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Merck
CN

N8278

N-(NBD-Aminohexanoyl)sphingosine

Synonym(s):

N-([7-Nitrobenz-2-oxa-1,3-diazol-4-yl]aminocaproyl)sphingosine, NBD hexanoic ceramide

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About This Item

Empirical Formula (Hill Notation):
C30H49N5O6
CAS Number:
86701-10-2
Molecular Weight:
575.74
UNSPSC Code:
12352211
PubChem Substance ID:
24897860
MDL number:
MFCD00467024

Key Documents

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InChI

1S/C30H49N5O6/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/h15,18,20-21,25,27,31,36-37H,2-14,16-17,19,22-23H2,1H3,(H,32,38)/b18-15+/t25-,27+/m0/s1

SMILES string

CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](CO)NC(=O)CCCCCNc1ccc(c2nonc12)N(=O)=O

InChI key

HZIRBXILQRLFIK-VPZZKNKNSA-N

form

powder

lipid type

sphingolipids

storage temp.

−20°C

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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Certificates of Analysis (COA)

Lot/Batch Number
SLBB5743V
091M1774V
050M1864
099K1239
038K1280

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Vineet Gupta et al.
Journal of lipid research, 51(4), 866-874 (2009-10-15)
Glucosylceramide synthase (GCS or GlcT-1), converting ceramide to glucosylceramide, is a key enzyme for the synthesis of glycosphingolipids. Due to its diverse roles in physiology and diseases, GCS may be a disease marker and drug target. Current assays for enzymes
A Loidl et al.
Journal of lipid research, 43(5), 815-823 (2002-04-25)
Sphingomyelinases are important enzymes of signal transduction. They catalyze the hydrolysis of sphingomyelin, giving rise to the intracellular formation of biologically active ceramide and phosphatidylcholine. Here we report on a fluorescence method for the fast and accurate determination of this
I Kusano et al.
Cell structure and function, 26(5), 279-288 (2002-02-08)
In the present study, we compared the abilities of ricin and diphtheria toxin to induce apoptosis in Vero cells. The cytolysis and DNA fragmentation by ricin paralleled its protein synthesis inhibitory activity. However, unlike ricin, diphtheria toxin could induce neither
Daniel G Milis et al.
Molecular and cellular biochemistry, 283(1-2), 57-66 (2006-01-31)
The influence of sterol carrier protein-2 (SCP-2) on the cellular metabolism of sphingolipids was examined in control mouse L-cells and stably transfected clones expressing the protein SCP-2. Three approaches were used to examine for differences; (1) compositional analysis of endogenous
E H Pap et al.
Experimental cell research, 265(2), 288-293 (2001-04-17)
Peptides carrying organelle-specific import or retention sequences can target the fluorophore BODIPY(581/591) to the nucleus, peroxisomes, endoplasmic reticulum (ER), or the trans-Golgi network (TGN). The peroxisomal peptide contains the PTS1 sequence AKL. For targeting to the ER or TGN, the
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