Synthesis of HBC fluorophores with an electrophilic handle for covalent attachment to Pepper RNA
The fluorescent light-up aptamer (FLAP) Pepper can utilize fluorophores that are equipped with an electrophilic handle for the covalent attachment of the surrogate to the RNA. The resulting irreversibly tethered dye–RNA complexes have opened up new avenues for RNA imaging in live cells. Here, we rep...
Saved in:
| Main Authors: | , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Beilstein-Institut
2025-04-01
|
| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.21.56 |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| _version_ | 1850265858638610432 |
|---|---|
| author | Raphael Bereiter Ronald Micura |
| author_facet | Raphael Bereiter Ronald Micura |
| author_sort | Raphael Bereiter |
| collection | DOAJ |
| description | The fluorescent light-up aptamer (FLAP) Pepper can utilize fluorophores that are equipped with an electrophilic handle for the covalent attachment of the surrogate to the RNA. The resulting irreversibly tethered dye–RNA complexes have opened up new avenues for RNA imaging in live cells. Here, we report the syntheses of such modified HBC530 ((4-((2-hydroxyethyl)(methyl)amino)benzylidene)cyanophenylacetonitrile) fluorophores for easy access, which will contribute to the rapid dissemination of the RNA imaging approaches associated therewith. |
| format | Article |
| id | doaj-art-36fad0a0870a4c71a7b3dde7777ff767 |
| institution | OA Journals |
| issn | 1860-5397 |
| language | English |
| publishDate | 2025-04-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj-art-36fad0a0870a4c71a7b3dde7777ff7672025-08-20T01:54:19ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972025-04-0121172773510.3762/bjoc.21.561860-5397-21-56Synthesis of HBC fluorophores with an electrophilic handle for covalent attachment to Pepper RNARaphael Bereiter0Ronald Micura1Institute of Organic Chemistry, Center for Molecular Biosciences, Innsbruck (CMBI), University of Innsbruck, Innrain 80-82, 6020 Innsbruck, Austria Institute of Organic Chemistry, Center for Molecular Biosciences, Innsbruck (CMBI), University of Innsbruck, Innrain 80-82, 6020 Innsbruck, Austria The fluorescent light-up aptamer (FLAP) Pepper can utilize fluorophores that are equipped with an electrophilic handle for the covalent attachment of the surrogate to the RNA. The resulting irreversibly tethered dye–RNA complexes have opened up new avenues for RNA imaging in live cells. Here, we report the syntheses of such modified HBC530 ((4-((2-hydroxyethyl)(methyl)amino)benzylidene)cyanophenylacetonitrile) fluorophores for easy access, which will contribute to the rapid dissemination of the RNA imaging approaches associated therewith.https://doi.org/10.3762/bjoc.21.56covalent rna labelingflapfluorophore synthesishbc530self-alkylating ribozymes |
| spellingShingle | Raphael Bereiter Ronald Micura Synthesis of HBC fluorophores with an electrophilic handle for covalent attachment to Pepper RNA Beilstein Journal of Organic Chemistry covalent rna labeling flap fluorophore synthesis hbc530 self-alkylating ribozymes |
| title | Synthesis of HBC fluorophores with an electrophilic handle for covalent attachment to Pepper RNA |
| title_full | Synthesis of HBC fluorophores with an electrophilic handle for covalent attachment to Pepper RNA |
| title_fullStr | Synthesis of HBC fluorophores with an electrophilic handle for covalent attachment to Pepper RNA |
| title_full_unstemmed | Synthesis of HBC fluorophores with an electrophilic handle for covalent attachment to Pepper RNA |
| title_short | Synthesis of HBC fluorophores with an electrophilic handle for covalent attachment to Pepper RNA |
| title_sort | synthesis of hbc fluorophores with an electrophilic handle for covalent attachment to pepper rna |
| topic | covalent rna labeling flap fluorophore synthesis hbc530 self-alkylating ribozymes |
| url | https://doi.org/10.3762/bjoc.21.56 |
| work_keys_str_mv | AT raphaelbereiter synthesisofhbcfluorophoreswithanelectrophilichandleforcovalentattachmenttopepperrna AT ronaldmicura synthesisofhbcfluorophoreswithanelectrophilichandleforcovalentattachmenttopepperrna |