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860532P

Avanti

C8 Ceramide-1-Phosphate (d18:1/8:0)

Avanti Research™ - A Croda Brand

동의어(들):

Ammonium (2S,3R,4E)-3-hydroxy-2-(octanoylamino)octadec-4-en-1-yl hydrogen phosphate

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About This Item

실험식(Hill 표기법):
C26H55N2O6P
CAS Number:
474943-70-9
Molecular Weight:
522.70
UNSPSC 코드:
12352211
NACRES:
NA.25

설명

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

양식

powder

포장

pkg of 1 × 1 mg (860532P-1mg)

제조업체/상표

Avanti Research™ - A Croda Brand

지질 유형

sphingolipids

배송 상태

dry ice

저장 온도

−20°C

SMILES string

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

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

일반 설명

C8 Ceramide-1-Phosphate (d18:1/8:0) or N-octanoyl-ceramide-1-phosphate is a synthetic short-chain ceramide.
Ceramide-1-phosphate is synthesized from ceramide by the phosphorylation reaction catalyzed by ceramide kinase (CerK).

애플리케이션

C8 Ceramide-1-Phosphate (d18:1/8:0) has been used as one of the authentic standards to validate selected metabolites in metabolomic study of vertebrate metamorphosis.
C8 Ceramide-1-Phosphate (d18:1/8:0) or N-octanoyl-ceramide-1-phosphate has been used:
  • in lipid preparation to treat endothelial colony-forming cells (ECFCs) for nuclear morphology analysis
  • for the validation of C8 ceramide-1-phosphate metabolite to study its effects on the metabolic pathways of Rana catesbeiana during metamorphosis
  • to screen lipids that rapidly and reversibly alter transepithelial electrical resistance (TER) or tight junction (TJ) permeability in epithelial tissue

생화학적/생리학적 작용

Ceramide-1-phosphate (C1P), as a lipid derived secondary messenger plays a vital role in various cellular processes such as inflammation, cell proliferation, differentiation and apoptosis. It is mitogenic for fibroblasts. C1P is also implicated in the modulation of macrophage chemotaxis. It promotes cell-survival by inhibiting the enzyme acid sphingomyelinase (SMase).

포장

5 mL Amber Glass Screw Cap Vial (860532P-1mg)

법적 정보

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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시험 성적서(COA)

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문서 라이브러리 방문

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)
V T Hinkovska-Galcheva et al.
The Journal of biological chemistry, 273(50), 33203-33209 (1998-12-05)
Ceramide, a product of agonist-stimulated sphingomyelinase activation, is known to be generated during the phagocytosis of antibody-coated erythrocytes by polymorphonuclear leukocytes. Agonist-stimulated formation of ceramide-1-phosphate is now shown to occur in 32PO4-labeled neutrophils. Ceramide-1-phosphate is formed by a calcium-dependent ceramide
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