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ID 45811
file
creator
Hino, Shodai
Mae, Tomoya
Tsuchiya, Yuki
Tsukamoto, Manami
Yasuhara, Kazuma
Shigeto, Hajime
Akiyama, Motofusa
NDC
Chemistry
abstract
The water‐solubilisation of porphyrin derivatives is very important for biological applications. Although liposomal drug carriers for porphyrin derivatives have shown significant promise in the field of medicinal chemistry (e.g., as sensitisers for photodynamic therapy), it is currently not possible to prepare lipid‐membrane‐incorporated tetraphenylporphyrin (TPP) with a high concentration of TPP using conventional methods. In this study, we have succeeded in preparing lipid-membrane‐incorporated TPP and zinc(II) tetraphenylporphyrin (ZnTPP) from the corresponding TPP or ZnTPP•cyclodextrin complex using the exchange method in lipid‐membranes composed of liposomes. Furthermore, the exchange method allowed for the incorporation of TPP or ZnTPP into the plasma membranes of HeLa cells. However, it was not possible to prepare lipid‐membrane‐incorporated porphyrin derivatives with polar and hydrophilic groups in the meso positions using this exchange reaction.
description
Electronic supplementary information (ESI) available: Experimental procedures, 1H NMR spectra, DLS measurements, cryo-TEM images, phase contrast and fluorescence images. See DOI: 10.1039/c5ra24985
This work was supported by JSPS KAKENHI a Grant‐in‐Aid for Scientific Research (B) (Grant No. 25288037) and a Grant‐in‐Aid for Young Scientists (A) (Grant No. 24681028).
journal title
RSC Advances
volume
Volume 5
issue
Issue 127
start page
105279
end page
105287
date of issued
2015-12-08
publisher
Royal Society of Chemistry
issn
2046-2069
publisher doi
language
eng
nii type
Journal Article
HU type
Journal Articles
DCMI type
text
format
application/pdf
text version
publisher
rights
This journal is © The Royal Society of Chemistry 2015
This is an open access article distributed under the terms of the Creative Commons Attribution 3.0 Unported Licence.
department
Graduate School of Engineering
Graduate School of Advanced Sciences of Matter