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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Development of a Method for the Solid-Phase Peptide Synthesis in Water
TL;DR: Development of several types of water-soluble protected amino acids and their application to the SPPS in water, and a novel technology that uses water-dispersibleprotected amino acids for in-water peptide synthesis are described.
Journal ArticleDOI
Peptide Synthesis in Water IV. Preparation of N-Ethanesulfonylethoxycarbonyl (Esc) Amino Acids and Their Application to Solid Phase Peptide Synthesis
Keiko Hojo,Mitsuko Maeda,Timothy J. Smith,Eriko Kita,Fumie Yamaguchi,Sachiko Yamamoto,Koichi Kawasaki +6 more
TL;DR: A new N-protecting group, ethanesulfonylethyl-4-nitrophenyl carbonate (Esc), was designed to perform peptide synthesis in both aqueous and organic solvents and was successfully synthesized on a poly(ethylene glycol)-grafted polystyrene resin.
Journal ArticleDOI
Studies on racemization associated with the use of benzotriazol‐1‐yl‐tris (dimethylamino)phosphonium hexafluorophosphate (BOP)
TL;DR: The influence of the amount and nature of the necessary tertiary amine on racemization attending the BOP-mediated coupling of N-benzyloxycarbonylglycyl-dipeptides has been examined by determining the epimeric products by high-performance liquid chromatography.
Journal ArticleDOI
Convergent solid phase peptide synthesis. v. synthesis of the 1-4, 32-34, and 53-59 protected segments of the toxin ii of androctonus australis hector.
Fernando Albericio,Ernesto Nicolás,J. Josa,Anna Grandas,Enrique Pedroso,Ernest Giralt,Claude Granier,J. Van Rietschoten +7 more
TL;DR: In this article, two protected peptide segments corresponding to the sequence 32-34 and 53-59 of toxin II of the north African scorpion Androctonus australis Hector have been synthesized on a photolabile Nbb-resin using the TFA-labile Boc α-amino protection and HF-labeled side chain protecting groups.
Journal ArticleDOI
Synthesis, Enzymic Degradation, Lipophilic Properties, and Biological Activity of [D-Alanine2, t-butylglycine5]enkephalin Amide†
TL;DR: A new enkephalin analogue, H · Tyr-D-Ala-Gly-Phe-Bug · NH2 was synthesized which is pharmacologically active in two in vitro assays and strongly resistant against a number of enzymes in vitro.
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.