Visible to NIR Light Photoactivation of Hydrogen Sulfide for
Biological Targeting

J 2018

Visible to NIR Light Photoactivation of Hydrogen Sulfide for Biological Targeting

ŠTACKO, Peter, Lucie MUCHOVA, Libor VITEK and Petr KLÁN

Basic information

Original name

Visible to NIR Light Photoactivation of Hydrogen Sulfide for Biological Targeting

Authors

ŠTACKO, Peter (703 Slovakia, belonging to the institution), Lucie MUCHOVA (203 Czech Republic), Libor VITEK (203 Czech Republic) and Petr KLÁN (203 Czech Republic, guarantor, belonging to the institution)

Edition

Organic Letters, WASHINGTON, American Chemical Society, 2018, 1523-7060

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: 6.555

RIV identification code

RIV/00216224:14310/18:00101605

Organization unit

Faculty of Science

DOI

http://dx.doi.org/10.1021/acs.orglett.8b02043

UT WoS

000442454900042

Keywords in English

PHOTOREMOVABLE PROTECTING GROUPS; GASEOUS SIGNALING MOLECULE; PHOTODYNAMIC THERAPY; FLUORESCENT-PROBES; METHYLENE-BLUE; BODIPY DYES; GREEN-LIGHT; RELEASE; H2S; DERIVATIVES

Abstract

V originále

The synthesis and photochemical properties of H2S-releasing BODIPY thiocarbamate photocage scaffolds activatable by visible-to-NIR (up to 700 nm) light to release carbonyl sulfide (COS), which is transformed to H2S using either isolated or natural carbonic anhydrase, is reported. The excellent uncaging cross section and high H2S release yields in in vitro experiments, including live-cell imaging, suggest that these photocages can serve as a platform for the bio-orthogonal phototriggered release within the tissue-transparent window.

Links

CZ.02.1.01/0.0/0.0/16_013/0001761, interní kód MU

Name: RECETOX RI - OP VVV (Acronym: RECETOX RI)

Investor: Ministry of Education, Youth and Sports of the CR, Priority axis 1: Strengthening capacities for high-quality research

GA18-12477S, research and development project

Name: Fotoaktivace CO a H2S jako plynných signálních molekul pro biologické a medicinální aplikace

Investor: Czech Science Foundation

LM2015051, research and development project

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

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

6SA17811, interní kód MU

Name: Visible light-activated photocaged molecules for biological applications (Acronym: VLAMBA)

Investor: South-Moravian Region, Incoming grants

Citovat

ŠTACKO, Peter, Lucie MUCHOVA, Libor VITEK and Petr KLÁN. Visible to NIR Light Photoactivation of Hydrogen Sulfide for Biological Targeting. Organic Letters. WASHINGTON: American Chemical Society, 2018, vol. 20, No 16, p. 4907-4911. ISSN 1523-7060. Available from: https://dx.doi.org/10.1021/acs.orglett.8b02043.

@article{1488100,
   author = {Štacko, Peter and Muchova, Lucie and Vitek, Libor and Klán, Petr},
   article_location = {WASHINGTON},
   article_number = {16},
   doi = {http://dx.doi.org/10.1021/acs.orglett.8b02043},
   keywords = {PHOTOREMOVABLE PROTECTING GROUPS; GASEOUS SIGNALING MOLECULE; PHOTODYNAMIC THERAPY; FLUORESCENT-PROBES; METHYLENE-BLUE; BODIPY DYES; GREEN-LIGHT; RELEASE; H2S; DERIVATIVES},
   language = {eng},
   issn = {1523-7060},
   journal = {Organic Letters},
   title = {Visible to NIR Light Photoactivation of Hydrogen Sulfide for Biological Targeting},
   url = {https://pubs.acs.org/doi/10.1021/acs.orglett.8b02043},
   volume = {20},
   year = {2018}
}

TY  - JOUR
ID  - 1488100
AU  - Štacko, Peter - Muchova, Lucie - Vitek, Libor - Klán, Petr
PY  - 2018
TI  - Visible to NIR Light Photoactivation of Hydrogen Sulfide for Biological Targeting
JF  - Organic Letters
VL  - 20
IS  - 16
SP  - 4907-4911
EP  - 4907-4911
PB  - American Chemical Society
SN  - 15237060
KW  - PHOTOREMOVABLE PROTECTING GROUPS
KW  - GASEOUS SIGNALING MOLECULE
KW  - PHOTODYNAMIC THERAPY
KW  - FLUORESCENT-PROBES
KW  - METHYLENE-BLUE
KW  - BODIPY DYES
KW  - GREEN-LIGHT
KW  - RELEASE
KW  - H2S
KW  - DERIVATIVES
UR  - https://pubs.acs.org/doi/10.1021/acs.orglett.8b02043
L2  - https://pubs.acs.org/doi/10.1021/acs.orglett.8b02043
N2  - The synthesis and photochemical properties of H2S-releasing BODIPY thiocarbamate photocage scaffolds activatable by visible-to-NIR (up to 700 nm) light to release carbonyl sulfide (COS), which is transformed to H2S using either isolated or natural carbonic anhydrase, is reported. The excellent uncaging cross section and high H2S release yields in in vitro experiments, including live-cell imaging, suggest that these photocages can serve as a platform for the bio-orthogonal phototriggered release within the tissue-transparent window.
ER  -

ŠTACKO, Peter, Lucie MUCHOVA, Libor VITEK and Petr KLÁN. Visible to NIR Light Photoactivation of Hydrogen Sulfide for Biological Targeting. \textit{Organic Letters}. WASHINGTON: American Chemical Society, 2018, vol.~20, No~16, p.~4907-4911. ISSN~1523-7060. Available from: https://dx.doi.org/10.1021/acs.orglett.8b02043.

Detailed Information on Publication Record