Antibacterial application of covalently immobilized photosensitizers on a surface

Han Shin Kim, Eun Ji Cha, Hyun Jin Kang, Jeong Hoon Park, Jaesang Lee, Hee-Deung Park

Research output: Contribution to journalArticle

Abstract

Singlet oxygen produced by irradiating photosensitizers (PSs) can be used to kill pathogens during water treatment. Chemical immobilization of the PSs on surfaces can maintain their disinfection function long-term. In this study, two model PSs (rose bengal (RB) and hematoporphyrin (HP)) were immobilized on a glass surface using a silane coupling agent with an epoxide group, and their antibacterial properties were analyzed. Fourier transform infrared spectroscopy demonstrated that a covalent bond formed between the epoxide group and hydroxyl group in the PSs. A large proportion of the immobilized PSs (approximately 50%) was active in singlet oxygen production, which was evidenced by a comparative analysis with free PSs. RB was more effective at producing singlet oxygen than HP. The immobilized PSs were durable in terms of repeated use. On the other hand, singlet oxygen produced by the PSs was effective at killing bacteria, mostly for Gram-positive bacteria (> 90% death for 2 h of irradiation), by damaging the cell membrane. The preferable antibacterial property against Gram-positive bacteria compared with that against Gram-negative bacteria suggested efficient penetrability of singlet oxygen across the cell membrane, which led to cell death. Taken together, it was concluded that immobilization of PSs on surfaces using the silane coupling agent proposed in this study was effective at killing Gram-positive bacteria by forming singlet oxygen.

Original languageEnglish
Pages (from-to)34-42
Number of pages9
JournalEnvironmental Research
DOIs
Publication statusPublished - 2019 May 1

Fingerprint

Photosensitizing Agents
Singlet Oxygen
oxygen
bacterium
Bacteria
Gram-Positive Bacteria
Hematoporphyrins
immobilization
Rose Bengal
Silanes
Epoxy Compounds
Coupling agents
Cell membranes
membrane
Immobilization
FTIR spectroscopy
Cell Membrane
disinfection
water treatment
irradiation

Keywords

  • Antibacterial
  • Hematoporphyrin
  • Rose bengal
  • Silane coupling agent
  • Singlet oxygen

ASJC Scopus subject areas

  • Biochemistry
  • Environmental Science(all)

Cite this

Antibacterial application of covalently immobilized photosensitizers on a surface. / Kim, Han Shin; Cha, Eun Ji; Kang, Hyun Jin; Park, Jeong Hoon; Lee, Jaesang; Park, Hee-Deung.

In: Environmental Research, 01.05.2019, p. 34-42.

Research output: Contribution to journalArticle

Kim, Han Shin ; Cha, Eun Ji ; Kang, Hyun Jin ; Park, Jeong Hoon ; Lee, Jaesang ; Park, Hee-Deung. / Antibacterial application of covalently immobilized photosensitizers on a surface. In: Environmental Research. 2019 ; pp. 34-42.
@article{a665d29f15f64aa7822b266d69e1b419,
title = "Antibacterial application of covalently immobilized photosensitizers on a surface",
abstract = "Singlet oxygen produced by irradiating photosensitizers (PSs) can be used to kill pathogens during water treatment. Chemical immobilization of the PSs on surfaces can maintain their disinfection function long-term. In this study, two model PSs (rose bengal (RB) and hematoporphyrin (HP)) were immobilized on a glass surface using a silane coupling agent with an epoxide group, and their antibacterial properties were analyzed. Fourier transform infrared spectroscopy demonstrated that a covalent bond formed between the epoxide group and hydroxyl group in the PSs. A large proportion of the immobilized PSs (approximately 50{\%}) was active in singlet oxygen production, which was evidenced by a comparative analysis with free PSs. RB was more effective at producing singlet oxygen than HP. The immobilized PSs were durable in terms of repeated use. On the other hand, singlet oxygen produced by the PSs was effective at killing bacteria, mostly for Gram-positive bacteria (> 90{\%} death for 2 h of irradiation), by damaging the cell membrane. The preferable antibacterial property against Gram-positive bacteria compared with that against Gram-negative bacteria suggested efficient penetrability of singlet oxygen across the cell membrane, which led to cell death. Taken together, it was concluded that immobilization of PSs on surfaces using the silane coupling agent proposed in this study was effective at killing Gram-positive bacteria by forming singlet oxygen.",
keywords = "Antibacterial, Hematoporphyrin, Rose bengal, Silane coupling agent, Singlet oxygen",
author = "Kim, {Han Shin} and Cha, {Eun Ji} and Kang, {Hyun Jin} and Park, {Jeong Hoon} and Jaesang Lee and Hee-Deung Park",
year = "2019",
month = "5",
day = "1",
doi = "10.1016/j.envres.2019.01.002",
language = "English",
pages = "34--42",
journal = "Environmental Research",
issn = "0013-9351",
publisher = "Academic Press Inc.",

