• 제목/요약/키워드: cis-trans photoisomerization

검색결과 48건 처리시간 0.03초

지방산과 인지질(DOPC)의 혼합 LB막의 광이성질화 현상에 관한 연구 (Photoisomerization of Mixture LB Films of Fatty Acid and Phospholipid(DOPC))

  • 박근호;심경재;김남석
    • 한국응용과학기술학회지
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    • 제19권1호
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    • pp.43-48
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    • 2002
  • We carried out this subject to observe photoisomerization using 1,2-dioleoyl-sn- glycero-3-phosphocholine(DOPC) mixed with fatty acid containing azobenzene group which has reversible to cis-trans by light irradiation. Spreading solutions for the LB films were prepared in chloroform($5.0{\times}10^{-5}$mol/L).We investigated the photoisomerization and property of the organic ultra thin film of fatty acid containing azobenzene was prepared on the hydrophilic ITO(idium tin oxide) glass plate by LB method. As a result, the absorption spectra of 8A5H and DOPC of mixture LB films was induced to photoisomerization by alternating irradiation of ultraviolet and visible light, because the condensation of pure azobenzene monolayers was loosened by the introduction of phospholipid into the monolayers, and the molecular high aggregation in pure azobenzene monolayers is also weakened by the introduction of phospholipid. We found that it was reversibly induced to cis-trans photoisomerization in several solvents and mixture LB films.

Analysis of Cis- Trans Photoisomerization Mechanism of Rhodopsin Based on the Tertiary Structure of Rhodopsin

  • Yamada, Atsushi;Yamato, Takahisa;Kakitani, Toshiaki;Yamamoto, Shigeyoshi
    • Journal of Photoscience
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    • 제9권2호
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    • pp.51-54
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    • 2002
  • We propose a novel mechanism (Twist Sharing Mechanism) for the cis-trans photoisomerization of rhodopsin, based on the molecular dynamics (MD) simulation study. New things devised in our simulations are (1) the adoption of Mt. Fuji potentials in the excited state for twisting of the three bonds C9=C10, C11=C12 and C13=14 which are modeled using the detailed ab initio quantum chemical calculations and (2) to use the rhodopsin structure which was resolved recently by the X-ray crystallographic study. As a result, we found the followings: Due to the intramolecular steric hindrance between 20-methyl and 10-H in the retinal chromophore, the C12-C13 and C10-C11 bonds are considerably twisted counterclockwise in rhodopsin, allowing only counterclockwise rotation of the C11 =C12 in the excited state. The movement of 19-methyl in rhodopsin is blocked by the surrounding three amino acids, Thr 118, Met 207 and Tyr 268, prohibiting the rotation of C9=C10. As a result only all-trans form of the chromophore is obtainable as a photoproduct. At the 90$^{\circ}$ twisting of C11=C12 in the course of photoisomerization, twisting energies of the other bonds amount to about 20 kcal/mol. If the transition state for the thermal isomerization is assumed to be similar to this structure, the activation energy for the thermal isomerization around C11=C12'in rhodopsin is elevated by about 20 kcal/mol and the thermal isomerization rate is decelerated by 10$\^$-14/ times than that of the retinal chromophore in solution, protecting photosignal from the thermal noise.

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Dipalmitoyilphosphatidic acid와 지방산의 혼합 단분자 LB막의 혼합비에 따른 광이성질화 현상에 관한 연구 (Photoisomerization of monolayer LB Films of Dipalmitoyilphosphatidic Acid and Fatty Acid Mixture at difference Mixture Ratio)

  • 박근호;최성현
    • 한국전기전자재료학회:학술대회논문집
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    • 한국전기전자재료학회 2004년도 하계학술대회 논문집 Vol.5 No.2
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    • pp.943-946
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    • 2004
  • We have investigated to observe the photoisomerization using the mixture solutions in chloroform and LB monolayers mixed with DPPA and BASH containing azobenzene group which has reversible to cis-trans by light irradiation.. Spreading solutions for the LB films were Prepared in chloroform($5.0{\times}10^{-5}mol/L$). We investigated the photoisomerization and property of the organic ultra thin film of fatty acid containing azobenzene was Prepared on the glass plate by LB method. As a result, the absorption spectra of 8A5H and DPPA mixture of LB films was induced to photoisomerization by alternating irradiation of ultraviolet and visible light, because the condensation of pure azobenzene monolayers was loosened by the introduction of phospholipid into the monolayers, and the molecular high aggregation in pure azobenzene monolayers is also weakened by the introduction of phospholipid. We found that it was reversibly induced to cis-trans photoisomerization in a various mixture molar ratio.

