Synthesis of a Biologically Active Triazole-Containing Analogue of Cystatin A Through Successive Peptidomimetic Alkyne-Azide Ligations

“Click” protein: CuI‐catalyzed cycloaddition of azides and terminal alkynes has been applied to the successive ligations of three unprotected peptide fragments. Peptidomimetic triazole ligation (PTL, see scheme) as a new method for the chemical production of bioactive proteins is applied for the syn...

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Veröffentlicht in:	Angewandte Chemie International Edition 2012-01, Vol.51 (3), p.718-722
Hauptverfasser:	Valverde, Ibai E., Lecaille, Fabien, Lalmanach, Gilles, Aucagne, Vincent, Delmas, Agnès F.
Format:	Artikel
Sprache:	eng
Schlagworte:	Alkynes Alkynes - chemistry Amino Acid Sequence Azides Azides - chemistry Biochemistry, Molecular Biology Cathepsins Cathepsins - antagonists & inhibitors Cell Line, Tumor Click Chemistry Click Chemistry - methods Cyclization Cystatin A Cystatin A - chemical synthesis Cystatin A - chemistry Cystatin A - pharmacology Humans Life Sciences Molecular Sequence Data Neoplasm Invasiveness Neoplasm Invasiveness - prevention & control Peptidomimetics Peptidomimetics - chemistry proteases proteins synthetic methods Triazoles Triazoles - chemical synthesis Triazoles - chemistry
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Beschreibung
Zusammenfassung:	“Click” protein: CuI‐catalyzed cycloaddition of azides and terminal alkynes has been applied to the successive ligations of three unprotected peptide fragments. Peptidomimetic triazole ligation (PTL, see scheme) as a new method for the chemical production of bioactive proteins is applied for the synthesis of a triazole‐containing analogue of the 97 amino acid protein cystatin A.
ISSN:	1433-7851 1521-3773
DOI:	10.1002/anie.201107222