Near-Infrared Fluorescent 9-Phenylethynylpyronin Analogues for
Bioimaging

J 2014

Near-Infrared Fluorescent 9-Phenylethynylpyronin Analogues for Bioimaging

PASTIERIK, Tomáš, Peter ŠEBEJ, Jiřina MEDALOVÁ, Peter ŠTACKO, Petr KLÁN et. al.

Basic information

Original name

Near-Infrared Fluorescent 9-Phenylethynylpyronin Analogues for Bioimaging

Authors

PASTIERIK, Tomáš (703 Slovakia, belonging to the institution), Peter ŠEBEJ (703 Slovakia, belonging to the institution), Jiřina MEDALOVÁ (203 Czech Republic, belonging to the institution), Peter ŠTACKO (703 Slovakia, belonging to the institution) and Petr KLÁN (203 Czech Republic, guarantor, belonging to the institution)

Edition

The Journal of Organic Chemistry, American Chemical Society, 2014, 0022-3263

Other information

Language

English

Type of outcome

Článek v odborném periodiku

Field of Study

10401 Organic chemistry

Country of publisher

United States of America

Confidentiality degree

není předmětem státního či obchodního tajemství

References:

URL

Impact factor

Impact factor: 4.721

RIV identification code

RIV/00216224:14310/14:00073597

Organization unit

Faculty of Science

DOI

http://dx.doi.org/10.1021/jo500140y

UT WoS

000334823800008

Keywords in English

Rhodamine analogue; Bioimaging; Near infrared fluorescence

Abstract

V originále

The syntheses and biological applications of two novel fluorescent 9-phenylethynylpyronin analogues containing either carbon or silicon at the position 10 are reported. Both fluorescent probes exhibited a relatively strong fluorescence in methanol and phosphate buffer saline in the near-infrared region (705–738 nm) upon irradiation of either of their absorption maxima in the blue and red regions. The compounds showed high selectivity toward mitochondria in myeloma cells in vivo and allowed their visualization in a favored tissue-transparent window, which makes them promising NIR fluorescent tags for applications in bioimaging.

Links

EE2.3.30.0037, research and development project

Name: Zaměstnáním nejlepších mladých vědců k rozvoji mezinárodní spolupráce

GA13-25775S, research and development project

Name: Vývoj viditelným světlem aktivovatelných skupin a fluorescenčních značek pro chemii a biologii

Investor: Czech Science Foundation

LO1214, research and development project

Name: Centrum pro výzkum toxických látek v prostředí (Acronym: RECETOX)

Investor: Ministry of Education, Youth and Sports of the CR

MUNI/A/0975/2009, interní kód MU

Name: Podpora výzkumné činnosti studentů v oblasti fyziologie a imunologie živočichů. (Acronym: VYFIŽ)

Investor: Masaryk University, Category A

Citovat

PASTIERIK, Tomáš, Peter ŠEBEJ, Jiřina MEDALOVÁ, Peter ŠTACKO and Petr KLÁN. Near-Infrared Fluorescent 9-Phenylethynylpyronin Analogues for Bioimaging. The Journal of Organic Chemistry. American Chemical Society, 2014, vol. 79, No 8, p. 3374-3382. ISSN 0022-3263. Available from: https://dx.doi.org/10.1021/jo500140y.

@article{1180971,
   author = {Pastierik, Tomáš and Šebej, Peter and Medalová, Jiřina and Štacko, Peter and Klán, Petr},
   article_number = {8},
   doi = {http://dx.doi.org/10.1021/jo500140y},
   keywords = {Rhodamine analogue; Bioimaging; Near infrared fluorescence},
   language = {eng},
   issn = {0022-3263},
   journal = {The Journal of Organic Chemistry},
   title = {Near-Infrared Fluorescent 9-Phenylethynylpyronin Analogues for Bioimaging},
   url = {http://pubs.acs.org/doi/abs/10.1021/jo500140y},
   volume = {79},
   year = {2014}
}

TY  - JOUR
ID  - 1180971
AU  - Pastierik, Tomáš - Šebej, Peter - Medalová, Jiřina - Štacko, Peter - Klán, Petr
PY  - 2014
TI  - Near-Infrared Fluorescent 9-Phenylethynylpyronin Analogues for Bioimaging
JF  - The Journal of Organic Chemistry
VL  - 79
IS  - 8
SP  - 3374-3382
EP  - 3374-3382
PB  - American Chemical Society
SN  - 00223263
KW  - Rhodamine analogue
KW  - Bioimaging
KW  - Near infrared fluorescence
UR  - http://pubs.acs.org/doi/abs/10.1021/jo500140y
L2  - http://pubs.acs.org/doi/abs/10.1021/jo500140y
N2  - The syntheses and biological applications of two novel fluorescent 9-phenylethynylpyronin analogues containing either carbon or silicon at the position 10 are reported. Both fluorescent probes exhibited a relatively strong fluorescence in methanol and phosphate buffer saline in the near-infrared region (705–738 nm) upon irradiation of either of their absorption maxima in the blue and red regions. The compounds showed high selectivity toward mitochondria in myeloma cells in vivo and allowed their visualization in a favored tissue-transparent window, which makes them promising NIR fluorescent tags for applications in bioimaging.
ER  -

PASTIERIK, Tomáš, Peter ŠEBEJ, Jiřina MEDALOVÁ, Peter ŠTACKO and Petr KLÁN. Near-Infrared Fluorescent 9-Phenylethynylpyronin Analogues for Bioimaging. \textit{The Journal of Organic Chemistry}. American Chemical Society, 2014, vol.~79, No~8, p.~3374-3382. ISSN~0022-3263. Available from: https://dx.doi.org/10.1021/jo500140y.

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