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PHOTOCYCLIZATION REACTION OF 1-(9-ANTHRYL)-2-(n-PYRIDYL)ETHENE (n=2, 4) AND 1-(9-ANTHRYL)-2-)2-PYRAZINYL)ETHENE

  • Shin, Eun-Ju;Bae, Tae-Woong
    • Journal of Photoscience
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    • 제6권2호
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    • pp.67-70
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    • 1999
  • trans-1-(9-Anthryl)-2-(n-pyridyl)ethene (t-n-APyE, n=2 or 4) and trans-1-(9-anthryl)-2-pyrazinylethene (T-APzE) exhibits solvent-dependent fluorescence and efficient trans)cis photoisomerization. Photochemical reactivities of t-2-APyE, t-4-APyE, and t-APzE have been investigated in nonpolar and polar solvents. In nonpolar solvent, parallel photocyclization reaction occurs very efficiently in competition with the fluorescence and photoisomerization. But, in polar solvent, photocyclization was not observed. It is probably due to the stabilization of charge separated state in polar solvent, which is an intermediate in photoisomerization reaction.

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아조벤젠 유기박막의 광자격 특성에 관한 연구 (A Study on the Light Stimulus Properties by Azobenzene Organic Thin Films)

  • 조수영;김성진;송진원;이순형;정헌상;이경섭
    • 한국전기전자재료학회:학술대회논문집
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    • 한국전기전자재료학회 1999년도 춘계학술대회 논문집
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    • pp.41-44
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    • 1999
  • Displacement current was generated in the pressure stimulus and light stimulus. Solution of azobenzene molecules (8A5H) have to character trans-to-cis. Pressure stimulus generate in the pressure and current. light stimulus generate in the displasement current. The Maxwell displacement current measuring technique has been applied for the investigation of azobenzene organic thin films under alternating photoirradiation with ultraviolet(360nm) and visible (450nm) light. The displacement current was generated due to the trans-to-cis photoisomerization by irradiation with ultraviolet light(λ$_1$=360 nm) Whereas the displacement current was generated in the opposite direction due to the cis-to-trans photoisomerization by irradiation with visible light(λ$_2$=450nm). As result, To show twice reaction certainly phase transition in pressure. A first range generated from 24$\AA$$^2$ to 29$\AA$$^2$and second range generated from 20$\AA$$^2$to 24$\AA$$^2$. Also, cetainfy stimulus apper low pressure and high pressure in photoirradiation. To see different every moment phase transition.

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기능성 LB단분자막의 물성에 관한 연구 (A Study on the Physical Properties of Functional LB Monolayers)

  • 송진원;신훈규;이경섭
    • 한국전기전자재료학회:학술대회논문집
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    • 한국전기전자재료학회 2003년도 추계학술대회 논문집 Vol.16
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    • pp.404-407
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    • 2003
  • Monolayers of lipids on a water surface have attracted much interest as models of biological membranes, but also as precursors of multilayer systems promising many technical applications. Until now, many methodologies have been developed in order to gain a better understand. Photoisomerization in monolayers of a novel azobenzene compound, azobenzene dendrimer, was investigated for the first time by means of the absorption spectrum and Maxwell displacement current (MDC) technique. Dendrimers are well-defined macromolecules exhibiting a tree-like structure, first derived by the cascade molecule approach. According to the absorption spectrum, trans-to-cis conversion ratio was estimated to the third generation of azobenzene dendrimer deposited onto a glass substrate. Temperature-dependent induced charge with trans-cis isomerization was also measured by means of MDC technique.

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변위전류 측정에 의한 수면상 단분자막의 배향변화 관찰 (Investigation of the orientational changes of monolayer on the water surface by measuring the displacement current.)

