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860491P

Avanti

D-ribo-Phytosphingosine-1-Phosphate

Avanti Research™ - A Croda Brand 860491P, powder

Synonym(s):

4-hydroxysphinganine-1-phosphate (Saccharomyces Cerevisiae)

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About This Item

Empirical Formula (Hill Notation):
C18H40NO6P
CAS Number:
383908-62-1
Molecular Weight:
397.49
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 1 mg (860491P-1mg)
pkg of 1 × 5 mg (860491P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860491P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C18H40NO6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(20)18(21)16(19)15-25-26(22,23)24/h16-18,20-21H,2-15,19H2,1H3,(H2,22,23,24)/t16-,17+,18-/m0/s1

InChI key

AYGOSKULTISFCW-KSZLIROESA-N

General description

D-ribo-Phytosphingosine-1-Phosphate (phS1P) is a ligand for the sphingosine-1-phosphate receptor 4. It is present in the membrane of plants, fungi, mammalian tissues and bacteria.

Application

D-ribo-Phytosphingosine-1-Phosphate is suitable for use as a ligand for sphingosine-1-phosphate receptor 4 in competition binding studies. It is also suitable for use as an internal standard for the quantification of spingoid bases in maize samples using mass spectrometry and reverse phase high-performance liquid chromatography

Biochem/physiol Actions

D-ribo-Phytosphingosine-1-Phosphate (phS1P) plays a key role in cell growth. In yeast, it coordinates response to heat stress.

Packaging

5 mL Amber Glass Screw Cap Vial (860491P-1mg)
5 mL Amber Glass Screw Cap Vial (860491P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Maize seedling blight induced by Fusarium verticillioides: Accumulation of fumonisin B1 in leaves without colonization of the leaves
Baldwin TT, et al.
Journal of Agricultural and Food Chemistry, 62(9), 2118-2125 (2014)
Translocation of sphingoid bases and their 1-phosphates, but not fumonisins, from roots to aerial tissues of maize seedlings watered with fumonisins
Zitomer NC, et al.
Journal of Agricultural and Food Chemistry, 58(12), 7476-7481 (2010)
Pharmacological characterization of human S1P4 using a novel radioligand,[4, 5-3H]-dihydrosphingosine-1-phosphate
Fossetta J, et al.
British Journal of Pharmacology, 142(5), 851-860 (2004)
Priya Gupta et al.
Plant molecular biology, 103(1-2), 173-184 (2020-02-27)
Arabidopsis LONG-CHAIN BASE KINASE 1 (LCBK1) interacts with MEDEA, a component of PCR2 complex that negatively regulates immunity. LCBK1 phosphorylates phytosphingosine and thereby promotes stomatal immunity against bacterial pathogens. Arabidopsis polycomb-group repressor complex2 (PRC2) protein MEDEA (MEA) suppresses both pattern-triggered
Asymmetric synthesis of d-ribo-phytosphingosine from 1-tetradecyne and (4-methoxyphenoxy) acetaldehyde
Liu Z, et al.
The Journal of Organic Chemistry, 75(13), 4356-4364 (2010)

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