SML3867
BI, Broccoli Fluorophore
≥98% (HPLC), fluorescent probe, powder
Synonym(s):
(5Z)-3-(1H-Benzimidazol-7-ylmethyl)-5-[(3,5-difluoro-4-hydroxyphenyl)methylene]-3,5-dihydro-2-methyl-4H-imidazol-4-one, (Z)-3-((1H-Benzo[d]imadazol-4-yl)methyl)-5-(3,5-difluoro-4-hydroxybenzylidene)-2-methyl-3,5-dihydro-4H-imidazol-4-one, BI, DFHBI-BI
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About This Item
Empirical Formula (Hill Notation):
C19H14F2N4O2
CAS Number:
Molecular Weight:
368.34
UNSPSC Code:
12352200
NACRES:
NA.77
Product Name
BI, Broccoli Fluorophore, ≥98% (HPLC)
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 2 mg/mL, clear
storage temp.
room temp
Quality Level
Related Categories
Biochem/physiol Actions
Cell-permeable DFHBI derivative that selectively binds to Broccoli aptamer; used for imaging of RNA in living cells.
BI is a cell-permeable DFHBI benzimidazolo (DFHBI-BI) derivative that greatly and selectively promotes and stabilizes Broccoli aptamer folding in vitro and cells with enhanced photostability. BI displays little background in vitro and cells (ϕ=0.00048, ϵ=42,500 M−1 cm−1), but very high fluorescence activation after binding to Broccoli (ϕ=0.669, ϵ=33,600 M−1 cm−1, KD = 51 nM). DFHBI-BI shows negligible cellular toxicity and binds Squash with much weaker affinity than Broccoli. Ex/Em: 470/505 nm.
BI is a cell-permeable DFHBI benzimidazolo (DFHBI-BI) derivative that greatly and selectively promotes and stabilizes Broccoli aptamer folding in vitro and cells with enhanced photostability. BI displays little background in vitro and cells (ϕ=0.00048, ϵ=42,500 M−1 cm−1), but very high fluorescence activation after binding to Broccoli (ϕ=0.669, ϵ=33,600 M−1 cm−1, KD = 51 nM). DFHBI-BI shows negligible cellular toxicity and binds Squash with much weaker affinity than Broccoli. Ex/Em: 470/505 nm.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Fluorophore-Promoted RNA Folding and Photostability Enables Imaging of Single Broccoli-Tagged mRNAs in Live Mammalian Cells
Angewandte Chemie (International ed. in English), 59(11), 4511-4518 (2020)
Single mRNA Imaging with Fluorogenic RNA Aptamers and Small-molecule Fluorophores
Wei Chen, Xiaoying Zhao, Nanyang Yang, Xing Li
Angewandte Chemie (International Edition in English), 62(7) (2023)
Sourav Kumar Dey et al.
Nature chemical biology, 18(2), 180-190 (2021-12-24)
Fluorogenic RNA aptamers are used to genetically encode fluorescent RNA and to construct RNA-based metabolite sensors. Unlike naturally occurring aptamers that efficiently fold and undergo metabolite-induced conformational changes, fluorogenic aptamers can exhibit poor folding, which limits their cellular fluorescence. To
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