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形式
powder
包装
pkg of 1 × 1 mg (860665P-1mg)
制造商/商品名称
Avanti Polar Lipids 860665P
脂质类型
sphingolipids
运输
dry ice
储存温度
−20°C
SMILES字符串
OC[C@@](N)([H])[C@]([H])(O)/C=C/CCCCCCCC/C=C\CCC
InChI
1S/C18H35NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h4-5,14-15,17-18,20-21H,2-3,6-13,16,19H2,1H3/b5-4-,15-14+
InChI key
KWDXKYNWAKMLKK-YQMRQDNGSA-N
一般描述
4E,14Z-Sphingadiene is a unique sphingoid base containing C18 chain, with trans double bond at C-4 and cis double bond between C14 and C15 with a bent structure. It is found in the plasma, lymph, brain, kidney and lungs of humans and mice. 4E,14Z-Sphingadiene or d-erythro-1,3-dihydroxy-2-amino-4-trans-14-cis-octadecadiene is the second largest long-chain base of human plasma sphingomyelins.
生化/生理作用
Sphingadiene, a vital component of sphingolipids facilitates numerous processes such as apoptosis and cell signaling. It inhibits Akt/Wnt signaling and acts as an anticancer agent in colon cancer.
包装
5 mL Amber Glass Screw Cap Vial (860665P-1mg)
WGK
WGK 3
Biosynthesis of the anti-lipid-microdomain sphingoid base 4, 14-sphingadiene by the ceramide desaturase FADS3
Faseb Journal (2020)
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
Structure of plasma sphingadienine
Journal of Lipid Research, 10(6), 687-693 (1969)
Occurrence, structure elucidation, biosynthesis, functions and synthesis of sphingadienes
Mini-Reviews in Organic Chemistry, 12(3), 282-292 (2015)
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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