Kethoxal
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| IUPAC name
3-Ethoxy-1,1-dihydroxy-2-butanone
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| Other names
3-Ethoxy-2-oxobutyraldehyde hydrate
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| Identifiers | |
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3D model (JSmol)
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| ECHA InfoCard | Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value). Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value). |
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| KEGG | |
| MeSH | C005135 |
PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C6H12O4 | |
| Molar mass | 148.158 g·mol−1 |
| Appearance | Pale yellow syrup[1] |
| Boiling point | 145 °C (293 °F; 418 K)[1][2] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Kethoxal (3-ethoxy-1,1-dihydroxy-2-butanone) is an organic compound that has antiviral and anaplasmosis properties.[1][3] It also forms a stable covalent adduct with guanine, which makes it useful for nucleic acid structure determination.[4]
Nucleic acid binding
[edit | edit source]Kethoxal, as with other 1,2-dicarbonyl compounds,[5] reacts with nucleic acids. It has high specificity for guanine over other ribonucleotides. In whole RNA, it reacts preferentially with guanine residues that are not involved in hydrogen-bonding.[6][7] It can thus be used to probe the interactions involved with the secondary structure and other binding interactions of RNA[8] and help with nucleic acid sequence analysis. The binding is reversible, which allows the kethoxal to be removed and the original RNA recovered.[citation needed]
References
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- ^ SciFinder record for CASRN 27762-78-3
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