BODIPY FL-C16 

BODIPY FL-C16 is a BODIPY-labeled analog of Palmitic acid (HY-N0830), which serves as a fluorescent lipid tracer. BODIPY FL-C16 also acts as a ligand for liver fatty acid-binding protein (L-FABP) and intestinal fatty acid-binding protein (I-FABP) , with K_d values of 270 nM and 330 nM, respectively. BODIPY FL-C16 is rapidly taken up by cells, and after metabolic conversion to phospholipids, it is incorporated into the membrane structures of intracellular organelles and extracellular vesicles^[1][2].

BODIPY FL-C16 (1-7 μM; 15 min-5 h pulse, up to 24 h chase) metabolically labels a homogeneous subpopulation of ~80 nm small extracellular vesicles of endosomal/MVB origin in human Mel501, Me665/1, A375/M, HEK293T, and HeLa cells, with maximal secretion plateauing 6 h after a 2 h pulse, and the labelled vesicles showing high enrichment for CD63, moderate enrichment for CD81, and low enrichment for CD9^[1].
BODIPY FL-C16 (0.5 μM; 5 μM L-FABP/I-FABP) has a low fluorescence quantum yield of 0.03 in PBS-CGM buffer, a high quantum yield of ~0.93 in methanol, and displays increased quantum yields of ~0.87 and ~0.72 when bound to recombinant rat L-FABP and I-FABP, respectively^[2].
BODIPY FL-C16 (0.5 μM; ~1 min) binds to recombinant rat L-FABP with an apparent K_D of 270 nM and to recombinant rat I-FABP with an apparent K_D of 330 nM, occupying the fatty acid-binding site on I-FABP and one of two fatty acid-binding sites on L-FABP^[2].
BODIPY FL-C16 (5 μM; 15 min at 37°C) extensively co-localizes with mitochondria and endoplasmic reticulum/Golgi, but not lysosomes, in fully differentiated human intestinal Caco-2 cells^[2].
BODIPY FL-C16 (5 μM; 15 min at 37°C) is not esterified or incorporated into complex lipids in fully differentiated human intestinal Caco-2 cells within a 15-minute incubation period at 37°C^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

474.43

C₂₇H₄₁BF₂N₂O₂

158757-82-5

Solid

Orange to red

F[B-]([N+]1=C(CCCCCCCCCCCCCCCC(O)=O)C=CC1=C2)(F)N3C2=C(C)C=C3C

Room temperature in continental US; may vary elsewhere.

-20°C, protect from light

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

• [1]. Barreca V, et al. Metabolic labelling of a subpopulation of small extracellular vesicles using a fluorescent palmitic acid analogue. J Extracell Vesicles. 2023;12(12):e12392.  [Content Brief]

  [2]. Thumser AE, et al. Characterization of a BODIPY-labeled fluorescent fatty acid analogue. Binding to fatty acid-binding proteins, intracellular localization, and metabolism. Mol Cell Biochem. 2007;299(1-2):67-73.