Digoxigenin
Structural formula | ||||||||||||||||
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General | ||||||||||||||||
Surname | Digoxigenin | |||||||||||||||
other names |
(3 β , 5 β , 12 β ) -3,12,14-trihydroxycard-20 (22) enolide |
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Molecular formula | C 23 H 34 O 5 | |||||||||||||||
Brief description |
colorless solid |
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External identifiers / databases | ||||||||||||||||
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properties | ||||||||||||||||
Molar mass | 390.51 g · mol -1 | |||||||||||||||
Physical state |
firmly |
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Melting point |
222 ° C |
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solubility |
little in water (403 mg l −1 at 25 ° C) |
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safety instructions | ||||||||||||||||
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Toxicological data |
3.545 mg · kg -1 ( LD 50 , guinea pigs , iv ) |
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As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
Digoxigenin ( DIG for short ) is a cardenolide ( steroid ) from the leaves of the red foxglove Digitalis purpurea and the woolly foxglove, Digitalis lanata . It is the aglycon of the cardiac glycoside digoxin .
use
Digoxigenin is used in molecular biology to mark DNA and RNA . In the case of RNA probes, DIG is usually coupled to uridine triphosphate (UTP), since it is specific for RNA, in the case of DNA probes to deoxyuridine triphosphate (dUTP). The detection is carried out by an anti-digoxigenin antibody , which is coupled with a reporter enzyme , which in turn triggers a color reaction. Digoxigenin is only recognized in a bound state ( hapten ), so this method is very suitable for visualizing DNA (e.g. in the Southern blot ) or RNA (e.g. in the Northern blot or in situ , i.e. in tissue). In the context of force spectroscopy with an atomic force microscope , optical or magnetic tweezers, digoxigenin is used to anchor DNA molecules. The specific binding to an anti-digoxigenin antibody is also used.
Individual evidence
- ↑ a b c Entry on digoxigenin in the GESTIS substance database of the IFA , accessed on February 13, 2017(JavaScript required) .
- ↑ a b c Entry on digoxigenin in the ChemIDplus database of the United States National Library of Medicine (NLM) .
literature
- Friedrich Lottspeich, Joachim W. Engels (Ed.): Bioanalytik . 3. Edition. Springer Spectrum, Berlin, Heidelberg 2012, ISBN 978-3-8274-2942-1 .