Water-soluble chlorin e6-hydroxypropyl chitosan as a high-efficiency photoantimicrobial agent against Staphylococcus aureus

Lin Yue; Meihong Zheng; Min Wang; Imran Mahmood Khan; Xiaowei Ding; Yin Zhang; Zhouping Wang

doi:10.1016/j.ijbiomac.2022.03.140

Water-soluble chlorin e6-hydroxypropyl chitosan as a high-efficiency photoantimicrobial agent against Staphylococcus aureus

Lin Yue, Meihong Zheng, Min Wang, Imran Mahmood Khan, Xiaowei Ding, Yin Zhang, Zhouping Wang

Research output: Journal Publication › Article › peer-review

12 Citations (Scopus)

Abstract

The development of new antimicrobial agents is important to combat infections caused by pathogenic bacteria. Herein, Hydroxypropyl chitosan (HPCS), a hydrophilic modified product of chitosan (CS), was employed as a carrier of the photosensitizer chlorin e6 (Ce6) through an amide bond to obtain the products (HPCS-Ce6 conjugates) with a degree of substitution (DS) ranging from 2.95% to 5.25%. The UV–vis absorption spectra and ¹H NMR spectra confirmed the successful synthesis of the products. The products have a better and more stable reactive oxygen species (ROS) generation capacity and higher bacterial affinity than Ce6. At a very low dose (1.8 μg/mL), the highest DS product (HPCS-Ce6-3) can effectively kill Staphylococcus aureus (S. aureus) under 660 nm irradiation. In addition, the HPCS-Ce6 conjugates showed high biocompatibility in the CCK-8 test. The HPCS-Ce6 conjugates could be a photodynamic antibacterial agent with good water solubility, high biocompatibility, and antibacterial activity.

Original language	English
Pages (from-to)	669-677
Number of pages	9
Journal	International Journal of Biological Macromolecules
Volume	208
DOIs	https://doi.org/10.1016/j.ijbiomac.2022.03.140
Publication status	Published - 31 May 2022
Externally published	Yes

Keywords

Antibacterial properties
Chitosan
Chlorin e6
Hydroxypropylation
Photodynamic

ASJC Scopus subject areas

Structural Biology
Biochemistry
Molecular Biology

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10.1016/j.ijbiomac.2022.03.140

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Yue, L., Zheng, M., Wang, M., Khan, I. M., Ding, X., Zhang, Y., & Wang, Z. (2022). Water-soluble chlorin e6-hydroxypropyl chitosan as a high-efficiency photoantimicrobial agent against Staphylococcus aureus. International Journal of Biological Macromolecules, 208, 669-677. https://doi.org/10.1016/j.ijbiomac.2022.03.140

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title = "Water-soluble chlorin e6-hydroxypropyl chitosan as a high-efficiency photoantimicrobial agent against Staphylococcus aureus",

abstract = "The development of new antimicrobial agents is important to combat infections caused by pathogenic bacteria. Herein, Hydroxypropyl chitosan (HPCS), a hydrophilic modified product of chitosan (CS), was employed as a carrier of the photosensitizer chlorin e6 (Ce6) through an amide bond to obtain the products (HPCS-Ce6 conjugates) with a degree of substitution (DS) ranging from 2.95% to 5.25%. The UV–vis absorption spectra and 1H NMR spectra confirmed the successful synthesis of the products. The products have a better and more stable reactive oxygen species (ROS) generation capacity and higher bacterial affinity than Ce6. At a very low dose (1.8 μg/mL), the highest DS product (HPCS-Ce6-3) can effectively kill Staphylococcus aureus (S. aureus) under 660 nm irradiation. In addition, the HPCS-Ce6 conjugates showed high biocompatibility in the CCK-8 test. The HPCS-Ce6 conjugates could be a photodynamic antibacterial agent with good water solubility, high biocompatibility, and antibacterial activity.",

keywords = "Antibacterial properties, Chitosan, Chlorin e6, Hydroxypropylation, Photodynamic",

author = "Lin Yue and Meihong Zheng and Min Wang and Khan, {Imran Mahmood} and Xiaowei Ding and Yin Zhang and Zhouping Wang",

note = "Publisher Copyright: {\textcopyright} 2022 Elsevier B.V.",

year = "2022",

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doi = "10.1016/j.ijbiomac.2022.03.140",

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AU - Yue, Lin

AU - Zheng, Meihong

AU - Wang, Min

AU - Khan, Imran Mahmood

AU - Ding, Xiaowei

AU - Zhang, Yin

AU - Wang, Zhouping

PY - 2022/5/31

Y1 - 2022/5/31

N2 - The development of new antimicrobial agents is important to combat infections caused by pathogenic bacteria. Herein, Hydroxypropyl chitosan (HPCS), a hydrophilic modified product of chitosan (CS), was employed as a carrier of the photosensitizer chlorin e6 (Ce6) through an amide bond to obtain the products (HPCS-Ce6 conjugates) with a degree of substitution (DS) ranging from 2.95% to 5.25%. The UV–vis absorption spectra and 1H NMR spectra confirmed the successful synthesis of the products. The products have a better and more stable reactive oxygen species (ROS) generation capacity and higher bacterial affinity than Ce6. At a very low dose (1.8 μg/mL), the highest DS product (HPCS-Ce6-3) can effectively kill Staphylococcus aureus (S. aureus) under 660 nm irradiation. In addition, the HPCS-Ce6 conjugates showed high biocompatibility in the CCK-8 test. The HPCS-Ce6 conjugates could be a photodynamic antibacterial agent with good water solubility, high biocompatibility, and antibacterial activity.

AB - The development of new antimicrobial agents is important to combat infections caused by pathogenic bacteria. Herein, Hydroxypropyl chitosan (HPCS), a hydrophilic modified product of chitosan (CS), was employed as a carrier of the photosensitizer chlorin e6 (Ce6) through an amide bond to obtain the products (HPCS-Ce6 conjugates) with a degree of substitution (DS) ranging from 2.95% to 5.25%. The UV–vis absorption spectra and 1H NMR spectra confirmed the successful synthesis of the products. The products have a better and more stable reactive oxygen species (ROS) generation capacity and higher bacterial affinity than Ce6. At a very low dose (1.8 μg/mL), the highest DS product (HPCS-Ce6-3) can effectively kill Staphylococcus aureus (S. aureus) under 660 nm irradiation. In addition, the HPCS-Ce6 conjugates showed high biocompatibility in the CCK-8 test. The HPCS-Ce6 conjugates could be a photodynamic antibacterial agent with good water solubility, high biocompatibility, and antibacterial activity.

KW - Antibacterial properties

KW - Chitosan

KW - Chlorin e6

KW - Hydroxypropylation

KW - Photodynamic

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Water-soluble chlorin e6-hydroxypropyl chitosan as a high-efficiency photoantimicrobial agent against Staphylococcus aureus

Abstract

Keywords

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