C7980
Dihydroceramide C2
≥97% (TLC), solid
Synonym(s):
D-erythro-N-Acetylsphinganine
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About This Item
Empirical Formula (Hill Notation):
C20H41NO3
Molecular Weight:
343.54
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
Quality Level
Assay
≥97% (TLC)
form
solid
color
white
solubility
DMSO: 5 mg/mL (Dissolve in hot DMSO, then cool to RT.)
ethanol: 5 mg/mL
storage temp.
−20°C
SMILES string
OC[C@]([H])(NC(C)=O)[C@]([H])(O)CCCCCCCCCCCCCCC
InChI
1S/C20H41NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20(24)19(17-22)21-18(2)23/h19-20,22,24H,3-17H2,1-2H3,(H,21,23)/t19-,20+/m0/s1
InChI key
CRJGESKKUOMBCT-VQTJNVASSA-N
Application
Dihydroceramide C2 has been used as a:
- negative control to study its effects on dopaminergic neuroblastoma cells
- negative control to study its effects on acrosomal exocytosis in boar spermatozoa
- ceramide precursor to study its effects on mitochondrial cell death in yeast
Biochem/physiol Actions
Dihydroceramide C2 is a precursor of ceramide.
Storage Class Code
11 - Combustible Solids
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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Tetsuma Murase et al.
The Journal of reproduction and development, 50(6), 667-674 (2005-01-14)
Mammalian spermatozoa must undergo acrosomal exocytosis prior to penetration of the oocyte at fertilization. The mechanisms underlying acrosomal exocytosis have not yet been fully elucidated. This study explored the possible involvement of ceramide in exocytosis of the boar sperm acrosome.
L R Vann et al.
The Journal of biological chemistry, 275(18), 13275-13281 (2000-05-02)
Synthesis of 6(R)-5,6,7,8-tetrahydrobiopterin (BH(4)), a required cofactor for inducible nitric-oxide synthase (iNOS) activity, is usually coordinately regulated with iNOS expression. In C6 glioma cells, tumor necrosis factor-alpha (TNF-alpha) concomitantly potentiated the stimulation of nitric oxide (NO) and BH(4) production induced
T Shimada et al.
Life sciences, 68(5), 539-546 (2001-02-24)
Forced overexpression of cyclooxygenase-2 (COX-2) in intestinal cells has been shown to be associated with resistance to apoptosis. However, the role of physiologically-induced COX-2 in the regulation of apoptosis remains unclear. In the present study, we examined whether hepatocyte growth
Didac Carmona-Gutierrez et al.
Cell cycle (Georgetown, Tex.), 10(22), 3973-3978 (2011-11-11)
The activation of ceramide-generating enzymes, the blockade of ceramide degradation, or the addition of ceramide analogues can trigger apoptosis or necrosis in human cancer cells. Moreover, endogenous ceramide plays a decisive role in the killing of neoplastic cells by conventional
Elisa Ferrari et al.
Molecular cell, 67(2), 266-281 (2017-06-27)
Mec1
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