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3,5-Difluoro-4-hydroxybenzylidene imidazolinone

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3,5-Difluoro-4-hydroxybenzylidene imidazolinone
Names
IUPAC name (5Z)-5--3,5-dihydro-2,3-dimethyl-4H-imidazol-4-one
Other names
  • DFHBI
  • 3,5-Difluoro-4-hydroxybenzylidene imidazolidinone
  • (Z)-4-(3,5-Difluoro-4-hydroxybenzylidene)-1,2-dimethyl-1H-imidazol-5(4H)-one
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
InChI
  • InChI=1S/C12H10F2N2O2/c1-6-15-10(12(18)16(6)2)5-7-3-8(13)11(17)9(14)4-7/h3-5,17H,1-2H3/b10-5-Key: ZDDIJYXDUBFLID-YHYXMXQVSA-N
SMILES
  • CC1=N/C(=C\C2=CC(=C(C(=C2)F)O)F)/C(=O)N1C
Properties
Chemical formula C12H10F2N2O2
Molar mass 252.221 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

3,5-Difluoro-4-hydroxybenzylidene imidazolinone or DFHBI is an imidazolinone fluorophore used in various biochemical studies. The benzene ring of DFHBI can freely rotate around the single bond but when it is fixed in planar conformation, DFHBI fluoresces. It is a synthetic analog of the GFP fluorophore.

References

  1. ^ Dou, Jiayi; Vorobieva, Anastassia A.; Sheffler, William; Doyle, Lindsey A.; Park, Hahnbeom; Bick, Matthew J.; Mao, Binchen; Foight, Glenna W.; Lee, Min Yen; Gagnon, Lauren A.; Carter, Lauren (September 2018). "De novo design of a fluorescence-activating β-barrel". Nature. 561 (7724): 485–491. Bibcode:2018Natur.561..485D. doi:10.1038/s41586-018-0509-0. ISSN 0028-0836. PMC 6275156. PMID 30209393.
  2. ^ "DFHBI 1241390-29-3". Sigma Aldrich. Archived from the original on 2022-01-13.


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