NIR‐fluorescent ceramide 

NIR-fluorescent ceramide is a neutral near-infrared (NIF) fluorescent probe (λ_em=650 nm) based on the C-bridged nitrobenzoxadiazole SCOTfluor core, which enables visualization of lipid metabolic processes such as sphingolipid trafficking. The emission signal of NIR-fluorescent ceramide increases significantly in liposomal environments. NIR-fluorescent ceramide acts as an intracellular trafficking tracer, localizing to regions surrounding the endoplasmic reticulum and Golgi apparatus within a short period, and then translocating to recycling lysosomes over a longer period, thus enabling real-time visualization of sphingolipid trafficking and biological lipid functions in living cells. NIR-fluorescent ceramide also generates metabolic uptake profiles and provides multiple metabolic readouts in human cancer cell lines^[1][2].

NIR‐fluorescent ceramide (compound 8) exhibits a fluorescence response property, with its fluorescence emission intensity increasing by approximately 15-fold in liposomes with a phosphatidylcholine/cholesterol ratio of 7:1^[1].
NIR-fluorescent ceramide (50 nM; 15 min, 3 h) mainly localizes to the endoplasmic reticulum of A549 cells at 15 min post-treatment, and translocates to recycling lysosomes by 3 h post-treatment^[1][2].

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

601.82

C₃₃H₅₅N₅O₅

2351937-34-1

CC1(C)N=C2C(NCCCCCC(N[C@@H]([C@@H](O)/C=C/CCCCCCCCCCCCC)CO)=O)=CC=C([N+]([O-])=O)C2=N1

Room temperature in continental US; may vary elsewhere.

Please store the product under the recommended conditions in the Certificate of Analysis.

• [1]. Benson S, et al. SCOTfluors: Small, Conjugatable, Orthogonal, and Tunable Fluorophores for In Vivo Imaging of Cell Metabolism. Angew Chem Int Ed Engl. 2019;58(21):6911-6915.  [Content Brief]

  [2]. Munan S, et al. Chronological development of functional fluorophores for bio-imaging. Chem Commun (Camb). 2024;60(5):501-521. Published 2024 Jan 11.  [Content Brief]