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231225s2018 xx |||||o 00| ||eng c |
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|a 10.1002/ejic.201800644
|2 doi
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|a pubmed24n1472.xml
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|a (NLM)31031567
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|a DE-627
|b ger
|c DE-627
|e rakwb
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|a eng
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| 100 |
1 |
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|a Siewert, Bianka
|e verfasserin
|4 aut
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| 245 |
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|a Synthesis and Avidin Binding of Ruthenium Complexes Functionalized with a Light-Cleavable Free Biotin Moiety
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|c 2018
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|a Text
|b txt
|2 rdacontent
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|a ƒaComputermedien
|b c
|2 rdamedia
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|a ƒa Online-Ressource
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|2 rdacarrier
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|a Date Revised 16.07.2024
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|a published: Print-Electronic
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|a Citation Status PubMed-not-MEDLINE
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|a In this work the synthesis, photochemistry, and streptavidin interaction of new [Ru(tpy)(bpy)(SRR')](PF6)2 complexes where the R' group contains a free biotin ligand, are described. Two different ligands SRR' were investigated: An asymmetric ligand 1 where the Ru-bound thioether is a N-acetylmethionine moiety linked to the free biotin fragment via a triethylene glycol spacer and a symmetrical ligand 2 containing two identical biotin moieties. The coordination of these two ligands to the precursor [Ru(tpy)(bpy)Cl]Cl was studied in water at 80 °C. In such conditions the coordination of the asymmetric ligand 1 occurred under thermodynamic control. After the reaction, a mononuclear and a binuclear complex were isolated. In the mononuclear complex, the ratio of methionine- {[6](PF6)2} vs. biotin-bound {[7](PF6)2} regioisomer was 5.3 and the free biotin fragment of [6](PF6)2 allowed to purify it from its isomer [7](PF6)2 at small scales using avidin affinity chromatography. Coordination of the symmetrical ligand 2 afforded [Ru(tpy)(bpy)(2)](PF6)2 {[8](PF6)2} in synthetically useful scales (100 mg), good yield (82 %), and without traces of the binuclear impurity. In this complex, one of the biotin remains free whereas the second one is coordinated to ruthenium. Photochemical release of ligand 2 from [8](PF6)2 occurred upon blue light irradiation (465 nm) with a photosubstitution quantum yield of 0.011 that was independent of the binding of streptavidin to the free biotin ligand
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|a Journal Article
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|a Antitumor agents
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| 650 |
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4 |
|a Biotin
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| 650 |
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|a Photochemistry
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| 650 |
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4 |
|a Ruthenium
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| 650 |
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4 |
|a Streptavidin
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| 650 |
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4 |
|a Synthesis design
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| 650 |
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4 |
|a Thioethers
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| 700 |
1 |
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|a Langerman, Michiel
|e verfasserin
|4 aut
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| 700 |
1 |
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|a Pannwitz, Andrea
|e verfasserin
|4 aut
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| 700 |
1 |
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|a Bonnet, Sylvestre
|e verfasserin
|4 aut
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| 773 |
0 |
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|i Enthalten in
|t European journal of inorganic chemistry
|d 1998
|g 2018(2018), 37 vom: 09. Okt., Seite 4117-4124
|w (DE-627)NLM098272756
|x 1434-1948
|7 nnns
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| 773 |
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|g volume:2018
|g year:2018
|g number:37
|g day:09
|g month:10
|g pages:4117-4124
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|u http://dx.doi.org/10.1002/ejic.201800644
|3 Volltext
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|d 2018
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