A Mitochondria-Targeted Cryptocyanine-Based Photothermogenic Photosensitizer

Hyo Sung Jung, Jae Hong Lee, Kyutae Kim, Seyoung Koo, Peter Verwilst, Jonathan L. Sessler, Chulhun Kang, Jong Seung Kim

Research output: Contribution to journalArticle

74 Citations (Scopus)

Abstract

Cryptocyanine-based probes exhibit highly efficient photothermal conversion and represent a new class of photothermal agents for use in photothermal therapy (PTT). With the thermal susceptibility of mitochondria in mind, we have prepared a mitochondria-targeted, NIR-absorbing cryptocyanine probe (Mito-CCy) and evaluated its photophysical properties, photothermal conversion efficiency, biological compatibility, cytotoxicity, and mitochondrial localization in HeLa cells. Upon subjecting 0.5 mL of a PBS buffer solution (10 mM, pH 7.4, containing 50% DMSO) of Mito-CCy (0.5 mM) to 730 nm laser irradiation at 2.3 W/cm2, the temperature of the solution increased by 13.5 °C within 5 min. In contrast, the corresponding cryptocyanine (CCy) lacking the triarylphosphonium group gave rise to only an 3.4 °C increase in solution temperature under otherwise identical conditions. Mito-CCy also exhibited high cytotoxicity in HeLa cells when subject to photoirradiation. This light-induced cytotoxicity is attributed to the endogenous production of reactive oxygen species (ROS) induced under conditions of local heating. ROS are known to interfere with the mitochondrial defense system and to trigger apoptosis. By targeting the mitochondria, the present sensitizer-based photothermogenic approach is rendered more effective. As such, the system reported here represents the vanguard of what might be a new generation of organelle-targeted photothermal therapeutics.

Original languageEnglish
Pages (from-to)9972-9978
Number of pages7
JournalJournal of the American Chemical Society
Volume139
Issue number29
DOIs
Publication statusPublished - 2017 Jul 26

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Mitochondria
Photosensitizing Agents
Photosensitizers
Cytotoxicity
HeLa Cells
Reactive Oxygen Species
Temperature
Oxygen
Cell death
Laser beam effects
Dimethyl Sulfoxide
Organelles
Heating
Conversion efficiency
Buffers
Lasers
Hot Temperature
Apoptosis
Light
Therapeutics

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

A Mitochondria-Targeted Cryptocyanine-Based Photothermogenic Photosensitizer. / Jung, Hyo Sung; Lee, Jae Hong; Kim, Kyutae; Koo, Seyoung; Verwilst, Peter; Sessler, Jonathan L.; Kang, Chulhun; Kim, Jong Seung.

In: Journal of the American Chemical Society, Vol. 139, No. 29, 26.07.2017, p. 9972-9978.

Research output: Contribution to journalArticle

Jung, HS, Lee, JH, Kim, K, Koo, S, Verwilst, P, Sessler, JL, Kang, C & Kim, JS 2017, 'A Mitochondria-Targeted Cryptocyanine-Based Photothermogenic Photosensitizer', Journal of the American Chemical Society, vol. 139, no. 29, pp. 9972-9978. https://doi.org/10.1021/jacs.7b04263
Jung, Hyo Sung ; Lee, Jae Hong ; Kim, Kyutae ; Koo, Seyoung ; Verwilst, Peter ; Sessler, Jonathan L. ; Kang, Chulhun ; Kim, Jong Seung. / A Mitochondria-Targeted Cryptocyanine-Based Photothermogenic Photosensitizer. In: Journal of the American Chemical Society. 2017 ; Vol. 139, No. 29. pp. 9972-9978.
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