Photo-Responsivity of Azobenzene-Containing Glycolipid within Liquid-Gas Interface
Hong-Lai LIU,Wan-Luo WANG,Shou-Hong XU*(),Hong-Lai LIU
Key Laboratory for Advanced Materials & Institute of Fine Chemicals of the Education Ministry of China, School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai 200237, P. R. China
Azobenzene-containing glycolipid, Gal-azo-Cn, was synthesized and its photoisomerization behavior within the liquid-gas interfaces was investigated by Langmuir Blodgett (LB) filmmeasurements and atomic force microscopy. The results showed that Gal-azo-Cn could undergo trans-cis and cis-trans isomerization in both pure glycolipid and phospholipid-mixed films. UV-light induced isomerization increased the surface pressure. However, the membrane pressure within the liquid-gas interface could hinder the trans-cis isomerization. The high membrane pressure prevented the increase of surface pressure, weakening the trans-cis isomerization. In contrast, the cis-trans isomerization sped up in the dark. Compared with the isomerization behavior of pure glycolipid, the interaction between phospholipid and glycolipid could promote the trans-cis isomerization within the liquid-gas interface. In themixed system, the increase in phospholipid containing unsaturated carbon chains increased the fluidity of the membrane but decreased its stability, which weaken the promotion effect of isomerization.
Received: 24 October 2016
Published: 15 December 2016
Fig示意图1 Schematic diagram for the photo-induced isomerization
Fig示意图2 Schematic diagram for the structure of Gal-azo-Cn (a) chemical structure of Gal-azo-C7; (b) chemical structure of Gal-azo-C10; (c) three-dimensional chemical structure of trans Gal-azo-C7; (d) three-dimensional chemical structure of cis Gal-azo-C7
Fig 1π-A isotherm (a) and compressibility curve (b) of Gal-azo-C7 and Gal-azo-C10 under different light situations
Fig 2π-t isotherm of Gal-azo-C7 (a) and Gal-azo-C10 (b) with the irradiation of UV-light under different pressures
Increased pressure (?π10)/(mN?m-1)
Decreased pressure (?π20)/(mN?m-1)
under UV light
Table 1Change of surface pressure caused by the isomerization of Gal-azo-C10 at fixed membrane area
Fig 3π-A isotherm (a) and compressibility curve (b) of mixed lipids containing different percentage of Gal-azo-C10
Fig 4π-t isotherm of mixed lipids containing 20% Gal-azo-C10 under different pressures The membrane was exposed to UV light for 5 min after stabilized at different presupposed pressure and then remained in dark (solid line) or irradiated with blue light (dotted line) for about 10 min.
Increased pressure (?π1)/(mN?m-1)
Decreased pressure (?π2)/(mN?m-1)
Decreased pressure (?π3)/(mN?m-1)
under uv light
under visible light
Table 2Change of surface pressure caused by the isomerization of mixed lipids containing 20% Gal-azo-C10 at fixed membrane area
Table 3Molar composition of mixed lipid membrane
Fig 5π-A isotherm (a) and compressibility curves (b) of mixed lipids containing 20% Gal-azo-C10 with different DOPC fractions
The mole ratio of HSPC : DOPC : Chol
The molecular area of per molecule at 32 mN?m-1 of mixed lipids/nm2
20% Gal-azo-C10 (theoretical)
20% Gal-azo-C10 (practical)
Table 4Single molecule area of mixed lipids at 32 mN?m-1
Fig 6π-t isotherm of 20% Gal-azo-C10-containing mixed lipid with different DOPC fractions under different membrane pressures
Table 5Comparison of surface pressure change caused by the isomerization of Gal-azo-C10 in both pure glycolipid and mixed lipid at fixed membrane area
Fig 7 Morphology and height map of cross section of 20% Gal-azo-C10-containing mixed lipid under 30 mN?m-1 with the irradiation of UV light The morphology when the vertical height was 0-0.7 nm: sample standing in dark for 0 min (a), 5 min (b), 10 min (c-1) and 15 min (d-1) after UV irradiation; the morphology when the vertical height was 0-3 nm: sample standing in dark for 10 min (c-2) and 15 min (d-2) after UV irradiation; the change in cross section height between standing in dark for 0 min and 15 min after UV irradiation.
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