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D-ribo-Phytosphingosine

Avanti Research™ - A Croda Brand 860499P, powder

Synonym(s):

4-hydroxysphinganine (Saccharomyces Cerevisiae)

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About This Item

CAS Number:
388566-94-7
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 200 mg (860499P-200mg)
pkg of 1 × 25 mg (860499P-25mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860499P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

O[C@]([H])(CCCCCCCCCCCCCC)[C@](O)([H])[C@](N)([H])CO

InChI

1S/C18H39NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(21)18(22)16(19)15-20/h16-18,20-22H,2-15,19H2,1H3/t16-,17+,18-/m0/s1

InChI key

AERBNCYCJBRYDG-KSZLIROESA-N

General description

D-ribo-Phytosphingosine is a stereoisomer of phytosphingosine. D-ribo-phytosphingosine is present mainly in the membranes of fungi, plants, bacteria, marine organisms, and mammalian tissues.

Application

D-ribo-Phytosphingosine has been used to determine its ability to rescue the growth defect of the PFA4 deletion strain (pfa4Δ) in response to myriocin. It has also been used to capture phosphatidylinositol bisphosphate (PI(4,5)P2), phosphatidylinositol triphosphate (PI(3,4,5)P3), phosphatidyl serine (PS) and phosphatidyl choline (PC) liposomes on a carboxymethyl dextran chip (CMDHchip). It may be used for the preparation of lipids.

Biochem/physiol Actions

D-ribo-phytosphingosine modulates cellular growth and acts as a precursor for several lipid mediators, such as phytosphingosine (PHS) 1-phosphate, inositol phosphorylceramide and KRN7000 (α-anomer of galactosylceramide). It helps in mediating the heat stress response of yeast cells.

Packaging

5 mL Amber Glass Screw Cap Vial (860499P-200mg)
5 mL Amber Glass Screw Cap Vial (860499P-25mg)

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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Divergent total synthesis of d-ribo-phytosphingosine and l-ribo-phytosphingosine from d-ribose
Chun JS, et al.
Tetrahedron, 72(52), 8550-8556 (2016)
Dong-Jun Bae et al.
Biochimica et biophysica acta. Molecular cell research, 1866(10), 1595-1607 (2019-07-14)
The rapid and precise clearance of apoptotic cells (efferocytosis) involves a series of phagocytic processes through which apoptotic cells are recognized, engulfed, and degraded within phagocytes. The Rho-family GTPases critically rearrange the cytoskeleton for these phagocytic processes, but we know
Cungui Mao et al.
The Journal of biological chemistry, 278(33), 31184-31191 (2003-06-05)
Ceramidases deacylate ceramides, important intermediates in the metabolic pathway of sphingolipids. In this study, we report the cloning and characterization of a novel mouse alkaline ceramidase (maCER1) with a highly restricted substrate specificity. maCER1 consists of 287 amino acids, and
Tingting Qin et al.
Nucleic acids research, 42(18), e138-e138 (2014-07-27)
To enhance our knowledge regarding biological pathway regulation, we took an integrated approach, using the biomedical literature, ontologies, network analyses and experimental investigation to infer novel genes that could modulate biological pathways. We first constructed a novel gene network via
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
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