1,2,3‐Triazole als Mimetika der Amid‐Bindung: Ein Triazol‐Scan führt zu Protease‐resistenten Peptidmimetika für das Tumor‐Targeting

Abstract

Die Triazol‐Einheit macht den Unterschied: Der Ersatz von Amidbindungen durch isostere 1,4‐disubstituierte 1,2,3‐Triazole im Rückgrat eines Peptids führte zu Peptidmimetika mit konservierter Rezeptoraffinität und Zell‐Internalisierungseigenschaften sowie erhöhter enzymatischer Stabilität und verbesserten Eigenschaften für das Tumor‐Targeting.

Copper(I)‐Mediated Denitrogenative Macrocyclization for the Synthesis of Cyclic α3β‐Tetrapeptide Analogues

“…The crude residue was purified by column chromatography on silica gel by using 10 % ethyl acetate in hexane as as olvent system to afford the desired product (18 as ac olorless liquid) (553 mg, 60 %). 1 [43] TFA( 3mL) was added to as tirred solution of 18 (800 mg, 3.79 mmol) in DCM (15 mL), and the resultant mixture was stirred at RT for 30 min under an itrogen atmosphere. After completion of the reaction, as monitored by TLC, the solvent was removed under reduced pressure, the solution was washed with water (20 mL), and the product was extracted into DCM (20 mL).…”