Water-soluble porphyrin-polyethylene glycol conjugates with enhanced cellular uptake for photodynamic therapy

Won Jin Kim; Min Soo Kang; Hwan Kyu Kim; Youngtak Kim; Taihyun Chang; Tymish Ohuchanskyy; Paras N. Prasad; Kwang Sup Lee

doi:10.1166/jnn.2O09.1641

Water-soluble porphyrin-polyethylene glycol conjugates with enhanced cellular uptake for photodynamic therapy

Won Jin Kim
, Min Soo Kang
, Hwan Kyu Kim
, Youngtak Kim
, Taihyun Chang
, Tymish Ohuchanskyy
, Paras N. Prasad
, Kwang Sup Lee

Chemistry

University at Buffalo

Hannam University
SUNY Buffalo
Korea University
Pohang University of Science and Technology

Research output: Contribution to journal › Article › peer-review

16 Scopus citations

Abstract

Water soluble porphyrins were designed and prepared by Williamson ether synthesis reaction between tetrakis(p-bromomethylphenyl)porphyrin and polyethylene glycol (PEG) for photodynamic therapy. The quanturrj yields for the generation of singlet oxygen of tetra-polyethylene glycol branched porphyrin shows above 80% in D ₂O. Luminescence of singlet state oxygen was observed from D ₂O solution under the single-photon excitation at 514 nm. In vitro test, cellular uptake efficiency has been enhanced by simple modification of molecular structure through changing the number of PEG unit Jithout any support such as polymer-encapsulated inorganic nanoparticles.

Original language	English
Pages (from-to)	7130-7135
Number of pages	6
Journal	Journal of Nanoscience and Nanotechnology
Volume	9
Issue number	12
DOIs	https://doi.org/10.1166/jnn.2O09.1641
State	Published - Dec 2009

Keywords

Bio-imaging
Photodynamic therapy
Porphyrin derivatives
Singlet oxygen generation

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10.1166/jnn.2O09.1641

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title = "Water-soluble porphyrin-polyethylene glycol conjugates with enhanced cellular uptake for photodynamic therapy",

abstract = "Water soluble porphyrins were designed and prepared by Williamson ether synthesis reaction between tetrakis(p-bromomethylphenyl)porphyrin and polyethylene glycol (PEG) for photodynamic therapy. The quanturrj yields for the generation of singlet oxygen of tetra-polyethylene glycol branched porphyrin shows above 80\% in D 2O. Luminescence of singlet state oxygen was observed from D 2O solution under the single-photon excitation at 514 nm. In vitro test, cellular uptake efficiency has been enhanced by simple modification of molecular structure through changing the number of PEG unit Jithout any support such as polymer-encapsulated inorganic nanoparticles.",

keywords = "Bio-imaging, Photodynamic therapy, Porphyrin derivatives, Singlet oxygen generation",

author = "Kim, \{Won Jin\} and Kang, \{Min Soo\} and Kim, \{Hwan Kyu\} and Youngtak Kim and Taihyun Chang and Tymish Ohuchanskyy and Prasad, \{Paras N.\} and Lee, \{Kwang Sup\}",

year = "2009",

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doi = "10.1166/jnn.2O09.1641",

language = "English",

volume = "9",

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T1 - Water-soluble porphyrin-polyethylene glycol conjugates with enhanced cellular uptake for photodynamic therapy

AU - Kim, Won Jin

AU - Kang, Min Soo

AU - Kim, Hwan Kyu

AU - Kim, Youngtak

AU - Chang, Taihyun

AU - Ohuchanskyy, Tymish

AU - Prasad, Paras N.

AU - Lee, Kwang Sup

PY - 2009/12

Y1 - 2009/12

N2 - Water soluble porphyrins were designed and prepared by Williamson ether synthesis reaction between tetrakis(p-bromomethylphenyl)porphyrin and polyethylene glycol (PEG) for photodynamic therapy. The quanturrj yields for the generation of singlet oxygen of tetra-polyethylene glycol branched porphyrin shows above 80% in D 2O. Luminescence of singlet state oxygen was observed from D 2O solution under the single-photon excitation at 514 nm. In vitro test, cellular uptake efficiency has been enhanced by simple modification of molecular structure through changing the number of PEG unit Jithout any support such as polymer-encapsulated inorganic nanoparticles.

AB - Water soluble porphyrins were designed and prepared by Williamson ether synthesis reaction between tetrakis(p-bromomethylphenyl)porphyrin and polyethylene glycol (PEG) for photodynamic therapy. The quanturrj yields for the generation of singlet oxygen of tetra-polyethylene glycol branched porphyrin shows above 80% in D 2O. Luminescence of singlet state oxygen was observed from D 2O solution under the single-photon excitation at 514 nm. In vitro test, cellular uptake efficiency has been enhanced by simple modification of molecular structure through changing the number of PEG unit Jithout any support such as polymer-encapsulated inorganic nanoparticles.

KW - Bio-imaging

KW - Photodynamic therapy

KW - Porphyrin derivatives

KW - Singlet oxygen generation

UR - https://www.scopus.com/pages/publications/70350225819

U2 - 10.1166/jnn.2O09.1641

DO - 10.1166/jnn.2O09.1641

M3 - Article

C2 - 19908743

SN - 1533-4880

VL - 9

SP - 7130

EP - 7135

JO - Journal of Nanoscience and Nanotechnology

JF - Journal of Nanoscience and Nanotechnology

IS - 12

ER -

Water-soluble porphyrin-polyethylene glycol conjugates with enhanced cellular uptake for photodynamic therapy

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