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793728

Sigma-Aldrich

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

97%

Synonyme(s) :

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

Formule empirique (notation de Hill):
C19H19BF2N2
Numéro CAS:
194235-40-0
Poids moléculaire :
324.18
Numéro MDL:
MFCD28137455
Code UNSPSC :
12352103
ID de substance PubChem :
329768412
Nomenclature NACRES :
NA.23

Niveau de qualité

100

Pureté

97%

Forme

powder

Pf

174-179 °C

Fluorescence

λex 326 nm; λem 515 nm

Chaîne SMILES 

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-

Clé InChI

CMLQGCANJGWRFY-ZCXUNETKSA-N

Description générale

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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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
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)
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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