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810314P

Avanti

NBD Phytosphingosine

Omega-NBD D-ribo-Phytosphingosine, powder

Synonym(s):

(2S,3S,4R)-2-amino-18-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)octadecane-1,3,4-triol

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About This Item

Empirical Formula (Hill Notation):
C24H41N5O6
CAS Number:
2260669-58-5
Molecular Weight:
495.61
UNSPSC Code:
12352211
NACRES:
NA.25

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 100 μg (810314P-100ug)
pkg of 1 × 250 μg (810314P-250ug)
pkg of 1 × 50 μg (810314P-50ug)

manufacturer/tradename

Avanti Research™ - A Croda Brand 810314P

shipped in

dry ice

storage temp.

−20°C

General description

Phytosphingosine (PHS) is one of the important constituent of phytoceramides. This sphingoid has a hydroxyl group at C-4 of the sphingoid long-chain base. PHS is a component of mammalian epidermis and is widely distributed in fungi and plants. Nitrobenzoxadiazole/7-nitrobenz-2-oxa-1,3-diazol-4-yl (NBD) is a fluorescent conjugate.

Application

NBD Phytosphingosine has been used as a substrate in ceramide synthase assays.

Biochem/physiol Actions

Phytosphingosine (PHS) is capable of activating G-protein coupled receptor 120 (GPR120). Treating cultured keratinocytes (KC) with PHS can enhance the content of ceramide NP. It plays as key role in epidermal differentiation and also possesses anti-inflammatory and antimicrobial activities.

Packaging

5 mL Amber Glass Screw Cap Vial (810314P-100ug)
5 mL Amber Glass Screw Cap Vial (810314P-250ug)
5 mL Amber Glass Screw Cap Vial (810314P-50ug)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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The role of ceramide synthases in the pathogenicity of Cryptococcus neoformans
Munshi MA, et al.
Testing, 22(6), 1392-1400 (2018)
Phytosphingosine is a novel activator of GPR120
Nagasawa T, et al.
Test, 164(1), 27-32 (2018)
Phytosphingosine Increases Biosynthesis of Phytoceramide by Uniquely Stimulating the Expression of Dihydroceramide C4-desaturase (DES2) in Cultured Human Keratinocytes
Choi HK, et al.
Lipids, 53(9), 909-918 (2018)
Phytosphingosine stimulates the differentiation of human keratinocytes and inhibits TPA-induced inflammatory epidermal hyperplasia in hairless mouse skin
Kim S, et al.
Molecular Medicine, 12(1), 17-24 (2006)
Phytosphingosine enhances moisture level in human skin barrier through stimulation of the filaggrin biosynthesis and degradation leading to NMF formation
Choi H K, et al.
Archives of Dermatological Research, 309(10), 795-803 (2017)

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