A biotin-conjugated photo-activated CO-releasing molecule (biotinCORM): efficient CO-release from an avidin–biotinCORM protein adduct
| العنوان: | A biotin-conjugated photo-activated CO-releasing molecule (biotinCORM): efficient CO-release from an avidin–biotinCORM protein adduct |
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| المؤلفون: | Alice De Palo, James W. B. Moir, Jonathan S. Ward, Benjamin J. Aucott, Ian J. S. Fairlamb, Jason M. Lynam |
| المصدر: | Dalton Transactions. 48:16233-16241 |
| بيانات النشر: | Royal Society of Chemistry (RSC), 2019. |
| سنة النشر: | 2019 |
| مصطلحات موضوعية: | Streptavidin, Biotin, Alkyne, Conjugated system, 010402 general chemistry, 01 natural sciences, Adduct, Inorganic Chemistry, Mice, chemistry.chemical_compound, Animals, chemistry.chemical_classification, Carbon Monoxide, Drug Carriers, Cycloaddition Reaction, Molecular Structure, biology, 010405 organic chemistry, Avidin, Photochemical Processes, Combinatorial chemistry, Cycloaddition, 0104 chemical sciences, Drug Liberation, RAW 264.7 Cells, chemistry, Alkynes, Biotinylation, biology.protein |
| الوصف: | Biotinylated pharmaceuticals are of great interest due to the strong interactions between biotinyl-functionality and streptavidin/avidin, which opens up avenues for efficient targeting and localisation. Three new carbon monoxide-releasing molecules (CO-RMs) have been synthesised and characterised using chemical and biological analysis. An alkyne-containing CO-RM 2 was found to be toxic to RAW 264.7 murine macrophages; and thus therapeutically viable CO-RM 1 was employed as the alkyne precursor for [3 + 2] cycloaddition chemistry enabling a new acid-containing CO-RM 4 and biotin-bioconugate-CO-RM (BiotinCORM 5) to be prepared. CO-RM 4 showed significantly improved solubility and BiotinCORM 5 acts as a photo-CO-RM. We have found that an avidin-CORM adduct of 5 is a CO-releasing protein, releasing CO on irradiation with light (400 nm). The avidin-biotinCORM adduct of 5 was found to have a binding energy of 10 kcal mol-1. |
| تدمد: | 1477-9234 1477-9226 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::d0318c2f0547e814f6f997f3f4359de2 https://doi.org/10.1039/c9dt03429c |
| حقوق: | OPEN |
| رقم الأكسشن: | edsair.doi.dedup.....d0318c2f0547e814f6f997f3f4359de2 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 14779234 14779226 |
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