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Updated: Jul 20, 2026

In vitro Reconstitution of the Active T. castaneum Telomerase
Published on: July 14, 2011
Total synthesis of (R)-telomestatin
Takayuki Doi1, Masahito Yoshida, Kazuo Shin-ya
1Department of Applied Chemistry, Tokyo Institute of Technology, 2-12-1 Ookayama, Meguro, Tokyo 152-8552, Japan. doit@apc.titech.ac.jp
Abstract:
We have achieved a total synthesis of telomestatin, and its absolute configuration was determined to be (R). Coupling of cysteine-containing trisoxazole amine and serine-containing trisoxazole carboxylic acid, followed by macrocyclization, provided a 24-membered diamide. The seventh oxazole ring was formed by a Shin's procedure via dehydroamide. Cyclodehydration of a modified (R)-cysteine-(S-(t)Bu) moiety using Kelly's method (PPh3(O)-Tf2O) with anisole furnished (R)-telomestatin, whose CD spectrum was in good agreement with that of the natural product.
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