Association of chlorophyll with amides on plasticized polyethylene particles. II. The isomeric N-pyridylmyristamides.
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概要
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When chlorophyll, together with certain other amphiphilic substances, is adsorbed to particles of polyethylene plasticized by incorporation of tetradecane, it is maintained in monomeric or oligomeric forms with characteristic absorption and fluorescence spectra. The present work describes the properties of chlorophyll a on such particles in the presence of the three isomeric <I>N</I>-pyridylmyristamides, and of the similarly shaped but not basic compound myristanilide, in an effort to ascertain the structural factors governing associations of these species. Absorption and fluorescence spectra at room temperature are resolved into minimal sets of Gaussian components, and relations between the component sets are proposed. The positions of the component bands and their relative abundance are characteristic of the amide used. The 3- and 4-pyridyl isomers bind more strongly to chlorophyll, probably by ligation of the pyridine nitrogen to Mg of the pigment. The 2-pyridyl isomer and myristanilide bind more weakly, probably through the amide carbonyl group. The association of chlorophyll into species with characteristic absorption and fluorescence bands is promoted more strongly by the 3- and 4-isomers than by the 2-isomer and myristanilide, and probably involves hydrogen bonding to chlorophyll carbonyl groups. A possible manner of association of chlorophyll in the presence of <I>N</I>,<I>N</I>-dimethylmyristamide is also presented. By way of comparison, chlorophyll adsorbed with <I>N</I>-dodecylpyridinium bromide, which lacks a nucleophilic function, is mainly in the microcrystalline hydrate form absorbing near 740 nm.
- 公益社団法人 日本化学会の論文
著者
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Kusumoto Yoshihumi
Charles F. Kettering Research Laboratory
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Seely Gilbert
Charles F. Kettering Research Laboratory
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Senthilathipan Velu
Charles F. Kettering Research Laboratory