860665P
Avanti
4E,14Z-Sphingadiene
Avanti Research™ - A Croda Brand
别名:
(2S,3R,4E,14Z)-2-aminooctadec-4,14-diene-1,3-diol
产品名称
4E,14Z-Sphingadiene, Avanti Research™ - A Croda Brand 860665P, powder
方案
>99% (TLC)
表单
powder
包装
pkg of 1 × 1 mg (860665P-1mg)
制造商/商品名称
Avanti Research™ - A Croda Brand 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)
法律信息
Avanti Research is a trademark of Avanti Polar Lipids, LLC
储存分类代码
11 - Combustible Solids
WGK
WGK 3
Biosynthesis of the anti-lipid-microdomain sphingoid base 4, 14-sphingadiene by the ceramide desaturase FADS3
Jojima K, et al.
Faseb Journal (2020)
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
Structure of plasma sphingadienine
Renkonen O and Hirvisalo EL
Journal of Lipid Research, 10(6), 687-693 (1969)
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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