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94885-02-6

94885-02-6 Structure

94885-02-6 Structure
IdentificationBack 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 PropertiesBack 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.
Hazard InformationBack 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 DataBack Directory
[WGK Germany ]

3
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