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Merck

C7980

Sigma-Aldrich

Dihydroceramide C2

≥97% (TLC), solid

别名:

D-erythro-N-Acetylsphinganine

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About This Item

经验公式(希尔记法):
C20H41NO3
分子量:
343.54
MDL號碼:
分類程式碼代碼:
12352211
PubChem物質ID:
NACRES:
NA.77

品質等級

化驗

≥97% (TLC)

形狀

solid

顏色

white

溶解度

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

儲存溫度

−20°C

SMILES 字串

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 密鑰

CRJGESKKUOMBCT-VQTJNVASSA-N

應用

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

生化/生理作用

Dihydroceramide C2 is a precursor of ceramide.

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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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

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