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793264

Sigma-Aldrich

{3-Ethyl-5-[(4-ethyl-3,5-dimethyl-2H-pyrrol-2-ylidene)methyl]-2,4-dimethyl-1H-pyrrolato-N1,N5}difluoroboron

99% (HPLC)

Synonym(s):

BODIPY dye, Boron dipyrromethene fluorophore

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About This Item

Empirical Formula (Hill Notation):
C17H23BF2N2
CAS Number:
55799-81-0
Molecular Weight:
304.19
UNSPSC Code:
12352103
PubChem Substance ID:
329768068

Assay

99% (HPLC)

form

powder

mp

185-190 °C

fluorescence

λex 381 nm; λem 533 nm

SMILES string

CC(C(CC)=C1C)=C(/C=C2N=C(C)C(CC)=C\2C)N1B(F)F

InChI

1S/C17H23BF2N2/c1-7-14-10(3)16(21-12(14)5)9-17-11(4)15(8-2)13(6)22(17)18(19)20/h9H,7-8H2,1-6H3/b16-9-

InChI key

LXSSOBXNQJFECT-SXGWCWSVSA-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.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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BODIPY staining; an alternative to the Nile Red fluorescence method for the evaluation of intracellular lipids in microalgae
Govender, T.; Ramanna, L.; Rawat, I.; Bux, F.
BioResources, 114, 507-511 (2012)
Selective fluorescent probes for live-cell monitoring of sulphide
Qian, Yong; Karpus, Jason; Kabil, Omer; et al.
Nature Communications, 2(Oct.), 1506/1-1506/7 (2011)
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

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