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3,5-Difluoro-4-hydroxybenzylidene imidazolinone
Names
IUPAC name
(5
Z )-5-[(3,5-Difluoro-4-hydroxyphenyl)methylene]-3,5-dihydro-2,3-dimethyl-4
H -imidazol-4-one
[2]
Other names
DFHBI 3,5-Difluoro-4-hydroxybenzylidene imidazolidinone (Z )-4-(3,5-Difluoro-4-hydroxybenzylidene)-1,2-dimethyl-1H -imidazol-5(4H )-one
[1]
Identifiers
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
C 12 H 10 F 2 N 2 O 2
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).
Chemical compound
3,5-Difluoro-4-hydroxybenzylidene imidazolinone or DFHBI
[2] 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.
[1] It is a synthetic analog of the
GFP fluorophore.
References
^
a
b 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 .
^
a
b
"DFHBI 1241390-29-3" .
Sigma Aldrich .
Archived from the original on 2022-01-13.