Porphyrin‐uptake in liposomes and living cells using an exchange method with cyclodextrin
RSC Advances Volume 5 Issue 127
Page 105279-105287
published_at 2015-12-08
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| File | |
| Title ( eng ) |
Porphyrin‐uptake in liposomes and living cells using an exchange method with cyclodextrin
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| Creator |
Hino Shodai
Mae Tomoya
Tsuchiya Yuki
Tsukamoto Manami
Yasuhara Kazuma
Shigeto Hajime
Akiyama Motofusa
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| Source Title |
RSC Advances
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| Volume | 5 |
| Issue | 127 |
| Start Page | 105279 |
| End Page | 105287 |
| 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.
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| Descriptions |
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).
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| NDC |
Chemistry [ 430 ]
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| Language |
eng
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| Resource Type | journal article |
| Publisher |
Royal Society of Chemistry
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| Date of Issued | 2015-12-08 |
| 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.
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| Publish Type | Version of Record |
| Access Rights | open access |
| Source Identifier |
[ISSN] 2046-2069
[DOI] 10.1039/c5ra24985f
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