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Merck
CN

N8278

Sigma-Aldrich

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
MDL number:
MFCD00467024
UNSPSC Code:
12352211
PubChem Substance ID:
24897860

Key Documents

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form

powder

lipid type

sphingolipids

storage temp.

−20°C

SMILES string

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

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

InChI key

HZIRBXILQRLFIK-VPZZKNKNSA-N

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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

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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
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
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
K Wolf et al.
Cellular microbiology, 3(3), 145-152 (2001-03-22)
Chlamydia pneumoniae is a bacterial obligate intracellular parasite with a developmental cycle common to all members of the genus Chlamydia. Like other chlamydiae, the developmental cycle of C. pneumoniae occurs entirely within a membrane-bound intracellular vacuole, termed an inclusion, that
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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