2351937-34-1
Chemical Structure
NIR‐fluorescent ceramide
- CAS No.: 2351937-34-1
- Formula:C33H55N5O5
- Molecular Weight:601.82
InChIKey: VWVMKZMGBDIKTI-FHCSARTPSA-N
SMILES: CC1(C)N=C2C(NCCCCCC(N[C@@H]([C@@H](O)/C=C/CCCCCCCCCCCCC)CO)=O)=CC=C([N+]([O-])=O)C2=N1
Biological Activity: NIR-fluorescent ceramide is a neutral near-infrared (NIF) fluorescent probe (λem=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].
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NIR‐fluorescent ceramide | NIR-fluorescent ceramide is a neutral near-infrared (NIF) fluorescent probe (λem=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. | |||||||||||||||||||||
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References
- [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]
