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Merck
모든 사진(1)

문서

A7191

Sigma-Aldrich

N-Acetyl-D-sphingosine

≥97% (TLC), powder

동의어(들):

(2S,3R,4E)-2-(Acetylamino)-4-octadecene-1,3-diol, N-Acetoyl-D-erythro-sphingosine, Acetyl ceramide, C2 Ceramide (d18:1/2:0), C2 ceramide

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About This Item

실험식(Hill 표기법):
C20H39NO3
Molecular Weight:
341.53
MDL number:
UNSPSC 코드:
12352211
PubChem Substance ID:
NACRES:
NA.77

생물학적 소스

semisynthetic

Quality Level

분석

≥97% (TLC)

형태

powder

색상

white

solubility

DMSO: soluble
ethanol: soluble

지질 유형

sphingolipids

저장 온도

−20°C

SMILES string

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

InChI

1S/C20H39NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20(24)19(17-22)21-18(2)23/h15-16,19-20,22,24H,3-14,17H2,1-2H3,(H,21,23)/b16-15+/t19-,20+/m1/s1

InChI key

BLTCBVOJNNKFKC-HEQKZDDYSA-N

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관련 카테고리

애플리케이션

N-Acetyl-D-sphingosine is a cell-permeable and biologically active ceramide. N-Acetyl-D-sphingosine induces differentiation and apoptosis in cells. N-Acetyl-D-sphingosine produces concentration-dependent impairment of vasorelaxation in response to the endothelium-dependent agonist acetylcholine in nontransgenic mice.

생화학적/생리학적 작용

Cell-permeable, biologically active ceramide. It induces differentiation and apoptosis in cells and has been shown to activate protein phosphatases.

제조 메모

Prepared from D-sphingosine from bovine brain cerebrosides.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


시험 성적서(COA)

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문서 라이브러리 방문

Ying Zhang et al.
Apoptosis : an international journal on programmed cell death, 14(7), 878-889 (2009-06-03)
Amyloid peptides interfere with survival of pancreatic beta-cells. In some cells apoptosis is paralleled by ceramide-dependent alterations of ion channel activity. The purpose of the present study was to elucidate the dependence of amyloid peptides Abeta(1-42) and islet amyloid polypeptide
Silvia Balosso et al.
Brain : a journal of neurology, 131(Pt 12), 3256-3265 (2008-10-28)
Interleukin-1beta (IL-1beta) is overproduced in human and rodent epileptogenic tissue and it exacerbates seizures upon brain application in rodents. Moreover, pharmacological prevention of IL-1beta endogenous synthesis, or IL-1 receptor blockade, mediates powerful anticonvulsive actions indicating a significant role of this
I-Ling Lin et al.
Cancer cell international, 14(1), 1-1 (2014-01-08)
The anticancer effects of ceramide have been reported in many types of cancers but less in lung cancer. In this study, we used C2-ceramide to further investigate its possible anticancer effects and mechanisms on non-small cell lung cancer (NSCLC) H1299
Yusheng Liang et al.
Animals : an open access journal from MDPI, 11(7) (2021-08-08)
The objective was to perform a proof-of-principle study to evaluate the effects of methionine (Met) and arginine (Arg) supply on protein abundance of amino acid, insulin signaling, and glutathione metabolism-related proteins in subcutaneous adipose tissue (SAT) explants under ceramide (Ce)
Sean P Didion et al.
Arteriosclerosis, thrombosis, and vascular biology, 25(1), 90-95 (2004-11-06)
Ceramide is an important intracellular second messenger that may also increase superoxide. The goal of this study was to determine whether overexpression of CuZn superoxide dismutase (SOD) protects against ceramide-induced increases in vascular superoxide and endothelial dysfunction. Carotid arteries from

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