Amide-to-chloroalkene substitution for overcoming intramolecular acyl transfer challenges in hexapeptidic neuromedin U receptor 2 agonists

Author:

Narumi Tetsuo1234ORCID,Toyama Daichi1,Fujimoto Junko2,Kyan Ryuji3,Sato Kohei1234ORCID,Mori Kenji5,Pearson James T.5,Mase Nobuyuki1234ORCID,Takayama Kentaro6ORCID

Affiliation:

1. Graduate School of Science and Technology, Shizuoka University, 3-5-1 Johoku, Hamamatsu, Shizuoka, 432-8561, Japan

2. Department of Applied Chemistry and Biochemical Engineering, Faculty of Engineering, Shizuoka University, Shizuoka 432-8561, Japan

3. Course of Applied Chemistry and Biochemical Engineering, Department of Engineering, Graduate School of Integrated Science and Technology, Shizuoka University, 3-5-1 Johoku, Hamamatsu, Shizuoka 432-8561, Japan

4. Research Institute of Green Science and Technology, Shizuoka University, 3-5-1 Johoku, Hamamatsu, Shizuoka 432-8561, Japan

5. Department of Cardiac Physiology, National Cerebral and Cardiovascular Center Research Institute, 6-1 Kishibe-Shimmachi, Suita, Osaka 564-8565, Japan

6. Laboratory of Environmental Biochemistry, Kyoto Pharmaceutical University, 5 Misasaginakauchi-cho, Yamashina, Kyoto 607-8414, Japan

Abstract

Amide-to-chloroalkene substitution in CPN-116 increases stability and maintains hNMUR2 agonistic activity and selectivity, overcoming intramolecular acyl transfer on the Dap residue.

Funder

Naito Foundation

Japan Society for the Promotion of Science

Takeda Foundation

Publisher

Royal Society of Chemistry (RSC)

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