研究目的
To prepare regioselectively, doubly methyl-esterified chlorin-e6 molecules and reveal their optical properties in a solution, compared with those of trimethyl ester.
研究成果
Three regioisomerically pure chlorin-e6 dimethyl esters were prepared and their molecular structures were fully identified. They showed almost the same visible absorption, CD, and fluorescence emission spectra as well as emission quantum yields and lifetimes in a diluted dichloromethane solution. Small substitution effects were observed in Qy absorption and fluorescence emission bands by methyl-esterification at the 13- and 151-carboxy groups, but not at the 172-COOH.
研究不足
Small substitution effects observed in Qy absorption and fluorescence emission bands by methyl-esterification at the 13- and 151-carboxy groups, but not at the 172-COOH.
1:Experimental Design and Method Selection
Chemical modification of chlorophyll-a to prepare chlorin-e6 dimethyl esters with single carboxy groups at different positions. Characterization by mass, NMR, and visible absorption spectra.
2:Sample Selection and Data Sources
Chlorophyll-a extracted from commercially available cyanobacterial cells, spirulina powder. Samples purified by chromatography.
3:List of Experimental Equipment and Materials
Yanagimoto micro melting apparatus, Hitachi U-3500 and Jasco J-720W spectrophotometers, Hamamatsu Photonics C9920-03G spectrometer, JEOL ECA-600 (600 MHz) spectrometer, Shimadzu AXIMA-CFR plus spectrometer, Bruker micrOTOF II spectrometer.
4:Experimental Procedures and Operational Workflow
Extraction of chlorophyll-a, demetalation to pheophytin-a, hydrolysis to pheophorbide-a, synthesis of chlorin-e6 dimethyl esters, purification, and characterization.
5:Data Analysis Methods
1D and 2D NMR techniques including 1H–13C HMBC for structural identification. Visible absorption, CD, and fluorescence emission spectra analysis.
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