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Structure-inspired design of a sphingolipid mimic sphingosine-1-phosphate receptor agonist from a naturally occurring sphingomyelin synthase inhibitor

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Please use this identifier to cite or link to this item:http://hdl.handle.net/2115/76161

Title: Structure-inspired design of a sphingolipid mimic sphingosine-1-phosphate receptor agonist from a naturally occurring sphingomyelin synthase inhibitor
Authors: Swamy, Mahadeva M. M. Browse this author
Murai, Yuta Browse this author
Ohno, Yusuke Browse this author →KAKEN DB
Jojima, Keisuke Browse this author
Kihara, Akio Browse this author →KAKEN DB
Mitsutake, Susumu Browse this author →KAKEN DB
Igarashi, Yasuyuki Browse this author →KAKEN DB
Yu, Jian Browse this author
Yao, Min Browse this author →KAKEN DB
Suga, Yoshiko Browse this author
Anetai, Masaki Browse this author
Monde, Kenji Browse this author →KAKEN DB
Issue Date: 21-Nov-2018
Publisher: Royal Society of Chemistry
Journal Title: Chemical communications
Volume: 54
Issue: 90
Start Page: 12758
End Page: 12761
Publisher DOI: 10.1039/c8cc05595e
Abstract: Ginkgolic acid obtained as a sphingomyelin synthase inhibitor from a plant extract library inspired the concept of sphingolipid mimics. Ginkgolic acid-derived N-acyl anilines and ginkgolic acid 2-phosphate (GA2P) respectively mimic ceramide and sphingosine 1-phosphate (S1P) in structure and function. The GA2P-induced phosphorylation of ERK and internalization of S1P receptor 1 (S1P(1)) indicated potent agonist activity. Docking studies revealed that GA2P adopts a similar binding conformation to the bound ligand ML5, which is a strong antagonist of S1P(1).
Type: article (author version)
URI: http://hdl.handle.net/2115/76161
Appears in Collections:生命科学院・先端生命科学研究院 (Graduate School of Life Science / Faculty of Advanced Life Science) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 門出 健次

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