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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Journal ArticleDOI
Solid phase peptide synthesis utilizing 9‐fluorenylmethoxycarbonyl amino acids
Gregg B. Fields,Richard L. Noble +1 more
TL;DR: The great variety of conditions under which Fmoc solid phase peptide synthesis may be carried out represents a truly "orthogonal" scheme, and thus offers many unique opportunities for bioorganic chemistry.
Journal ArticleDOI
Amide bond formation: beyond the myth of coupling reagents
Eric Valeur,Mark Bradley +1 more
TL;DR: This critical review is focussed on the most recently developed coupling reagents with particular attention paid to the pros and cons of the plethora of "acronym" based reagents.
Journal ArticleDOI
General method for rapid synthesis of multicomponent peptide mixtures.
TL;DR: A method is suggested for the synthesis of multicomponent peptide mixtures with main point of modification that before every coupling cycle the resin is divided into equal parts and each portion is coupled with a different amino acid.
Journal ArticleDOI
New coupling reagents in peptide chemistry
TL;DR: A general synthetic procedure for new derivatives of different N-hydroxy compounds has been developed and these either act as excellent activating reagents causing low racemization during condensation of peptide segments or are useful tools for the formation of active esters suitable for couplings in mixed aqueous / organic media, respectively.
Journal ArticleDOI
An Elicitor of Plant Volatiles from Beet Armyworm Oral Secretion
Hans T. Alborn,Ted C. J. Turlings,Ted C. J. Turlings,Ted C. J. Turlings,T. H. Jones,T. H. Jones,T. H. Jones,G. Stenhagen,G. Stenhagen,G. Stenhagen,John H. Loughrin,John H. Loughrin,John H. Loughrin,James H. Tumlinson,James H. Tumlinson,James H. Tumlinson +15 more
TL;DR: The compound N -(17-hydroxylinolenoyl)-l-glutamine (named here volicitin) was isolated from oral secretions of beet armyworm caterpillars and induced the seedlings to emit volatile compounds that attract parasitic wasps and natural enemies of the herbivores.
References
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Journal ArticleDOI
The Isomeric Dipeptides of Valine Including a Correction1
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Synthese und biologische Aktivität von geschützten Polypeptidsequenzen des β‐Melanophoren‐stimulierenden Hormons (β‐MSH) des Rindes. Vorläufige Mitteilung
TL;DR: In this paper, the synthesis of β-MSH (I) carrying protecting groups on Nα (carbobenzoxy-), Ne (tosyl-), β-COOH (Asp1 with β-CONH2, Asp18 with β -COOCH3), γ-COPH (Glu8 with γ -CONH 2), and α-COCOH(Asp18with β-COCH3) was described.
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Derivatives of amino-acids and peptides IV: The synthesis of peptides by means of ethoxyethyne†
TL;DR: For the preparation of higher peptides it is preferable to add the amino component not as hydrochloride but as free ester, because otherwise partial racemisation may occur.
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Activated cyclic derivatives of amino acids
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Peptidsynthesen mit Inaminen
TL;DR: In this article, nach dem gaschromatographischen Racemisierungstest mit tert.-Butyl-Butylathinyl-dimethylamin, tert.-butyl-butylathyl-diathylamin and Athylath-yl-thyl-diamid ist bei Inaminen vorteilhaft, das die gebildeten Saureamide in Petrolather loslich sind.