Key role of cycloalkyne nature in alkyne-dye reagents for enhanced specificity of intracellular imaging by bioorthogonal bioconjugation
Vidyakina, Alexandra A.; Silonov, Sergey A.; Govdi, Anastasia I.; Ivanov, Alexander Yu; Podolskaya, Ekaterina P.; Balova, Irina A.; Bräse, Stefan
1,2; Danilkina, Natalia A.
1 Institut für Biologische und Chemische Systeme (IBCS), Karlsruher Institut für Technologie (KIT)
2 Institut für Organische Chemie (IOC), Karlsruher Institut für Technologie (KIT)
1,2; Danilkina, Natalia A. 1 Institut für Biologische und Chemische Systeme (IBCS), Karlsruher Institut für Technologie (KIT)
2 Institut für Organische Chemie (IOC), Karlsruher Institut für Technologie (KIT)
Abstract:
Conjugates of benzothiophene-fused azacyclononyne BT9N-NH$_2$ with fluorescent dyes were developed
to visualise azidoglycans intracellularly. The significance of the cycloalkyne core was demonstrated by
comparing new reagents with DBCO- and BCN-dye conjugates. To reduce non-specificity during intra-
cellular bioconjugation using SPAAC, less reactive BT9N-dye reagents are preferred over highly reactive
DBCO- and BCN-dye conjugates.
to visualise azidoglycans intracellularly. The significance of the cycloalkyne core was demonstrated by
comparing new reagents with DBCO- and BCN-dye conjugates. To reduce non-specificity during intra-
cellular bioconjugation using SPAAC, less reactive BT9N-dye reagents are preferred over highly reactive
DBCO- and BCN-dye conjugates.
| Zugehörige Institution(en) am KIT | Institut für Biologische und Chemische Systeme (IBCS) Institut für Organische Chemie (IOC) |
| Publikationstyp | Zeitschriftenaufsatz |
| Publikationsmonat/-jahr | 07.2024 |
| Sprache | Englisch |
| Identifikator | ISSN: 1477-0520, 1477-0539 KITopen-ID: 1000172800 |
| HGF-Programm | 43.33.11 (POF IV, LK 01) Adaptive and Bioinstructive Materials Systems |
| Erschienen in | Organic & Biomolecular Chemistry |
| Verlag | Royal Society of Chemistry (RSC) |
| Vorab online veröffentlicht am | 03.07.2024 |
| Nachgewiesen in | Web of Science OpenAlex Scopus Dimensions |
| Globale Ziele für nachhaltige Entwicklung |