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Merck

860662P

Avanti

Sphingosine-1-Phosphate (d20:1)

Avanti Research - A Croda Brand 860662P, powder

Sinónimos:

D-erythro-sphingosine-1-phosphate (C20 base)

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About This Item

Fórmula empírica (notación de Hill):
C20H42NO5P
Número de CAS:
Peso molecular:
407.52
Código UNSPSC:
12352211
NACRES:
NA.25

formulario

powder

envase

pkg of 1 × 1 mg (860662P-1mg)

fabricante / nombre comercial

Avanti Research - A Croda Brand 860662P

tipo de lípido

sphingolipids

Condiciones de envío

dry ice

temp. de almacenamiento

−20°C

cadena SMILES

[H][C@](/C=C/CCCCCCCCCCCCCCC)(O)[C@]([NH3+])([H])COP([O-])(O)=O

InChI

1S/C20H42NO5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(22)19(21)18-26-27(23,24)25/h16-17,19-20,22H,2-15,18,21H2,1H3,(H2,23,24,25)/b17-16+/t19-,20+/m0/s1

Clave InChI

YUUWWSOTAGQJFW-YIVRLKKSSA-N

Descripción general

Sphingosine-1-phosphate (S1P) is a zwitterionic sphingolipid. It is found in insects, yeasts and plants. Sphingosine-1-Phosphate (d20:1) is a phosphorylated derivative of long chain base C20 sphingosine.

Aplicación

Sphingosine-1-phosphate (S1P)-d7 has been used as a reference standard in liquid chromatography/tandem mass spectrometry analysis for quantitative analyses of S1P d20:1 in central nervous system of healthy mice and in human glioblastoma tissue.

Acciones bioquímicas o fisiológicas

Sphingosine-1-phosphate (S1P) is an important cellular metabolite and signaling lipid in animal cells. It aids in various physiological and cellular processes such as atherosclerosis, inflammation, immunity, tumorigenesis, and cell proliferation. S1P plays a vital role in mammalian brain and cardiac development. S1P d20:1 serves as a partial agonist at the S1P receptor 2 (S1P2). It has an ability to inhibit S1P d18:1‐mediated cyclooxygenase 2(COX2) induction.

Envase

5 mL Amber Glass Screw Cap Vial (860662P-1mg)

Información legal

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3


Certificados de análisis (COA)

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Henrik Fyrst et al.
Nature chemical biology, 6(7), 489-497 (2010-06-19)
Sphingolipids comprise a complex family of naturally occurring molecules that are enriched in lipid rafts and contribute to their unique biochemical properties. Membrane sphingolipids also serve as a reservoir for bioactive metabolites including sphingosine, ceramide, sphingosine-1-phosphate and ceramide-1-phosphate. Among these
Michael Maceyka et al.
Trends in cell biology, 22(1), 50-60 (2011-10-18)
The bioactive sphingolipid metabolite sphingosine-1-phosphate (S1P) is now recognized as a critical regulator of many physiological and pathophysiological processes, including cancer, atherosclerosis, diabetes and osteoporosis. S1P is produced in cells by two sphingosine kinase isoenzymes, SphK1 and SphK2. Many cells
Rajkumar Vutukuri et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 34(3), 3932-3942 (2020-01-17)
Sphingosine 1-phosphate (S1P) signaling influences numerous cell biological mechanisms such as differentiation, proliferation, survival, migration, and angiogenesis. Intriguingly, our current knowledge is based solely on the role of S1P with an 18-carbon long-chain base length, S1P d18:1. Depending on the

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