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Merck
CN

860532P

Avanti

C8 1-磷酸神经酰胺(d18:1/8:0)

Avanti Research - A Croda Brand

别名:

氨盐基(2S,3R,4E)-3-羟基-2-(octanoylamino)十八烯-4-en-1-yl磷酸氢盐

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关于此项目

经验公式(希尔记法):
C26H55N2O6P
化学文摘社编号:
分子量:
522.70
NACRES:
NA.25
UNSPSC Code:
12352211
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产品名称

C8 1-磷酸神经酰胺(d18:1/8:0), Avanti Research - A Croda Brand

InChI

1S/C26H52NO6P.H3N/c1-3-5-7-9-10-11-12-13-14-15-16-18-19-21-25(28)24(23-33-34(30,31)32)27-26(29)22-20-17-8-6-4-2;/h19,21,24-25,28H,3-18,20,22-23H2,1-2H3,(H,27,29)(H2,30,31,32);1H3/b21-19+;/t24-,25+;/m0./s1

InChI key

WDZBNEWCUHJJDF-AAMXSQEYSA-N

SMILES string

[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(NC(CCCCCCC)=O)COP([O-])(O)=O.[NH4+]

description

N-octanoyl-ceramide-1-phosphate (ammonium salt)

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 mg (860532P-1mg)

manufacturer/tradename

Avanti Research - A Croda Brand

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

Application

C8神经酰胺-1-磷酸盐(d18:1/8:0)已用作验证脊椎动物变态代谢组学研究中选定代谢物的真实标准品之一。
C8神经酰胺-1-磷酸盐(d18:1/8:0)或N-辛酰基神经酰胺-1-磷酸盐已用于:
  • 脂质制备,处理内皮集落形成细胞(ECFC)进行核形态分析
  • 用于验证C8神经酰胺-1-磷酸盐代谢物,以研究其对变态过程中美国牛蛙代谢途径的影响
  • 用于筛选快速可逆地改变上皮组织中跨上皮电阻(TER)或紧密连接(TJ)渗透性的脂质

Biochem/physiol Actions

神经酰胺-1-磷酸盐(C1P)作为脂质衍生的次级信使,在各种细胞过程中起着至关重要的作用,例如炎症,细胞增殖,分化和凋亡。它对成纤维细胞具有促有丝分裂作用。C1P也与巨噬细胞趋化性的调节有关。它通过抑制酸性鞘磷脂酶(SMase)来促进细胞存活。

General description

C8神经酰胺-1-磷酸盐(d18:1/8:0)或N-辛酰基神经酰胺-1-磷酸盐是合成短链神经酰胺。
神经酰胺-1-磷酸盐是通过神经酰胺激酶(CerK)催化的磷酸化反应由神经酰胺合成的。

Packaging

5 mL棕色玻璃螺旋盖小瓶(860532P-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

存储类别

11 - Combustible Solids

wgk

WGK 3


历史批次信息供参考:

分析证书(COA)

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Ceramide-1-phosphate in cell survival and inflammatory signaling
Gomez-Munoz, A, et al.
Sphingolipids as Signaling and Regulatory Molecules, 118-130 (2010)
Metabolomic insights into system-wide coordination of vertebrate metamorphosis
Ichu T, et al.
BMC Developmental Biology, 14(1), 5-5 (2014)
Hebe Agustina Mena et al.
Arteriosclerosis, thrombosis, and vascular biology, 39(10), e219-e232 (2019-08-23)
Ceramide 1-phosphate (C1P) is a bioactive sphingolipid highly augmented in damaged tissues. Because of its abilities to stimulate migration of murine bone marrow-derived progenitor cells, it has been suggested that C1P might be involved in tissue regeneration. In the present
Ceramide and ceramide 1-phosphate in health and disease
Arana L, et al.
Lipids in Health and Disease, 9(1), 15-15 (2010)
Shu-Chih Chen-Quay et al.
Journal of pharmaceutical sciences, 98(2), 606-619 (2008-06-20)
Tight junctions (TJs) play an important role in regulating paracellular drug transport. The aim of this study was to identify lipids that rapidly and reversibly alter transepithelial electrical resistance (TER) and/or TJ permeability in epithelial tissue. In this study, we

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