Novel Raman-tagged sphingomyelin that closely mimics original raft-forming behavior

Jin Cui, Shigeru Matsuoka, Masanao Kinoshita, Nobuaki Matsumori, Fuminori Sato, Michio Murata, Jun Ando, Hiroyuki Yamakoshi, Kosuke Dodo, Mikiko Sodeoka

Research output: Contribution to journalArticlepeer-review

18 Citations (Scopus)


Abstract Three Raman probes of sphingomyelin (SM) were synthesized and evaluated for their applicability to imaging experiments. One probe containing a hydroxymethyl-1,3-butadiyne moiety in the polar head group showed strong scattering. The solid-state 2H NMR spectra of this probe in oriented bilayer membrane revealed excellent compatibility with natural SM in phase behavior since the probe undergoes phase separation to form raft-like liquid ordered (Lo) domains in the raft-mimicking mixed bilayers.

Original languageEnglish
Article number12310
Pages (from-to)2989-2994
Number of pages6
JournalBioorganic and Medicinal Chemistry
Issue number13
Publication statusPublished - 2015


  • Lipid rafts
  • Phase distribution
  • Raman imaging
  • Solid-state H NMR
  • Sphingomyelin


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