C6 NBD Galactosylceramide (d18:1/6:0)

Modify Date: 2023-01-15 16:38:20

C6 NBD Galactosylceramide (d18:1/6:0) Structure
C6 NBD Galactosylceramide (d18:1/6:0) structure
Common Name C6 NBD Galactosylceramide (d18:1/6:0)
CAS Number 170212-26-7 Molecular Weight 737.881
Density 1.3±0.1 g/cm3 Boiling Point N/A
Molecular Formula C36H59N5O11 Melting Point N/A
MSDS N/A Flash Point N/A

 Use of C6 NBD Galactosylceramide (d18:1/6:0)


C6 NBD galactosylceramide is an active derivative of galactosylceramide that is tagged with fluorescent C6 nitrobenzoxadiazole (C6 NBD). C6 NBD galactosylceramide can be used as a substrate for neutral β-glycosylceramidase (GCase) to study intracellular localization and metabolism of galactosylceramide (Ex=nm, Em=525)[1].

 Names

Name N-[(2S,3R,4E)-1-(β-D-Galactopyranosyloxy)-3-hydroxy-4-octadecen-2-yl]-6-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]hexanamide
Synonym More Synonyms

 C6 NBD Galactosylceramide (d18:1/6:0) Biological Activity

Description C6 NBD galactosylceramide is an active derivative of galactosylceramide that is tagged with fluorescent C6 nitrobenzoxadiazole (C6 NBD). C6 NBD galactosylceramide can be used as a substrate for neutral β-glycosylceramidase (GCase) to study intracellular localization and metabolism of galactosylceramide (Ex=nm, Em=525)[1].
Related Catalog
In Vitro C6-NBD-glucosylceramide (4 μM) is transported to the Golgi apparatus in HT29 cells[1]. Guidelines (Following is our recommended protocol. This protocol only provides a guideline, and should be modified according to your specific needs)[2]. Transcytosis of Exogenous C6-NBD-GaICer after Endocytosis: 1. C6-NBD-glucosylceramide is inserted at 10°C. 2. Cells are rinsed three times with cold HBSS' and incubated at 37°C in HBSS' to allow endocytosis. 3. After 10 min, the probe remaining on the cell surface is removed by two (apical) or three (basal) BSA washes for 20 min at 10°C. 4. One set of filters is used for lipid analysis to quantitate endocytosis. A second set of filters is further incubated for 0.5 or 1 h at 37°C in HBSS' + BSA, to assay for reappearance of intracellular C6-NBD-glucosylceramide on either cell surface. 5. The incubations are followed by a 10°C BSA wash, after which the NBD lipids from the combined apical media, basal media, and the cells were extracted into chloroform/methanol, analyzed by TLC, and quantitated.
References

[1]. J W Kok, et al. Sorting of sphingolipids in the endocytic pathway of HT29 cells. J Cell Biol. 1991 Jul;114(2):231-9.

[2]. I van Genderen, et al. Differential targeting of glucosylceramide and galactosylceramide analogues after synthesis but not during transcytosis in Madin-Darby canine kidney cells. J Cell Biol. 1995 Nov;131(3):645-54.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Molecular Formula C36H59N5O11
Molecular Weight 737.881
Exact Mass 737.421082
LogP 6.14
Index of Refraction 1.585

 Synonyms

Hexanamide, N-[(1S,2R,3E)-1-[(β-D-galactopyranosyloxy)methyl]-2-hydroxy-3-heptadecen-1-yl]-6-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]-
N-[(2S,3R,4E)-1-(β-D-Galactopyranosyloxy)-3-hydroxy-4-octadecen-2-yl]-6-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]hexanamide