Design and development of enzymatically activatable photosensitizer based on unique characteristics of thiazole orange

Yuichiro Koide; Yasuteru Urano; Akira Yatsushige; Kenjiro Hanaoka; Takuya Terai; Tetsuo Nagano

doi:10.1021/ja900443b

Design and development of enzymatically activatable photosensitizer based on unique characteristics of thiazole orange

Yuichiro Koide, Yasuteru Urano, Akira Yatsushige, Kenjiro Hanaoka, Takuya Terai, Tetsuo Nagano

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

64 Citations (Scopus)

Abstract

A novel design strategy for controlling the fluorescence and photosensitizing ability of thiazole orange (TO) has been developed. The validity of this approach was demonstrated by the synthesis of a 5-galactosidase-activatable photosensitizer, PhoTO-Gal, in which fluorescence is simultaneously activated. PhoTO-Gal was demonstrated to kill HEK293 lacZ(+) cells, which express 5-galactosidase, but not HEK293 lacZ(-) cells, under light illumination. Such activatable photosensitizers should allow more refined PDT without the side effect of prolonged light sensitivity and should also be useful as tools for reporter enzyme expression-specific cell ablation.

Original language	English
Pages (from-to)	6058-6059
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	131
Issue number	17
DOIs	https://doi.org/10.1021/ja900443b
Publication status	Published - 2009 May 6
Externally published	Yes

ASJC Scopus subject areas

Catalysis
Chemistry(all)
Biochemistry
Colloid and Surface Chemistry

Access to Document

10.1021/ja900443b

Cite this

@article{557b203eccdc42e093ffa31ee91de961,

title = "Design and development of enzymatically activatable photosensitizer based on unique characteristics of thiazole orange",

abstract = "A novel design strategy for controlling the fluorescence and photosensitizing ability of thiazole orange (TO) has been developed. The validity of this approach was demonstrated by the synthesis of a 5-galactosidase-activatable photosensitizer, PhoTO-Gal, in which fluorescence is simultaneously activated. PhoTO-Gal was demonstrated to kill HEK293 lacZ(+) cells, which express 5-galactosidase, but not HEK293 lacZ(-) cells, under light illumination. Such activatable photosensitizers should allow more refined PDT without the side effect of prolonged light sensitivity and should also be useful as tools for reporter enzyme expression-specific cell ablation.",

author = "Yuichiro Koide and Yasuteru Urano and Akira Yatsushige and Kenjiro Hanaoka and Takuya Terai and Tetsuo Nagano",

year = "2009",

month = may,

day = "6",

doi = "10.1021/ja900443b",

language = "English",

volume = "131",

pages = "6058--6059",

journal = "Journal of the American Chemical Society",

issn = "0002-7863",

publisher = "American Chemical Society",

number = "17",

}

TY - JOUR

T1 - Design and development of enzymatically activatable photosensitizer based on unique characteristics of thiazole orange

AU - Koide, Yuichiro

AU - Urano, Yasuteru

AU - Yatsushige, Akira

AU - Hanaoka, Kenjiro

AU - Terai, Takuya

AU - Nagano, Tetsuo

PY - 2009/5/6

Y1 - 2009/5/6

N2 - A novel design strategy for controlling the fluorescence and photosensitizing ability of thiazole orange (TO) has been developed. The validity of this approach was demonstrated by the synthesis of a 5-galactosidase-activatable photosensitizer, PhoTO-Gal, in which fluorescence is simultaneously activated. PhoTO-Gal was demonstrated to kill HEK293 lacZ(+) cells, which express 5-galactosidase, but not HEK293 lacZ(-) cells, under light illumination. Such activatable photosensitizers should allow more refined PDT without the side effect of prolonged light sensitivity and should also be useful as tools for reporter enzyme expression-specific cell ablation.

AB - A novel design strategy for controlling the fluorescence and photosensitizing ability of thiazole orange (TO) has been developed. The validity of this approach was demonstrated by the synthesis of a 5-galactosidase-activatable photosensitizer, PhoTO-Gal, in which fluorescence is simultaneously activated. PhoTO-Gal was demonstrated to kill HEK293 lacZ(+) cells, which express 5-galactosidase, but not HEK293 lacZ(-) cells, under light illumination. Such activatable photosensitizers should allow more refined PDT without the side effect of prolonged light sensitivity and should also be useful as tools for reporter enzyme expression-specific cell ablation.

UR - http://www.scopus.com/inward/record.url?scp=70149091735&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=70149091735&partnerID=8YFLogxK

U2 - 10.1021/ja900443b

DO - 10.1021/ja900443b

M3 - Article

C2 - 19364098

AN - SCOPUS:70149091735

SN - 0002-7863

VL - 131

SP - 6058

EP - 6059

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 17

ER -

Design and development of enzymatically activatable photosensitizer based on unique characteristics of thiazole orange

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this