArticleDOI
Racemization at proline residues during peptide bond formation : A study of diastereomeric mixtures of synthetic alamethicin fragments by 270 MHz 1H NMR
R. Nagaraj,Padmanabhan Balaram +1 more
TL;DR: The stepwise synthesis of amino terminal pentapeptide of alamethicin by the dicyclohexylcarbodiimide mediated couplings leads to extensive racemization at the Ala and Pro residues, of particular relevance in view of the reported lack of inversion at C-terminal Pro on carboxyl activation.
Journal ArticleDOI
Separation of amino acid enantiomers by gas chromatography with an optically active stationary phase (N-TFA-L-valyl-L-leucine cyclohexyl ester)
W. Parr,P. Y. Howard +1 more
TL;DR: In this paper, the resolution of amino acid enantiomers by gas chromatography on optically active stationary phases has been explained by the formation of hydrogen bonded diastereomeric association complexes.
Journal ArticleDOI
Syntheses of dendritic branches based on L-lysine: is the stereochemistry preserved throughout the synthesis?
TL;DR: It was observed that the preservation of stereochemistry in the dendritic peptide was dependent on the method of synthesis, with divergent methodology being preferred.
References
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Journal ArticleDOI
The Use of Esters of N-Hydroxysuccinimide in Peptide Synthesis
Journal ArticleDOI
t-Butyl Esters of Amino Acids and Peptides and their Use in Peptide Synthesis1
Journal ArticleDOI
Zur Synthese des Glucagons, X. Darstellung der Sequenz 22–29
Erich Wünsch,Fritz Drees +1 more
TL;DR: In this paper, the geschutzte Teilsequenz 22-29 des Glucagons, wird auf zwei verschiedenen Wegen synthetisiert.