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Several novel pH-independent amphiphilic chlorophyll a derivatives with oligoethylene glycol substituents as a hydrophilic part were synthesized, and hydrophilicity estimation was carried out using their mobility on reverse phase HPLC data. It was shown, that the oligoethylene glycol substituent insertion significantly increases the hydrophilicity of the whole molecule. The most important structural factors affecting hydrophylicity are the presence or absence of the exocycle (exocycle opening results in hydrophobicity decrease in case of the same length oligoethylene glycol chain), and the position of the oligoethylene glycol substituent (increase in length of the spacer between the macrocycle and oligoethylene glycol substituent leads to increase in hydrophilicity). Oligoetylene glycol chain elongation does not lead to appreciable increase in hydrophilicity. So more available di-, tri- and tetraethylene glycols may be used for chlorophyll a derivatives hydrophilization instead of the less available penta- and hexamers.

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Novel pH-Independent Amphiphilic Chlorophyll a Derivatives with Oligoethyleneglycol Substituents as a Hydrophilic Part: Synthesis and Hydrophilicity Estimation