  • 박태곤;송경호;박근호;권영수;강도열
    • 대한전기학회:학술대회논문집
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    • 대한전기학회 1994년도 하계학술대회 논문집 C
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    • pp.1320-1322
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    • 1994
  • Photoisomerization characteristics of 4-octyl-4'-(5-carboxy-pentamethyleneoxy) azobenzene molecules (8A5H) were attained by measurement of absorbtion spectra. 8A5H in chroloform($6.0{\times}10^{-5}[M/l]$) shows trans to cis and cis to trans isomerization by irradiation of lights of 360[nm] and 450[nm] wavelength. From LB monolayer films of 8A5H, also the cis/trans photoisomerization was obtained and it has reversibility and memory characteristics. We are now trying to detect these properties of 8A5H electrically. On this paper, we investigated the structural changes of monolayer on the water surface by measuring the displacement current as a preliminary experiment. The measuring system was constructed at home-made Kuhn type LB(Langmuir-Blodgett) deposition apparatus. 8A5H solution was spreaded at the air-water interface and the currents induced by the dynamic behavior of molecules were measured when the molecules were pressed by barrier. The reversibility of displacement currents by compression and expansion was obtained from 8A5H molecules, which shows the compressed molecules have a tendency to disperse after the compression. From this experiment, we conclude that the behavior of molecules on water surface can be monitored electrically by using this current measuring method, and this method can also be applied to detect the photoisomerization of monolayers on water surface.

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Photoresponsive Arylether Dendrimers with Azobenzene Core and Terminal Vinyl Groups

  • Lee, Ji-Hye;Choi, Dae-Ock;Park, Ji-Eun;Shin, Eun-Ju
    • Bulletin of the Korean Chemical Society
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    • 제29권4호
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    • pp.761-766
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    • 2008
  • Photoresponsive arylether dendrimers Bis-azo-Gn(3,5) 1a-1c and Bis-azo-Gn(3,4,5) 2a-2c (n = 1-3) with an azobenzene unit at the core and several vinyl groups (3,5-bis(but-3-enyloxy)phenyl groups or 3,4,5-tris(but-3- enyloxy)phenyl groups) at the periphery have been prepared. Their structures and reversible trans-cis isomerization behaviors have been investigated by $^1H$-NMR, $^{13}C$-NMR, MALDI-TOF-Mass, and UV-vis spectra. All six azobenzene-cored dendrimers carried out very fast trans $\rightarrow$ cis photoisomerization on irradiation of 350 nm light and reached to the photostationary state within 180 s. During the dark incubation, slow thermal back reversion from cis to trans form is observed for all six dendrimers and is completed within 3 days for 1a-1c and 1 day for 2a-2c. Isomerization efficiency decreases with increasing generation. However, the initial reaction rates of both trans $\rightarrow$ cis photochemical isomerization and cis $\rightarrow$ trans thermal isomerization increases significantly with increasing generation for dendrimers for 1a-1c but only slightly for 2a-2c.

광감응성 4-Hydroxyazobenzene 박막의 액정 배향 (Liquid Crystal Alignment by Photoreactive 4-Hydroxyazobenzene Thin Film)

  • 이원주;김환기;송기국
    • 폴리머
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    • 제29권3호
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    • pp.308-313
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    • 2005
  • 광감응성 azobenzene 그룹이 분자의 주위 환경에 따라 광이성화 반응이 변화하는 것을 in-situ UV/Vis 분광 실험법과 광학 이방성 측정법을 이용하여 조사하였다. 4-Hyhoxyazobenzene을 포함하는 필름에 광조사함과 동시에 trans-isomer와 cis-isomer 특성 피크의 세기 변화를 측정하여 azobenzene 그룹의 가역적이며 반복적인 광이성화 반응을 알수 있었다. Azobenzene 자기조립체 박막이 입혀진 기판을 액정 셀의 배향막으로 사용하여 액정의 배향을 유도하였을 때, trans-azobenzene 그룹들이 조밀한 packing을 하며 기판에 수직으로 배열한 자기조립체 구조 때문에 액정 분자들도 수직 homeotropic 배향을 하였다. 이와 같은 자기조립체 박막의 액정 셀에 UV 빛을 노광하면 azobenzene그룹이 광이 성화 반응을 일으켜 cis-isomer로 변하게 되며, 이로 인해 액정의 배향이 수직에서 수평 planar 배향으로 변함을 알 수있었다.