860667P
Avanti
4E,8Z-Sphingadiene
Avanti Research™ - A Croda Brand 860667P, powder
Synonym(s):
(2S,3R,4E,8Z)-2-aminooctadec-4,8-diene-1,3-diol
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About This Item
Empirical Formula (Hill Notation):
C18H35NO2
CAS Number:
Molecular Weight:
297.48
UNSPSC Code:
12352211
NACRES:
NA.25
Recommended Products
form
powder
packaging
pkg of 1 × 1 mg (860667P-1mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 860667P
lipid type
sphingolipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
OC[C@@](N)([H])[C@]([H])(O)/C=C/CC/C=C\CCCCCCCCC
General description
4E,8Z-Sphingadiene is a unique sphingoid base containing C18 chain, with trans double bond at C-4 and cis double bond at C8. It is widely present in plant tissues, but very minimal in mammals.
Application
4E,8Z-Sphingadiene has been used as an standard in liquid chromatography with tandem mass spectrometry (LC-MS-MS) method for quantitation of chemopreventive sphingadienes in food products and biological samples.
Biochem/physiol Actions
Sphingadienes are growth-inhibitory sphingoid bases, which play a vital role in apoptosis and cell signaling. Sphingadienes isolated from plants exhibit anti-inflammatory properties by inhibiting tumor necrosis factor α (TNF α) activity.
Packaging
5 mL Amber Glass Screw Cap Vial (860667P-1mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
No data available
Flash Point(C)
No data available
Certificates of Analysis (COA)
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O Renkonen et al.
Journal of lipid research, 10(6), 687-693 (1969-11-01)
The dienic long-chain base (sphingadienine) of human plasma sphingomyelins has been identified as d-erythro-1,3-dihydroxy-2-amino-4-trans-14-cis-octadecadiene. A similar sphingosine was also detected in plasma sphingomyelins of rat, rabbit, and cat. The key reaction in the structural studies was partial reduction of sphingadienine
Occurrence, structure elucidation, biosynthesis, functions and synthesis of sphingadienes
U Abeytunga T
Mini-Reviews in Organic Chemistry, 12(3), 282-292 (2015)
Structural analysis of unsaturated glycosphingolipids using shotgun ozone-induced dissociation mass spectrometry
Barrientos RC, et al.
Journal of the American Society For Mass Spectrometry, 28(11), 2330-2343 (2017)
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