}

TY - JOUR

T1 - Antibacterial application of covalently immobilized photosensitizers on a surface

AU - Kim, Han Shin

AU - Cha, Eun Ji

AU - Kang, Hyun Jin

AU - Park, Jeong Hoon

AU - Lee, Jaesang

AU - Park, Hee-Deung

PY - 2019/5/1

Y1 - 2019/5/1

N2 - Singlet oxygen produced by irradiating photosensitizers (PSs) can be used to kill pathogens during water treatment. Chemical immobilization of the PSs on surfaces can maintain their disinfection function long-term. In this study, two model PSs (rose bengal (RB) and hematoporphyrin (HP)) were immobilized on a glass surface using a silane coupling agent with an epoxide group, and their antibacterial properties were analyzed. Fourier transform infrared spectroscopy demonstrated that a covalent bond formed between the epoxide group and hydroxyl group in the PSs. A large proportion of the immobilized PSs (approximately 50%) was active in singlet oxygen production, which was evidenced by a comparative analysis with free PSs. RB was more effective at producing singlet oxygen than HP. The immobilized PSs were durable in terms of repeated use. On the other hand, singlet oxygen produced by the PSs was effective at killing bacteria, mostly for Gram-positive bacteria (> 90% death for 2 h of irradiation), by damaging the cell membrane. The preferable antibacterial property against Gram-positive bacteria compared with that against Gram-negative bacteria suggested efficient penetrability of singlet oxygen across the cell membrane, which led to cell death. Taken together, it was concluded that immobilization of PSs on surfaces using the silane coupling agent proposed in this study was effective at killing Gram-positive bacteria by forming singlet oxygen.

AB - Singlet oxygen produced by irradiating photosensitizers (PSs) can be used to kill pathogens during water treatment. Chemical immobilization of the PSs on surfaces can maintain their disinfection function long-term. In this study, two model PSs (rose bengal (RB) and hematoporphyrin (HP)) were immobilized on a glass surface using a silane coupling agent with an epoxide group, and their antibacterial properties were analyzed. Fourier transform infrared spectroscopy demonstrated that a covalent bond formed between the epoxide group and hydroxyl group in the PSs. A large proportion of the immobilized PSs (approximately 50%) was active in singlet oxygen production, which was evidenced by a comparative analysis with free PSs. RB was more effective at producing singlet oxygen than HP. The immobilized PSs were durable in terms of repeated use. On the other hand, singlet oxygen produced by the PSs was effective at killing bacteria, mostly for Gram-positive bacteria (> 90% death for 2 h of irradiation), by damaging the cell membrane. The preferable antibacterial property against Gram-positive bacteria compared with that against Gram-negative bacteria suggested efficient penetrability of singlet oxygen across the cell membrane, which led to cell death. Taken together, it was concluded that immobilization of PSs on surfaces using the silane coupling agent proposed in this study was effective at killing Gram-positive bacteria by forming singlet oxygen.

KW - Antibacterial

KW - Hematoporphyrin

KW - Rose bengal

KW - Silane coupling agent

KW - Singlet oxygen

UR - http://www.scopus.com/inward/record.url?scp=85061339524&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85061339524&partnerID=8YFLogxK

U2 - 10.1016/j.envres.2019.01.002

DO - 10.1016/j.envres.2019.01.002

M3 - Article

C2 - 30769187

AN - SCOPUS:85061339524

SP - 34

EP - 42

JO - Environmental Research

JF - Environmental Research

SN - 0013-9351

ER -