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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

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)

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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An LC/MS/MS method for quantitation of chemopreventive sphingadienes in food products and biological samples
Suh JH, et al.
Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences, 1061, 292-299 (2017)
J H Suh et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 1061-1062, 292-299 (2017-08-05)
Colorectal cancer (CRC) is a leading cause of cancer mortality. Diet has a significant influence on colon cancer risk. Identifying chemopreventive agents, dietary constituents, practices and/or diet supplements that promote gut health and reduce the incidence of intestinal neoplasias and
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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