Structurally Redesigned Bioorthogonal Reagents for Mitochondria-Specific Prodrug Activation
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F21%3A00538814" target="_blank" >RIV/61388963:_____/21:00538814 - isvavai.cz</a>
Alternative codes found
RIV/68378041:_____/21:00538814
Result on the web
<a href="https://doi.org/10.1021/jacsau.0c00053" target="_blank" >https://doi.org/10.1021/jacsau.0c00053</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/jacsau.0c00053" target="_blank" >10.1021/jacsau.0c00053</a>
Alternative languages
Result language
angličtina
Original language name
Structurally Redesigned Bioorthogonal Reagents for Mitochondria-Specific Prodrug Activation
Original language description
The development of abiotic chemical reactions that can be performed in anorganelle-specific manner can provide new opportunities in drug delivery and cell and chemicalbiology. However, due to the complexity of the cellular environment, this remains a significantchallenge. Here, we introduce structurally redesigned bioorthogonal tetrazine reagents thatspontaneously accumulate in mitochondria of live mammalian cells. The attributes leading totheir efficient accumulation in the organelle were optimized to include the right combinationof lipophilicity and positive delocalized charge. The best performing mitochondriotropictetrazines enable subcellular chemical release of TCO-caged compounds as we show usingfluorogenic substrates and mitochondrial uncoupler niclosamide. Our work demonstrates thata shrewd redesign of common bioorthogonal reagents can lead to their transformation intoorganelle-specific probes, opening the possibility to activate prodrugs and m anipulatebiological processes at the subcellular level by using purely chemical tools.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10401 - Organic chemistry
Result continuities
Project
<a href="/en/project/GA19-13811S" target="_blank" >GA19-13811S: Construction of synthetic scaffolds enabling subcellular organelle-specific release chemistry</a><br>
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2021
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
JACS Au
ISSN
2691-3704
e-ISSN
2691-3704
Volume of the periodical
1
Issue of the periodical within the volume
1
Country of publishing house
US - UNITED STATES
Number of pages
8
Pages from-to
23-30
UT code for WoS article
000651111900005
EID of the result in the Scopus database
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