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

97%

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Synonym(s):
BODIPY dye, Boron dipyrromethene fluorophore, Difluoro{2-[(3,5-dimethyl-2H-pyrrol-2-ylidene-N)phenylmethyl]-3,5-dimethyl-1H-pyrrolato-N}boron
Empirical Formula (Hill Notation):
C19H19BF2N2
CAS Number:
Molecular Weight:
324.18
MDL number:
PubChem Substance ID:
NACRES:
NA.23

Quality Level

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

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This Item
72017703214790389
assay

97%

assay

≥95.0% (based on Na and calc. on dry substance, AAS)

assay

95% (NMR)

assay

99% (HPLC)

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

100

form

powder

form

powder

form

powder

form

powder

mp

174-179 °C

mp

-

mp

250-260 °C

mp

262-266 °C

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

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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Styryl-BODIPY based red-emitting fluorescent OFF-ON molecular probe for specific detection of cysteine
Shao J, et al.
Biosensors And Bioelectronics, 26(6), 3012-3017 (2011)
Xiaotong Su et al.
Animals : an open access journal from MDPI, 9(12) (2019-12-15)
Neudesin neurotrophic factor (NENF) is a secreted protein that is essential in multiple biological processes, including neural functions, adipogenesis, and tumorigenesis. In our previous study, NENF was significantly inhibited in the bovine adipocytes-myoblasts co-culture system. However, studies on NENF regulation
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)
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
Synthesis and spectral properties of phthalocyanine-BODIPY conjugates
Osati S, et al.
Tetrahedron Letters, 56(16), 2049-2053 (2015)

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