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C8 Ceramide (d18:1.8:0)

(Synonyms: N-辛酰基-D-神经鞘氨醇; N-Octanoyl-D-erythro-sphingosine) 目录号 : GC43105

A cell-permeable ceramide analog

C8 Ceramide (d18:1.8:0) Chemical Structure

Cas No.:74713-59-0

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1mg
¥308.00
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5mg
¥924.00
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10mg
¥1,540.00
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25mg
¥3,080.00
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Sample solution is provided at 25 µL, 10mM.

Description

C8 Ceramide (d18:1.8:0) is a cell-permeable analog of naturally occurring ceramides. Unlike C2 ceramide, it is metabolized within cells to generate natural ceramides, often causing a dramatic increase in cellular ceramide levels. [1] For this reason, treatment of cells with C8 ceramide (d18:1.8:0) may more closely mimic the effects of ceramide elevation than does treatment with shorter chain ceramide analogs. C8 Ceramide (d18:1.8:0) likely mediates many diverse biological activities, as do natural ceramides. It promotes the differentiation of human keratinocytes [2]  and induces apoptosis of both human leukemia cells and the U937 cell line.[1] [3] 

Reference:
[1]. Karasavvas, N., Erukulla, R.K., Bittman, R., et al. Stereospecific induction of apoptosis in U937 cells by N-octanoyl-sphingosine stereoisomers and N-octyl-sphingosine. The ceramide amide group is not required for apoptosis. Eur. J. Biochem. 236(2), 729-737 (1996).
[2]. Wakita, H., Tokura, Y., Yagi, H., et al. Keratinocyte differentiation is induced by cell-permeant ceramides and its proliferation is promoted by sphingosine. Archives of Dermatological Research 286, 350-354 (1994).
[3]. Geley, S., Hartmann, B.L., and Kofler, R. Ceramides induce a form of apoptosis in human acute lymphoblastic leukemia cells that is inhibited by Bcl-2, but not by CrmA. FEBS Letters 400, 15-18 (1997).

化学性质

Cas No. 74713-59-0 SDF
别名 N-辛酰基-D-神经鞘氨醇; N-Octanoyl-D-erythro-sphingosine
化学名 N-[(1S,2R,3E)-2-hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]-octanamide
Canonical SMILES CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H](NC(CCCCCCC)=O)CO
分子式 C26H51NO3 分子量 425.7
溶解度 20mg/mL in DMSO, 22mg/mL in DMF, 33mg/mL in Ethanol 储存条件 Store at -20℃, stored under nitrogen
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储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
为了提高溶解度,请将管子加热至37℃,然后在超声波浴中震荡一段时间。
Shipping Condition 评估样品解决方案:配备蓝冰进行发货。所有其他可用尺寸:配备RT,或根据请求配备蓝冰。

溶解性数据

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1 mg 5 mg 10 mg
1 mM 2.3491 mL 11.7454 mL 23.4907 mL
5 mM 0.4698 mL 2.3491 mL 4.6981 mL
10 mM 0.2349 mL 1.1745 mL 2.3491 mL
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