Molar mass 1,270.642 g/mol ChEBI ID 52947 Chemical formula C49H58I4N6O2 | PubChem CID 6438136 ChemSpider ID 4942629 | |
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YOYO-1 is a green fluorescent dye used in DNA staining. It belongs to the family of monomethine cyanine dyes and is a tetracationic homodimer of Oxazole Yellow (abbreviated YO, hence the name YOYO), typically available as tetraiodide salt. In aqueous buffer, free YOYO-1 dye (absorption: λmax 458 nm, emission: λmax 564 nm) has very low fluorescence quantum yield, however the intensity of fluorescence increases 3200 times upon binding through bis-intercalation to double-stranded DNA (absorption: λmax 489 nm, emission: λmax 509 nm).

Synthesis

YOYO-1 is prepared by alkylation of N,N,N’,N’-tetramethyl-1,3-propanediamine with 2 equivalents of N-(3-iodopropyl) analogue of Oxazole Yellow, which is available in three steps from 2-mercaptobenzoxazole:






References
YOYO-1 Wikipedia(Text) CC BY-SA