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Merck
CN

SML4073

BODIPY-FL-C16

≥98% (HPLC)

Synonym(s):

(T-4)-[ο-(3,5-Dimethyl-2H-pyrrol-2-ylidene-κN)-3,5-dimethyl-1H-pyrrole-2-hexadecanoato(2-)-κN1]difluoroborate(1-), 15-(5,5-difluoro-1,3,7,9-tetramethyl-5H-4l4,5l4-dipyrrolo[1,2-c:2′,1′-f][1,3,2]diazaborinin-10-yl)pentadecanoate, 4,4-Difluoro-5,7-dimethyl-4-bora-3a,4a diaza-s-indacene-3-hexadecanoic acid, BODIPY FL C16, BODIPY-Palmitate, Hexadecanoyl-BODIPY-FL

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Quality Level

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

, Faint orange to red

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C(CCCCCCCCCCCCCCC1=C2C(C)=CC(C)=[N]2B(F)(F)N3C1=C(C)C=C3C)O

Related Categories

Biochem/physiol Actions

Cell-permeable, BODIPY-tagged C16 fatty acid analog, a green-fluorescent lipid tracer.

BODIPY (dipyrrometheneboron) fluorophores are non-polar, highly photostable, and exhibit a high fluorescence quantum yield, making them suitable for confocal and two-photon fluorescence microscopy, with excitation and emission at 488 nm and 510 - 520 nm. BODIPY-FL-C16 , a palmitate analog, tagged with BODIPY, is efficiently taken up by Caco-2 cells and aligns with L-FABP and markers for cellular organelles, exhibiting strong binding to liver and intestinal fatty acid-binding proteins (with KD values of 270 and 330 nM, respectively) akin to oleic acid, and its fluorescence intensity markedly rises to 0.87 and 0.72 in the presence of L-FABP and I-FABP, respectively. BODIPY-FL-C16 serves as well to track lipid peroxidation in red blood cell membranes.

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