| Identification | Back Directory | [Name]
C6-NBD-CERAMIDE | [CAS]
94885-02-6 | [Synonyms]
NBD-C 6Cer
C6-NBD-CERAMIDE
NBD C6-CERAMIDE
NBD HEXANOIC CERAMIDE
N-C6-NBD-L-THREO-SPHINGOSINE
N-C6-NBD-D-ERYTHRO-SPHINGOSINE
N-(NBD-AMINOHEXANOYL) SPHINGOSINE
N-HEXANOYL-NBD-L-THREO-SPHINGOSINE
N-HEXANOYL-NBD-D-ERYTHRO-SPHINGOSINE
N-(NBD-AMINOHEXANOYL)-D-ERYTHRO-SPHINGOSINE
N-[(7-NITROBENZ-2-OXA-1,3-DIAZOL-4-YL)AMINOCAPROYL]-SPHINGOSINE
N-[6-[(7-NITRO-2-1,3-BENZOXADIAZOL-4-YL)AMINO]CAPROYL]-CERAMIDE
N-[N-(7-NITROBENZ-2-OXA-1,3-DIAZOL-4-YL)AMINOCAPROYL]SPHINGOSINE
6-((N-(7-NITROBENZ-2-OXA-1,3-DIAZOL-4-YL)AMINO)HEXANOYL)-SPHINGOSINE
N-[7-(4-NITROBENZO-2-OXA-1,3-DIAZOLE)]-6-AMINOCAPROYL-D-ERYTHRO-SPHINGOSINE
N-[6-[(7-NITRO-2-1,3-BENZOXADIAZOL-4-YL)AMINO]HEXANOYL]-D-ERYTHROSPHINGOSINE
N-[(1S,2R,3E)-2-Hydroxy-1-(hydroxyMethyl)-3-heptadecen-1-yl]-6-[(7-nitro-2,1,3-benzoxadiazol-4-yl)aMino]hexanaMide | [Molecular Formula]
C30H49N5O6 | [MDL Number]
MFCD00467024 | [MOL File]
94885-02-6.mol | [Molecular Weight]
575.74 |
| Chemical Properties | Back Directory | [Appearance]
Rust or Dark Yellow Solid | [Melting point ]
85-88 °C | [density ]
1.153±0.06 g/cm3(Predicted) | [storage temp. ]
−20°C
| [solubility ]
Soluble in DMSO (35 mg/mL) | [form ]
solid | [pka]
13.54±0.20(Predicted) | [color ]
Orange | [Stability:]
Stable for 2 years as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month. | [InChIKey]
HZIRBXILQRLFIK-VPZZKNKNSA-N | [SMILES]
[N+](=O)([O-])c1c2n[o]nc2c(cc1)NCCCCCC(=O)N[C@H]([C@H](O)\C=C\CCCCCCCCCCCCC)CO |
| Hazard Information | Back Directory | [Chemical Properties]
Rust or Dark Yellow Solid | [Uses]
A vital fluoresent stain for the Golgi apparatus. | [Description]
C6 NBD ceramide is a biologically active fluorescent analog of short chain, membrane-permeable ceramides. It is as effective as C6 ceramide in the inhibition of viral glycoprotein transport through the Golgi. C6 NBD ceramide has been used as a fluorescent substrate for the activity of UDP-glucose:ceramide glucosyltransferase and to demonstrate the translocation of glucocerebroside and sphingomyelin from the Golgi to the plasma membrane. | [Definition]
ChEBI: N-{6-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]hexanoyl}sphingosine is an N-acylsphingosine that is sphingosine with the amino nitrogen converted into a 6-{[N-(7-nitrobenzo-2,1,3-oxadiazol-4-yl)amino]}hexananamido group. It has a role as a fluorescent probe. | [References]
Chazotte (2012),?Labeling Golgi with Fluorescent Ceramides;?Cold Spring Harb. Protoc. (8):pdb.prot070599
van Meer et al. (1987),?Sorting of sphingolipids in epithelial (Madin-Darby canine kidney) cells; J. Cell Biol.?105 1623
Don and Rosen (2008),?A fluorescent plate reader assay for ceramide kinase; Anal. Biochem.?375 265
Nikolova-Karakashian (2021),?Methods to Characterize Synthesis and Degradation of Sphingomyelin at the Plasma Membrane and Its Impact on Lipid Raft Dynamics; Methods Mol. Biol.?2187 113 |
| Safety Data | Back Directory | [WGK Germany ]
3
| [Storage Class]
3 - Flammable liquids | [Hazard Classifications]
Acute Tox. 3 Inhalation
Acute Tox. 4 Dermal
Acute Tox. 4 Oral
Carc. 2
Eye Irrit. 2
Flam. Liq. 2
Repr. 2
Skin Irrit. 2
STOT RE 1 Oral
STOT SE 1
STOT SE 3 |
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