Skip to Content
Merck
All Photos(1)

Key Documents

More Documents

793728

Sigma-Aldrich

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

97%

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C19H19BF2N2
CAS Number:
194235-40-0
Molecular Weight:
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

Related Categories

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

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service