Self-aggregation of synthetic zinc chlorophyll derivative possessing a perfluoroalkyl group in a fluorinated solvent

被引：29

作者：

Shibata, R ^{[1
]}

Tamiaki, H ^{[1
]}

机构：

[1] Ritsumeikan Univ, Fac Sci & Engn, Dept Biosci & Biotechnol, Shiga 5258577, Japan

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2006年 / 14卷 / 07期

基金：

日本学术振兴会;

关键词：

fluorous chemistry; light-harvesting complex; photosynthetic antenna; supramolecule;

D O I：

10.1016/j.bmc.2005.11.007

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Znc 3(1)-hydroxy-13(1)-oxo-chlorin possessing a perfluoroheptyl group on the 17-propionate was prepared by modifying chlorophyll a. The synthetic compound self-aggregated in 0.1% (v/v) THF and HCFC225cb (CCIF2CF2CHCIF) to give similar large oligomers to natural light-harvesting antennae of green photosynthetic bacteria and their models. Visible absorption, circular dichroism, and fluorescence emission spectra showed that F-F interaction between the perfluoroheptyl side chain and the fluorinated solvent (HCFC225cb) stabilized the supramolecular structure. The core part of the supramolecular structure was constructed by a special bond of Zn... O3(1)-H...O=C13(1) and pi-pi stacking, and the 17-propionates were at the peripheral part. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：2235 / 2241

页数：7

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