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C7980

Sigma-Aldrich

Dihydroceramide C2

≥97% (TLC), solid

Sinônimo(s):

D-erythro-N-Acetylsphinganine

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About This Item

Fórmula empírica (Notação de Hill):
C20H41NO3
Peso molecular:
343.54
Número MDL:
MFCD00236495
Código UNSPSC:
12352211
ID de substância PubChem:
24892995
NACRES:
NA.77

Nível de qualidade

200

Ensaio

≥97% (TLC)

forma

solid

cor

white

solubilidade

DMSO: 5 mg/mL (Dissolve in hot DMSO, then cool to RT.)
ethanol: 5 mg/mL

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

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

chave InChI

CRJGESKKUOMBCT-VQTJNVASSA-N

Aplicação

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

Ações bioquímicas/fisiológicas

Dihydroceramide C2 is a precursor of ceramide.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

Certificados de análise (COA)

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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
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
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
Pratyusha Mandal et al.
Immunity, 49(1), 42-55 (2018-07-19)
The execution of shock following high dose E. coli lipopolysaccharide (LPS) or bacterial sepsis in mice required pro-apoptotic caspase-8 in addition to pro-pyroptotic caspase-11 and gasdermin D. Hematopoietic cells produced MyD88- and TRIF-dependent inflammatory cytokines sufficient to initiate shock without any
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