Issue 33, 2017

A hybrid molecule of a GFP chromophore analogue and cholestene as a viscosity-dependent and cholesterol-responsive fluorescent sensor

Abstract

Diarylmethylenated and cholestene (or -tane)-hybrid analogues of the GFP chromophore, namely, Ch-DAINs were successfully synthesised by a condensation reaction between methyl imidates and N-(diarylmethylene)glycinates. Among the Ch-DAINs synthesised, a diphenyl-type analogue showed viscosity-dependent and cholesterol-responsive fluorescent properties. It showed a nearly linear increase of the fluorescence emission in triglycerides and vesicles as the amount of cholesterol was increased.

Graphical abstract: A hybrid molecule of a GFP chromophore analogue and cholestene as a viscosity-dependent and cholesterol-responsive fluorescent sensor

Supplementary files

Article information

Article type
Paper
Submitted
23 Jun 2017
Accepted
01 Aug 2017
First published
01 Aug 2017

Org. Biomol. Chem., 2017,15, 6948-6958

A hybrid molecule of a GFP chromophore analogue and cholestene as a viscosity-dependent and cholesterol-responsive fluorescent sensor

M. Ikejiri, K. Mori, R. Miyagi, R. Konishi, Y. Chihara and K. Miyashita, Org. Biomol. Chem., 2017, 15, 6948 DOI: 10.1039/C7OB01522D

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