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793728

Sigma-Aldrich

1,3,5,7-Tetramethyl-8-phenyl-4,4-difluoroboradiazaindacene

97%

Sinónimos:

BODIPY dye, Boron dipyrromethene fluorophore, Difluoro{2-[(3,5-dimethyl-2H-pyrrol-2-ylidene-N)phenylmethyl]-3,5-dimethyl-1H-pyrrolato-N}boron

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About This Item

Fórmula empírica (notación de Hill):
C19H19BF2N2
Número de CAS:
194235-40-0
Peso molecular:
324.18
MDL number:
MFCD28137455
UNSPSC Code:
12352103
PubChem Substance ID:
329768412
NACRES:
NA.23

Quality Level

100

assay

97%

form

powder

mp

174-179 °C

fluorescence

λex 326 nm; λem 515 nm

SMILES string

FB(F)N1C(/C(C2=CC=CC=C2)=C3N=C(C)C=C\3C)=C(C)C=C1C

InChI

1S/C19H19BF2N2/c1-12-10-14(3)23-18(12)17(16-8-6-5-7-9-16)19-13(2)11-15(4)24(19)20(21)22/h5-11H,1-4H3/b18-17-

InChI key

CMLQGCANJGWRFY-ZCXUNETKSA-N

General description

1,3,5,7-Tetramethyl-8-phenyl-4,4-difluoroboradiazaindacene (BODIPY) is a difluoroboradiaza-s-indacene derivative that has high absorption coefficient and quantum yield with photonic properties. It is used as an acceptor molecule that facilitates the formation of fluorescent probes.

Application

BODIPY can be used as an electron donor for thiol-based probes for fluorescent imaging of cellular thiols. It may also be used as a modified dye in the fabrication of organic light emitting diodes (OLEDs).
BODIPY laser dyes are used to generate fluorescent conjugates of proteins, nucleotides, oligonucleotides, and dextrans, and to prepare fluorescent enzyme substrates, fatty acids, phospholipids, lipopolysaccharides, receptor ligands, and polystyrene microspheres.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
MKCN0669
MKCG1273
MKCC7325
MKBX4075V
MKBS0274V

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Ultrafast charge transfer in amino-substituted boron dipyrromethene dyes and its inhibition by cation complexation: a new design concept for highly sensitive fluorescent probes
Kollmannsberger M, et al.
The Journal of Physical Chemistry A, 102(50), 10211-10220 (1998)
Jessica P Otis et al.
American journal of physiology. Gastrointestinal and liver physiology, 316(3), G350-G365 (2019-01-11)
Difficulty in imaging the vertebrate intestine in vivo has hindered our ability to model nutrient and protein trafficking from both the lumenal and basolateral aspects of enterocytes. Our goal was to use live confocal imaging to increase understanding of intestinal
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Animals : an open access journal from MDPI, 9(12) (2019-12-15)
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Petr Kovaříček et al.
ACS nano, 12(7), 7141-7147 (2018-06-12)
Manipulating nanoscopic objects by external stimuli is the cornerstone of nanoscience. Here, we report the implementation of dynamic covalent chemistry in the reversible binding and directional motion of fluorescent nanodiamond particles at a functionalized graphene surface via imine linkages. The
Beatrise Berzina et al.
Lab on a chip, 19(13), 2233-2240 (2019-06-05)
Ion concentration polarization (ICP) has been broadly applied to accomplish electrokinetic focusing of charged species. However, ICP-based extraction and enrichment of uncharged (neutral) compounds, important for pharmaceutical, biological, and environmental applications, has not yet been reported. Here, we report the
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