860668P
Avanti
4E,11Z-Sphingadiene
Avanti Research™ - A Croda Brand 860668P, powder
Synonym(s):
(2S,3R,4E,11Z)-2-aminooctadec-4,11-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
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form
powder
packaging
pkg of 1 × 1 mg (860668P-1mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 860668P
lipid type
sphingolipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
OC[C@@](N)([H])[C@]([H])(O)/C=C/CCCCC/C=C\CCCCCC
General description
4E,11Z-Sphingadiene is a unique sphingoid base containing trans double bond at C4 and cis double bond at C11 positions along the sphingoid base alkyl chain. Sphingadienes are found in insects, marine organisms, legumes including soybeans and soy products.
Application
4E,11Z-Sphingadiene has been used as a standard in 193 nm ultraviolet photodissociation (UVPD)-ultra high resolution tandem mass spectrometry for its detailed structural characterization.
Biochem/physiol Actions
Sphingadienes are growth-inhibitory sphingoid bases, involved in apoptosis and cell signaling. It inhibits Akt/Wnt signaling that might contribute to their chemopreventive properties in colon cancer.
Packaging
5 mL Amber Glass Screw Cap Vial (860668P-1mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
No data available
flash_point_c
No data available
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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Detailed structural characterization of sphingolipids via 193 nm ultraviolet photodissociation and ultrahigh resolution tandem mass spectrometry
Ryan E, et al.
Journal of the American Society For Mass Spectrometry, 28(7), 1406-1419 (2017)
Occurrence, structure elucidation, biosynthesis, functions and synthesis of sphingadienes
U Abeytunga T
Mini-Reviews in Organic Chemistry, 12(3), 282-292 (2015)
Ashok Kumar et al.
Carcinogenesis, 33(9), 1726-1735 (2012-05-15)
Sphingadienes (SDs) derived from soy and other natural sphingolipids are cytotoxic to colon cancer cells via an Akt-dependent mechanism and reduce adenoma formation in Apc(Min/+) mice. Wnt signaling is fundamental to colon carcinogenesis and is the basis for spontaneous tumorigenesis
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