3,5-Difluoro-4-hydroxybenzylidene imidazolidinone

3,5-Difluoro-4-hydroxybenzylidene imidazolidinone or DFHBI is an imidazolidinone 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 floresces.[2] It is a synthetic analog of the GFP fluorophore.

DFHBI[1]
Names
IUPAC name
(5Z)-5-[(3,5-Difluoro-4-hydroxyphenyl)methylene]-3,5-dihydro-2,3-dimethyl-4H-imidazol-4-one[1]
Other names
  • 3,5-Difluoro-4-hydroxybenzylidene imidazolidinone
  • 3,5-Difluoro-4-hydroxybenzylidene imidazolinone
  • (Z)-4-(3,5-Difluoro-4-hydroxybenzylidene)-1,2-dimethyl-1H-imidazol-5(4H)-one[2]
Identifiers
3D model (JSmol)
ChemSpider
  • 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
  • CC1=N/C(=C\C2=CC(=C(C(=C2)F)O)F)/C(=O)N1C
Properties
C12H10F2N2O2
Molar mass 252.221 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References

  1. "DFHBI 1241390-29-3". Sigma Aldrich. Archived from the original on 2022-01-13.
  2. 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. doi:10.1038/s41586-018-0509-0. ISSN 0028-0836. PMC 6275156. PMID 30209393.
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