Boron Dipyrromethene As a Fluorescent Caging Group for Single-Photon Uncaging with Long-Wavelength Visible Light
Nobuhiro UMEDA
1
,
Hironori Takahashi
2
,
Mako Kamiya
2
,
Tasuku Ueno
2
,
Toru Komatsu
3
,
Takuya Terai
2
,
Kenjiro Hanaoka
2
,
Tetsuo Nagano
2
,
Publication type: Journal Article
Publication date: 2014-08-27
scimago Q1
wos Q2
SJR: 1.383
CiteScore: 7.1
Impact factor: 3.8
ISSN: 15548929, 15548937
PubMed ID:
25140990
Biochemistry
General Medicine
Molecular Medicine
Abstract
Caged compounds are useful tools for precise spatiotemporal modulation of cell functions, but in most cases uncaging requires ultraviolet (UV) light, which is cytotoxic and has limited tissue penetration. Therefore, caged compounds that can be activated by longer-wavelength light are required. Here we describe a novel photoelimination reaction of 4-aryloxy boron dipyrromethene (BODIPY) derivatives and show that BODIPY can function as a caging group for phenol groups. We developed a novel BODIPY-caged histamine compound, which is photoactivatable with blue-green visible light to stimulate cultured HeLa cells in a spatiotemporally well-controlled manner. This caging strategy is expected to be widely applicable to develop tools for probing various cellular functions.
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Metrics
103
Total citations:
103
Citations from 2024:
19
(18.45%)
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GOST
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UMEDA N. et al. Boron Dipyrromethene As a Fluorescent Caging Group for Single-Photon Uncaging with Long-Wavelength Visible Light // ACS Chemical Biology. 2014. Vol. 9. No. 10. pp. 2242-2246.
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UMEDA N., Takahashi H., Kamiya M., Ueno T., Komatsu T., Terai T., Hanaoka K., Nagano T., Urano Y. Boron Dipyrromethene As a Fluorescent Caging Group for Single-Photon Uncaging with Long-Wavelength Visible Light // ACS Chemical Biology. 2014. Vol. 9. No. 10. pp. 2242-2246.
Cite this
RIS
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TY - JOUR
DO - 10.1021/cb500525p
UR - https://doi.org/10.1021/cb500525p
TI - Boron Dipyrromethene As a Fluorescent Caging Group for Single-Photon Uncaging with Long-Wavelength Visible Light
T2 - ACS Chemical Biology
AU - UMEDA, Nobuhiro
AU - Takahashi, Hironori
AU - Kamiya, Mako
AU - Ueno, Tasuku
AU - Komatsu, Toru
AU - Terai, Takuya
AU - Hanaoka, Kenjiro
AU - Nagano, Tetsuo
AU - Urano, Yasuteru
PY - 2014
DA - 2014/08/27
PB - American Chemical Society (ACS)
SP - 2242-2246
IS - 10
VL - 9
PMID - 25140990
SN - 1554-8929
SN - 1554-8937
ER -
Cite this
BibTex (up to 50 authors)
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@article{2014_UMEDA,
author = {Nobuhiro UMEDA and Hironori Takahashi and Mako Kamiya and Tasuku Ueno and Toru Komatsu and Takuya Terai and Kenjiro Hanaoka and Tetsuo Nagano and Yasuteru Urano},
title = {Boron Dipyrromethene As a Fluorescent Caging Group for Single-Photon Uncaging with Long-Wavelength Visible Light},
journal = {ACS Chemical Biology},
year = {2014},
volume = {9},
publisher = {American Chemical Society (ACS)},
month = {aug},
url = {https://doi.org/10.1021/cb500525p},
number = {10},
pages = {2242--2246},
doi = {10.1021/cb500525p}
}
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MLA
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UMEDA, Nobuhiro, et al. “Boron Dipyrromethene As a Fluorescent Caging Group for Single-Photon Uncaging with Long-Wavelength Visible Light.” ACS Chemical Biology, vol. 9, no. 10, Aug. 2014, pp. 2242-2246. https://doi.org/10.1021/cb500525p.