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114301-97-2

114301-97-2 Structure

114301-97-2 Structure
IdentificationBack Directory
[Name]

C6 NBD SAFINGOL
[CAS]

114301-97-2
[Synonyms]

NBD-C6-SAFINGOL
C6 NBD SAFINGOL
C6 NBD SPHINGANINE
N-ACYL-SPHINGANINE (C6 NBD)
N-(NBD-AMINOCAPROYL)SAFINGOL
N-(NBD-AMINOCAPROYL)SPHINGANINE
C6 NBD dihydro Ceramide (d18:0/6:0)
N-(6-[(7-NITRO-2-1,3-BENZOXADIAZOL-4-YL)AMINO]CAPROYL)-SPHINGANINE
N-[6-[(7-NITRO-2-1,3-BENZOXADIAZOL-4-YL)AMINO]HEXANOYL]-SPHINGANINE
N-(6-[(7-NITRO-2-1,3-BENZOXADIAZOL-4-YL)AMINO]CAPROYL)-L-THREO-SPHINGANINE
N-[6-[(7-NITRO-2-1,3-BENZOXADIAZOL-4-YL)AMINO]HEXANOYL]-SPHINGANINE;C6-NBD SPHINGANINE
C6-NBD Sphinganine, N-[6-[(7-Nitro-2-1,3-benzoxadiazol-4-yl)amino]caproyl]-sphinganine
NBD-C6-Safingol, N-[6-[(7-Nitro-2-1,3-benzoxadiazol-4-yl)amino]caproyl]-L-threo-sphinganine
N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]-6-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]hexanamide
Hexanamide, N-[(1S,2R)-2-hydroxy-1-(hydroxymethyl)heptadecyl]-6-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]-
[EINECS(EC#)]

309-560-3
[Molecular Formula]

C30H51N5O6
[MDL Number]

MFCD02259240
[MOL File]

114301-97-2.mol
[Molecular Weight]

577.76
Chemical PropertiesBack Directory
[storage temp. ]

−20°C
[solubility ]

DMF: 20 mg/ml; DMSO: 20 mg/ml; DMSO:PBS (pH 7.2) (1:2): 0.3 mg/ml; Ethanol: 0.5 mg/ml
[form ]

A crystalline solid
[color ]

Yellow to orange
[InChI]

InChI=1S/C30H51N5O6/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18-27(37)25(23-36)32-28(38)19-16-14-17-22-31-24-20-21-26(35(39)40)30-29(24)33-41-34-30/h20-21,25,27,31,36-37H,2-19,22-23H2,1H3,(H,32,38)/t25-,27+/m0/s1
[InChIKey]

GEZLBJRDZRUTOE-AHKZPQOWSA-N
[SMILES]

C(N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC)(=O)CCCCCNC1C2C(C([N+]([O-])=O)=CC=1)=NON=2
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)Health Hazard (GHS08)
GHS06,GHS08
[Signal word ]

Danger
[Hazard statements ]

H302-H315-H319-H331-H336-H351-H361d-H372
[Precautionary statements ]

P201-P260-P264-P280-P304+P340+P311-P403+P233
[WGK Germany ]

3
Hazard InformationBack Directory
[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. C6 NBD dihydro ceramide (d18:0/6:0) is structurally identical to C6 NBD ceramide, except it contains a saturated bond in the C-4/C-5 position of the sphingosine backbone.
[Uses]

C6-NBD Sphinganine is a sphinganine analog and can be used as fluorescent dye for labeling fatty acid[1].
[References]

[1] Landoni M, et al. UV-MALDI mass spectrometry analysis of NBD-glycosphingolipids without an external matrix. J Am Soc Mass Spectrom. 2008 Jul;19(7):923-6. DOI:10.1016/j.jasms.2008.04.017
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