Temperature-dependent spectral changes of self-aggregates of zinc chlorophylls esterified by different linear alcohols at the 17-propionate

被引:16
作者
Saga, Yoshitaka [1 ]
Nakai, Yuichi [1 ]
Tamiaki, Hitoshi [2 ]
机构
[1] Kinki Univ, Fac Sci & Engn, Dept Chem, Osaka 5778502, Japan
[2] Ritsumeikan Univ, Fac Sci & Engn, Dept Biosci & Biotechnol, Shiga 5258577, Japan
关键词
colorimetric sensors; chemosensors; NMR studies; fluoride sensors; GREEN SULFUR BACTERIUM; BACTERIOCHLOROPHYLL-C; CHLOROBIUM-TEPIDUM; PHOTOSYNTHETIC BACTERIA; HOT-SPRINGS; CHLOROSOMES; CHLORINS; ORGANIZATION; CHAINS; MODELS;
D O I
10.1080/10610270902853035
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Easy to prepare fluoride ion sensors bearing OH and NH groups as binding sites and nitrophenyl group as a chromophore [2-[(4-nitrophenylimino)methyl]-4-methylphenol (1), 2-[(4-nitrophenylamino)methyl]-4-methylphenol (2), 2-[(2,4-dinitrophenylimino)methyl]-4-methylphenol (3) and 2-[(2,4-dinitrophenylamino)methyl]-4-methylphenol (4)] were synthesised and characterised. The visible colour changes, the UV-vis and 1H NMR spectral changes towards anions were studied. The sensing ability of the receptor depends on the presence of electron-withdrawing group attached to the receptors and extended conjugation in the receptor framework and the order of the sensing ability is found to be 3142 based on binding constant.
引用
收藏
页码:738 / 746
页数:9
相关论文
共 24 条
[1]   Chlorins programmed for self-assembly [J].
Balaban, TS ;
Tamiaki, H ;
Holzwarth, AR .
SUPERMOLECULAR DYE CHEMISTRY, 2005, 258 :1-38
[2]   Structure of the light-harvesting bacteriochlorophyll c assembly in chlorosomes from Chlorobium limicola determined by solid-state NMR [J].
Egawa, Ayako ;
Fujiwara, Toshimichi ;
Mizoguchi, Tadashi ;
Kakitani, Yoshinori ;
Koyama, Yasushi ;
Akutsu, Hideo .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2007, 104 (03) :790-795
[3]   The ultrastructure of Chlorobium tepidum chlorosomes revealed by electron microscopy [J].
Hohmann-Marriott, MF ;
Blankenship, RE ;
Roberson, RW .
PHOTOSYNTHESIS RESEARCH, 2005, 86 (1-2) :145-154
[4]   INCORPORATION OF EXOGENONS LONG-CHAIN ALCOHOLS INTO BACTERIOCHLOROPHYLL-C HOMOLOGS BY CHLOROFLEXUS-AURANTIACUS [J].
LARSEN, KL ;
MILLER, M ;
COX, RP .
ARCHIVES OF MICROBIOLOGY, 1995, 163 (02) :119-123
[5]   Self-aggregates of bacteriochlorophylls-c, d and e in a light-harvesting antenna system of green photosynthetic bacteria:: Effect of stereochemistry at the chiral 3-(1-hydroxyethyl) group on the supramolecular arrangement of chlorophyllous pigments [J].
Miyatake, T ;
Tamiaki, H .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY C-PHOTOCHEMISTRY REVIEWS, 2005, 6 (2-3) :89-107
[6]   Synthesis and self-assembly of amphiphilic zinc chlorins possessing a 31-hydroxy group [J].
Miyatake, T ;
Tamiaki, H ;
Shinoda, H ;
Fujiwara, M ;
Matsushita, T .
TETRAHEDRON, 2002, 58 (50) :9989-10000
[7]   The effect of esterifying chains at the 17-propionate of Bacteriochlorophylls-c on their self-assembly [J].
Mizoguchi, Tadashi ;
Tamiaki, Hitoshi .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2007, 80 (11) :2196-2202
[8]  
Olson JM, 1998, PHOTOCHEM PHOTOBIOL, V67, P61, DOI 10.1111/j.1751-1097.1998.tb05166.x
[9]   Long-range organization of bacteriochlorophyll in chlorosomes of Chlorobium tepidum investigated by cryo-electron microscopy [J].
Oostergetel, Gert T. ;
Reus, Michael ;
Chew, Aline Gomez Maqueo ;
Bryant, Donald A. ;
Boekema, Egbert J. ;
Holzwarth, Alfred R. .
FEBS LETTERS, 2007, 581 (28) :5435-5439
[10]   PHOTOTROPIC GLIDING FILAMENTOUS BACTERIUM OF HOT SPRINGS, CHLOROFLEXUS-AURANTIACUS, GEN - AND SP-NOV [J].
PIERSON, BK ;
CASTENHOLZ, RW .
ARCHIVES OF MICROBIOLOGY, 1974, 100 (01) :5-24