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795526

Sigma-Aldrich

2,8-Diethyl-1,3,5,7-tetramethyl-9-phenylbipyrromethene difluoroborate

99% (HPLC)

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Synonym(s):
BODIPY dye, Boron dipyrromethene fluorophore
Empirical Formula (Hill Notation):
C23H27BF2N2
CAS Number:
189264-25-3
Molecular Weight:
380.28
UNSPSC Code:
12352103
PubChem Substance ID:
329768490

Assay

99% (HPLC)

form

powder

mp

183-188 °C

fluorescence

λex 520; λem 532 in methanol

SMILES string

CC(C(CC)=C1C)=C(N1B2(F)F)C(C3=CC=CC=C3)=C4[N]2=C(C)C(CC)=C4C

InChI

1S/C23H27BF2N2/c1-7-19-14(3)22-21(18-12-10-9-11-13-18)23-15(4)20(8-2)17(6)28(23)24(25,26)27(22)16(19)5/h9-13H,7-8H2,1-6H3

InChI key

CPRBYGLKLOXFPA-UHFFFAOYSA-N

Application

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Yong Qian et al.
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Aqueous sulphides, including hydrogen sulphide, have important roles in biological signalling and metabolic processes. Here we develop a selective sulphide-trapping strategy involving sulphide addition to an aldehyde; the resulting hemithioacetal undergoes a Michael addition with an adjacent unsaturated acrylate ester
T Govender et al.
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In order to develop feasible production processes for microalgal biodiesel, the isolation of high neutral lipid producing microalgae is crucial. Since the established Nile Red (NR) method for detection of intracellular lipids has been successful only for some microalgae, a
Siang Hui Lim et al.
Journal of medicinal chemistry, 53(7), 2865-2874 (2010-03-05)
To understand the effects of substitution patterns on photosensitizing the ability of boron dipyrromethene (BODIPY), two structural variations that either investigate the effectiveness of various iodinated derivatives to maximize the "heavy atom effect" or focus on the effect of extended
Isaac A Klein et al.
Science (New York, N.Y.), 368(6497), 1386-1392 (2020-06-20)
The nucleus contains diverse phase-separated condensates that compartmentalize and concentrate biomolecules with distinct physicochemical properties. Here, we investigated whether condensates concentrate small-molecule cancer therapeutics such that their pharmacodynamic properties are altered. We found that antineoplastic drugs become concentrated in specific

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