Jump to main content
Jump to site search

Issue 41, 2015
Previous Article Next Article

Stereoselective synthesis of the head group of archaeal phospholipid PGP-Me to investigate bacteriorhodopsin–lipid interactions

Author affiliations

Abstract

Phosphatidylglycerophosphate methyl ester (PGP-Me), a major constituent of the archaeal purple membrane, is essential for the proper proton-pump activity of bacteriorhodopsin (bR). We carried out the first synthesis of the bisphosphate head group of PGP-Me using H-phosphonate chemistry that led to the production of a simplified PGP-Me analogue with straight alkyl chains. To investigate the role of this head group in the structural and functional integrity of bR, the analogue was used to reconstitute bR into liposomes, in which bR retained the original trimeric structure and light-induced photocycle activity. Enhanced ordering of an alkyl chain of the 2H-labelled analogue was observed in 2H NMR spectra upon interaction with bR. These results together suggest that the bisphosphate moiety plays a role in the proper functioning of bR through the lipid–protein interaction.

Graphical abstract: Stereoselective synthesis of the head group of archaeal phospholipid PGP-Me to investigate bacteriorhodopsin–lipid interactions

Back to tab navigation

Supplementary files

Publication details

The article was received on 18 Jun 2015, accepted on 14 Sep 2015 and first published on 15 Sep 2015


Article type: Communication
DOI: 10.1039/C5OB01252J
Author version available: Download Author version (PDF)
Citation: Org. Biomol. Chem., 2015,13, 10279-10284
  •   Request permissions

    Stereoselective synthesis of the head group of archaeal phospholipid PGP-Me to investigate bacteriorhodopsin–lipid interactions

    J. Cui, S. Kawatake, Y. Umegawa, S. Lethu, M. Yamagami, S. Matsuoka, F. Sato, N. Matsumori and M. Murata, Org. Biomol. Chem., 2015, 13, 10279
    DOI: 10.1039/C5OB01252J

Search articles by author

Spotlight

Advertisements